EP4225532B1 - Beschichteter schleifartikel und verfahren zur herstellung davon - Google Patents

Beschichteter schleifartikel und verfahren zur herstellung davon Download PDF

Info

Publication number
EP4225532B1
EP4225532B1 EP21762126.7A EP21762126A EP4225532B1 EP 4225532 B1 EP4225532 B1 EP 4225532B1 EP 21762126 A EP21762126 A EP 21762126A EP 4225532 B1 EP4225532 B1 EP 4225532B1
Authority
EP
European Patent Office
Prior art keywords
free
radically polymerizable
rheology modifier
organic polymeric
abrasive particles
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
EP21762126.7A
Other languages
English (en)
French (fr)
Other versions
EP4225532A1 (de
Inventor
Ernest L. Thurber
Thomas J. Nelson
Gregory P. SORENSON
Junting LI
Daniel M. Lentz
Brian G. Koethe
Jon T. SCHWARTZ
Jing Zhang
Ann M. Hawkins
Geoffrey I. WILSON
Blake R. RUSTAD
Gregory S. MUELLER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Innovative Properties Co
Original Assignee
3M Innovative Properties Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Publication of EP4225532A1 publication Critical patent/EP4225532A1/de
Application granted granted Critical
Publication of EP4225532B1 publication Critical patent/EP4225532B1/de
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B24—GRINDING; POLISHING
    • B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D11/00—Constructional features of flexible abrasive materials; Special features in the manufacture of such materials
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B24—GRINDING; POLISHING
    • B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D18/00—Manufacture of grinding tools or other grinding devices, e.g. wheels, not otherwise provided for
    • B24D18/0072—Manufacture of grinding tools or other grinding devices, e.g. wheels, not otherwise provided for using adhesives for bonding abrasive particles or grinding elements to a support, e.g. by gluing
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B24—GRINDING; POLISHING
    • B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D3/00—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
    • B24D3/02—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents the constituent being used as bonding agent
    • B24D3/20—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents the constituent being used as bonding agent and being essentially organic
    • B24D3/28—Resins or natural or synthetic macromolecular compounds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B24—GRINDING; POLISHING
    • B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D3/00—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
    • B24D3/34—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents characterised by additives enhancing special physical properties, e.g. wear resistance, electric conductivity, self-cleaning properties
    • B24D3/342—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents characterised by additives enhancing special physical properties, e.g. wear resistance, electric conductivity, self-cleaning properties incorporated in the bonding agent
    • B24D3/344—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents characterised by additives enhancing special physical properties, e.g. wear resistance, electric conductivity, self-cleaning properties incorporated in the bonding agent the bonding agent being organic

Definitions

  • the present disclosure relates to a coated abrasive article comprising abrasive particles retained by a binder material made from phenolic resin, free-radically polymerizable resin, and an organic polymeric rheology modifier, and methods of making the same.
  • Abrasive articles generally comprise abrasive particles (also known as "grains") retained within a binder.
  • abrasive particles also known as "grains”
  • the abrasive particles are deposited on a binder material precursor in an oriented manner (e.g., by electrostatic coating or by some mechanical placement technique).
  • the most desirable orientation of the abrasive particles is substantially perpendicular to the surface of the backing.
  • the backing is a relatively dense planar substrate (e.g., vulcanized fiber or a woven or knit fabric, optionally treated with a saturant to increase durability).
  • a make layer precursor (or make coat) containing a first binder material precursor is applied to the backing, and then the abrasive particles are partially embedded into the make layer precursor.
  • the abrasive particles are embedded in the make layer precursor with a degree of orientation; e.g., by electrostatic coating or by a mechanical placement technique.
  • the make layer precursor is then at least partially cured in order to retain the abrasive particles when a size layer precursor (or size coat) containing a second binder material precursor is overlaid on the at least partially cured make layer precursor and abrasive particles.
  • a size layer precursor or size coat
  • the size layer precursor, and the make layer precursor if not sufficiently cured, are cured to form the coated abrasive article.
  • the abrasive particles remain in their original orientation as embedded in the binder material precursor until it has been sufficiently cured to fix them in place. This is especially troublesome when the binder precursor material is too fluid so that the particles tip over by gravity, or if the binder precursor material is too hard such that the particles do not adhere to the binder precursor material and likewise tip over due to gravity.
  • Abrasive particle tipping after deposition is especially problematic with resole phenolic resin binder material precursors.
  • the present disclosure overcomes this problem by providing a curable composition suitable for use in manufacture of an abrasive article.
  • the curable composition comprises a phenolic resin component, a free-radically polymerizable component, and an organic polymeric rheology modifier comprising an alkali-swellable/soluble polymer.
  • the curable composition can be incorporated into coated abrasives with equal or better performance as compared to binder compositions of the types used in commercially successful coated abrasives.
  • Organic polymeric rheology modifiers are known to give pseudoplastic flow characteristics.
  • Alkali-Swellable/soluble Emulsion (ASE) polymers, Hydrophobically- modified Alkali-Swellable/soluble Emulsion (HASE) polymers, and Hydrophobically-modified Ethoxylated URethane (HEUR) polymers have been used in aqueous compositions for latex paints, personal care products, and drilling muds.
  • the present disclosure provides a method of making a coated abrasive article comprising sequential steps:
  • the method further comprises:
  • FIG. 1 is a cross-sectional side view of an exemplary coated abrasive article 100 according to the present disclosure.
  • coated abrasive article 100 has backing 120 and abrasive layer 130.
  • Abrasive layer 130 includes abrasive particles 140 secured to major surface 170 of backing 120 (substrate) by make layer 150 and size layer 160.
  • Coated abrasive articles according to the present disclosure may include additional layers such as, for example, an optional supersize layer 180 that is superimposed on the abrasive layer, or a backing antistatic treatment layer may also be included, if desired.
  • additional layers such as, for example, an optional supersize layer 180 that is superimposed on the abrasive layer, or a backing antistatic treatment layer may also be included, if desired.
  • Useful backings include, for example, those known in the art for making coated abrasive articles.
  • the backing has two opposed major surfaces, although this is not a requirement.
  • the thickness of the backing generally ranges from about 0.02 to about 5 millimeters, desirably from about 0.05 to about 2.5 millimeters, and more desirably from about 0.1 to about 1.0 millimeter, although thicknesses outside of these ranges may also be useful.
  • the strength of the backing should be sufficient to resist tearing or other damage during abrading processes.
  • the thickness and smoothness of the backing should also be suitable to provide the desired thickness and smoothness of the coated abrasive article; for example, depending on the intended application or use of the coated abrasive article.
  • Exemplary backings include: dense nonwoven fabrics (e.g., needletacked, meltspun, spunbonded, hydroentangled, or meltblown nonwoven fabrics), knitted fabrics, stitchbonded and/or woven fabrics; scrims; polymer films; treated versions thereof; and combinations of two or more of these materials.
  • Fabric backings can be made from any known fibers, whether natural, synthetic or a blend of natural and synthetic fibers.
  • useful fiber materials include fibers or yarns comprising polyester (for example, polyethylene terephthalate), polyamide (for example, hexamethylene adipamide, polycaprolactam), polypropylene, acrylic (formed from a polymer of acrylonitrile), cellulose acetate, polyvinylidene chloride-vinyl chloride copolymers, vinyl chloride-acrylonitrile copolymers, graphite, polyimide, silk, cotton, linen, jute, hemp, or rayon.
  • Useful fibers may be of virgin materials or of recycled or waste materials reclaimed from garment cuttings, carpet manufacturing, fiber manufacturing, or textile processing, for example.
  • Useful fibers may be homogenous or a composite such as a bicomponent fiber (for example, a co-spun sheath-core fiber).
  • the fibers may be tensilized and crimped, but may also be continuous filaments such as those formed by an extrusion process.
  • the backing may have any suitable basis weight; typically, in a range of from 100 to 1250 grams per square meter (gsm), more typically 450 to 600 gsm, and even more typically 450 to 575 gsm.
  • the backing typically has good flexibility; however, this is not a requirement (e.g., vulcanized fiber discs).
  • one or more surfaces of the backing may be modified by known methods including corona discharge, ultraviolet light exposure, electron beam exposure, flame discharge, and/or scuffing.
  • the make layer can be formed by at least partially curing a make layer precursor that comprises a curable composition according to the present disclosure.
  • the curable composition comprises a resole phenolic component, a free-radically polymerizable component, and an organic polymeric rheology modifier that aids in preserving the initial placement and orientation of the abrasive particles during manufacture.
  • Phenolic resins suitable for inclusion in the phenolic component are generally formed by condensation of phenol and formaldehyde, and are usually categorized as resole or novolac phenolic resins.
  • Novolac phenolic resins are acid-catalyzed and have a molar ratio of formaldehyde to phenol of less than 1:1.
  • Resole (also resol) phenolic resins can be catalyzed by alkaline catalysts, and the molar ratio of formaldehyde to phenol is greater than or equal to one, typically between 1.0 and 3.0, thus presenting pendant methylol groups.
  • Alkaline catalysts suitable for catalyzing the reaction between aldehyde and phenolic components of resole phenolic resins include sodium hydroxide, barium hydroxide, potassium hydroxide, calcium hydroxide, organic amines, and sodium carbonate, all as solutions of the catalyst dissolved in water.
  • Resole phenolic resins are typically coated as a solution with water and/or organic solvent (e.g., alcohol). Typically, the solution includes about 70 percent to about 85 percent solids by weight, although other concentrations may be used. If the solids content is very low, then more energy is required to remove the water and/or solvent. If the solids content is very high, then the viscosity of the resulting phenolic resin is too high which typically leads to processing problems.
  • water and/or organic solvent e.g., alcohol
  • Phenolic resins are well-known and readily available from commercial sources.
  • Examples of commercially available resole phenolic resins useful in practice of the present disclosure include those marketed by Durez Corporation under the trade designation VARCUM (e.g., 29217, 29306, 29318, 29338, 29353); those marketed by Ashland Chemical Co. of Bartow, Florida under the trade designation AEROFENE (e.g., AEROFENE 295); and those marketed by Kangnam Chemical Company Ltd. of Seoul, South Korea under the trade designation PHENOLITE (e.g., PHENOLITE TD-2207).
  • VARCUM e.g., 29217, 29306, 29318, 29338, 29353
  • AEROFENE e.g., AEROFENE 295
  • PHENOLITE e.g., PHENOLITE TD-2207
  • the phenolic resin component comprises from 75 to 99 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined (i.e., based on total combined weight of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier); however, this is not a requirement.
  • the curable composition further comprises a free-radically photopolymerizable component, which may comprise at least one free-radical photoinitiator and at least one compound having at least one, preferably at least two, free-radically polymerizable groups per molecule.
  • the free-radically polymerizable component comprises from 0.1 to 25 percent by weight, more typically 1 to 15 percent by weight, more typically 1 to 10 percent by weight, and even more typically 1 to 8 percent by weight, based on the total weight of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined, although this is not a requirement.
  • any free-radically polymerizable compound(s) such as N-vinyl compounds, vinyl ester, vinyl ethers, (meth)acrylamides, (meth)acrylic acid, (meth)acrylates, thiol-alkene comonomers, and thiol-alkyne comonomers can be used, compounds having at least one (preferably at least 2) (meth)acryl group are preferred, especially (meth)acrylic esters (i.e., poly(meth)acrylates).
  • the free-radically polymerizable component may comprise a blend of different (meth)acrylate monomers, (meth)acrylate oligomers, and/or (meth)acrylated polymers, each having the same or different number of (meth)acrylate groups.
  • (meth)acrylate monomers, (meth)acrylate oligomers, and (meth)acrylated polymers are readily commercially available, for example, from such vendors Sartomer Company, Exton, Pennsylvania and Allnex, Frankfurt, Germany.
  • Exemplary (meth)acrylate monomers include ethylene glycol di(meth)acrylate, hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, glycerol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, neopentyl glycol di(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, sorbitol tri(meth)acrylate, sorbitol hexa(meth)acrylate, Bisphenol A di(meth)acrylate, ethoxylated Bisphenol A di(meth)acrylates, and mixtures thereof.
  • Exemplary useful (meth)acrylate oligomers include (meth)acrylated epoxy oligomers (e.g., Bisphenol-A based epoxy (meth)acrylate oligomers such as, for example, those marketed under the trade designations EBECRYL 3500, EBECRYL 3600, EBECRYL 3720, and EBECRYL 3700 by Allnex, aliphatic urethane acrylate oligomers (e.g., as marketed by Allnex under the trade designation EBECRYL 8402), aromatic urethane acrylate oligomers, and acrylated polyesters (e.g., as marketed by Allnex under the trade designation EBECRYL 870).
  • (meth)acrylated epoxy oligomers e.g., Bisphenol-A based epoxy (meth)acrylate oligomers such as, for example, those marketed under the trade designations EBECRYL 3500, EBECRYL 3600, EBECRY
  • Additional useful polyfunctional (meth)acrylate oligomers include polyether oligomers such as a polyethylene glycol 200 diacrylate, for example, as marketed by Sartomer Company under the trade designation SR 259; and polyethylene glycol 400 diacrylate, for example, as marketed by Sartomer Company under the trade designation SR 344.
  • the free-radically photopolymerizable component comprises at least one initiator of free-radical polymerization (e.g., a free-radical photoinitiator and/or a free-radical thermal initiator).
  • the free-radical initiator is typically included in the curable composition (and hence also in the free-radically polymerizable component) in a sufficient amount to initiate free-radical polymerization upon exposure to heat and/or actinic electromagnetic radiation (e.g., ultraviolet and/or visible light) depending on the free-radical initiator used.
  • the free-radically initiator component may comprise from 0.1 to 5 percent by weight, 0.5 to 5 percent by weight, and more typically 0.5 to 3 percent by weight, based on the total weight of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined, although this is not a requirement.
  • Useful free-radical photoinitiators include those known as useful for photocuring free-radically polyfunctional (meth)acrylates.
  • Exemplary free-radical photoinitiators include benzoin and its derivatives such as [alpha]-methylbenzoin; [alpha]-phenylbenzoin; [alpha]-allylbenzoin; [alpha]-benzylbenzoin; benzoin ethers such as benzil dimethyl ketal benzoin methyl ether, benzoin ethyl ether, benzoin n-butyl ether; acetophenone and its derivatives such as 2-hydroxy-2-methyl-1-phenyl-1-propanone and 1-hydroxycyclohexyl phenyl ketone ; 2-methyl-1-[4(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone; 2-benzyl-2-(dimethlamino)-1-[4-(4-morpholinyl)phenyl]-1
  • free-radical photoinitiators include pivaloin ethyl ether, anisoin ethyl ether; anthraquinones, such as anthraquinone, 2-ethylanthraquinone, 1-chloroanthraquinone, 1,4-dimethylanthraquinone, and 1-methoxyanthraquinone; benzophenone and its derivatives; iodonium salts and sulfonium salts as described hereinabove; titanium complexes such as bis([eta]5-2,4-cyclopentadien-1-yl)bis[2,6-difluoro-3-(1H-pyrrol-1-yl)phenyl]titanium; mono- and bis-acylphosphines and phosphine oxides (e.g., as available as OMNIRAD TPO, OMNIRAD TPO-L1800, and OMNIRAD 819 from IGM resins
  • Suitable sources of actinic radiation may include, for example, lasers, xenon flashlamps, microwave driven lamps having H-Type or D-Type bulbs, and medium pressure mercury arc lamps, and Light Emitting Diode (LED) lamps.
  • lasers for example, lasers, xenon flashlamps, microwave driven lamps having H-Type or D-Type bulbs, and medium pressure mercury arc lamps, and Light Emitting Diode (LED) lamps.
  • LED Light Emitting Diode
  • Exemplary free-radical thermal initiators include azo compounds (such as 2,2'-azobisisobutyronitrile (AIBN), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), and peroxide compounds (such as benzoyl peroxide or lauroyl peroxide) can be used.
  • azo compounds such as 2,2'-azobisisobutyronitrile (AIBN), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile
  • peroxide compounds such as benzoyl peroxide or lauroyl peroxide
  • the curable composition contains an organic polymeric rheology modifier that comprises an alkali-swellable/soluble polymer.
  • the organic polymeric rheology modifier comprises 0.001 to 5 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined.
  • the curable composition comprises 0.003 to 4 weight percent, 0.01 to 3 weight percent, or even 0.1 to 2 weight percent of the organic polymeric rheology modifier, based on the combined weight of the resole phenolic resin and the organic polymeric rheology modifier. Combinations of more than one resole phenolic resin, more than one free-radically polymerizable compound, and/or more than one organic polymeric rheology modifier may be used if desired.
  • the organic polymeric rheology modifier may be chosen from alkali-swellable/soluble acrylic emulsion polymers (ASE), Hydrophobically-modified alkali-swellable/soluble acrylic emulsion polymers (HASE), and Hydrophobically-modified Ethoxylated URethane (HEUR) organic polymers.
  • ASE alkali-swellable/soluble acrylic emulsion polymers
  • HASE Hydrophobically-modified alkali-swellable/soluble acrylic emulsion polymers
  • HEUR Hydrophobically-modified Ethoxylated URethane
  • Make and size layers and their precursors may contain various additives (e.g., fibers, lubricants, wetting agents, surfactants, pigments, dyes, antistatic agents (e.g., carbon black, vanadium oxide, and/or graphite.), coupling agents (e.g., silanes, titanates, zircoaluminates, etc.), plasticizers, suspending agents).
  • additives e.g., fibers, lubricants, wetting agents, surfactants, pigments, dyes, antistatic agents (e.g., carbon black, vanadium oxide, and/or graphite.), coupling agents (e.g., silanes, titanates, zircoaluminates, etc.), plasticizers, suspending agents).
  • Catalysts and/or initiators may be added to thermosetting resins; for example, according to conventional practice and depending on the resin used.
  • sol-gel-derived abrasive particles Further details concerning methods of making sol-gel-derived abrasive particles can be found in, for example, U.S. Pat. Nos. 4,314,827 (Leitheiser ); 5,152,917 (Pieper et al. ); 5,435,816 (Spurgeon et al. ); 5,672,097 (Hoopman et al. ); 5,946,991 (Hoopman et al. ); 5,975,987 (Hoopman et al. ); and 6,129,540 (Hoopman et al. ); and in U.S. Publ. Pat. Appln. No. 2009/0165394 Al (Culler et al. ).
  • useful abrasive particles may be shaped abrasive particles can be found in U.S. Pat. Nos. 5,201,916 (Berg ); 5,366,523 (Rowenhorst ( Re 35,570 )); and 5,984,988 (Berg ).
  • U.S. Pat. No. 8,034,137 (Erickson et al. ) describes alumina abrasive particles that have been formed in a specific shape, then crushed to form shards that retain a portion of their original shape features.
  • Surface coatings on the abrasive particles may be used to improve the adhesion between the abrasive particles and a binder material, or to aid in electrostatic deposition of the abrasive particles.
  • surface coatings as described in U.S. Pat. No. 5,352,254 in an amount of 0.1 to 2 percent surface coating to abrasive particle weight may be used.
  • Such surface coatings are described in U.S. Pat. Nos. 5,213,591 (Celikkaya et al. ); 5,011,508 (Wald et al. ); 1,910,444 (Nicholson ); 3,041,156 (Rowse et al.
  • the surface coating may prevent shaped abrasive particles from capping.
  • Capping is the term to describe the phenomenon where metal particles from the workpiece being abraded become welded to the tops of the abrasive particles.
  • the abrasive particles may be selected to have a length and/or width in a range of from 0.1 micrometers to 3.5 millimeters (mm), more typically 0.05 mm to 3.0 mm, and more typically 0.1 mm to 2.6 mm, although other lengths and widths may also be used.
  • the abrasive particles may be selected to have a thickness in a range of from 0.1 micrometer to 1.6 mm, more typically from 1 micrometer to 1.2 mm, although other thicknesses may be used. In some embodiments, abrasive particles may have an aspect ratio (length to thickness) of at least 2, 3, 4, 5, 6, or more.
  • crushed abrasive particles are independently sized according to an abrasives industry recognized specified nominal grade.
  • Exemplary abrasive industry recognized grading standards include those promulgated by ANSI (American National Standards Institute), FEPA (Federation of European Producers of Abrasives), and JIS (Japanese Industrial Standard).
  • Such industry accepted grading standards include, for example: ANSI 4, ANSI 6, ANSI 8, ANSI 16, ANSI 24, ANSI 30, ANSI 36, ANSI 40, ANSI 50, ANSI 60, ANSI 80, ANSI 100, ANSI 120, ANSI 150, ANSI 180, ANSI 220, ANSI 240, ANSI 280, ANSI 320, ANSI 360, ANSI 400, and ANSI 600; FEPA P8, FEPA P12, FEPA P16, FEPA P24, FEPA P30, FEPA P36, FEPA P40, FEPA P50, FEPA P60, FEPA P80, FEPA P100, FEPA P120, FEPA P150, FEPA P180, FEPA P220, FEPA P320, FEPA P400, FEPA P500, FEPA P600, FEPA P800, FEPA P1000, FEPA P1200; FEPA F8, FEPA F12, FEPA F16, and FEPA F24;.and
  • the crushed aluminum oxide particles and the non-seeded sol-gel derived alumina-based abrasive particles are independently sized to ANSI 60 and 80, or FEPA F36, F46, F54 and F60 or FEPA P60 and P80 grading standards.
  • the abrasive particles can be graded to a nominal screened grade using U.S.A. Standard Test Sieves conforming to ASTM E-11 "Standard Specification for Wire Cloth and Sieves for Testing Purposes".
  • ASTM E-11 prescribes the requirements for the design and construction of testing sieves using a medium of woven wire cloth mounted in a frame for the classification of materials according to a designated particle size.
  • a typical designation may be represented as -18+20 meaning that the shaped abrasive particles pass through a test sieve meeting ASTM E-11 specifications for the number 18 sieve and are retained on a test sieve meeting ASTM E-11 specifications for the number 20 sieve.
  • the shaped abrasive particles have a particle size such that most of the particles pass through an 18 mesh test sieve and can be retained on a 20, 25, 30, 35, 40, 45, or 50 mesh test sieve.
  • the shaped abrasive particles can have a nominal screened grade comprising: -18+20, -20+25, -25+30, -30+35, -35+40, -40+45, -45+50, -50+60, -60+70, -70+80, -80+100, -100+120, -120+140, -140+170, -170+200, -200+230, -230+270, -270+325, -325+400, -400+450, -450+500, or -500+635.
  • a custom mesh size could be used such as -90+100.
  • a grinding aid is a material that has a significant effect on the chemical and physical processes of abrading, which results in improved performance.
  • Grinding aids encompass a wide variety of different materials and can be inorganic or organic based. Examples of chemical groups of grinding aids include waxes, organic halide compounds, halide salts and metals and their alloys. The organic halide compounds will typically break down during abrading and release a halogen acid or a gaseous halide compound. Examples of such materials include chlorinated waxes like tetrachloronaphthalene, pentachloronaphthalene, and polyvinyl chloride.
  • halide salts include sodium chloride, potassium cryolite, sodium cryolite, ammonium cryolite, potassium tetrafluoroborate, sodium tetrafluoroborate, silicon fluorides, potassium chloride, and magnesium chloride.
  • metals include tin, lead, bismuth, cobalt, antimony, cadmium, iron, and titanium.
  • miscellaneous grinding aids include sulfur, organic sulfur compounds, graphite, and metallic sulfides. A combination of different grinding aids may be used, and in some instances, this may produce a synergistic effect.
  • Grinding aids can be particularly useful in coated abrasives.
  • grinding aid is typically used in a supersize coat, which is applied over the surface of the abrasive particles. Sometimes, however, the grinding aid is added to the size coat.
  • the amount of grinding aid incorporated into coated abrasive articles are about 50-800 grams per square meter (g/m 2 ), preferably about 80-475 g/m 2 .
  • the make layer precursor, size layer precursor, and supersize layer and/or supersize layer precursor coatings may be coated by any suitable coating technique including, for example, roll coating, gravure roll coating, knife coating, curtain coating, and/or slot coating.
  • Abrasive particles may be drop coated, electrostatically coated, and or mechanically positioned (e.g., by transfer from a production tool having shaped cavities containing the abrasive particles).
  • coated abrasive articles and methods of their manufacture can be found, for example, in U.S. Pat. Nos. 4,734,104 (Broberg ); 4,737,163 (Larkey ); 5,203,884 (Buchanan et al. ); 5, 152,917 (Pieper et al. ); 5,378,251 (Culler et al. ); 5,436,063 (Follett et al. ); 5,496,386 (Broberg et al. ); 5,609,706 (Benedict et al. ); 5, 520,711 (Helmin ); 5,961,674 (Gagliardi et al. ), and 5,975,988 (Christianson ).
  • Coated abrasive articles according to the present disclosure are useful, for example, for abrading a workpiece.
  • Such a method may comprise: frictionally contacting an abrasive articles according to the present disclosure with a surface of the workpiece, and moving at least one of the abrasive article and the surface of the workpiece relative to the other to abrade at least a portion of the surface of the workpiece.
  • Methods for abrading with abrasive articles include, for example, snagging (i.e., high-pressure high stock removal) to polishing (e.g., polishing medical implants with coated abrasive belts), wherein the latter is typically done with finer grades (e.g., ANSI 220 and finer) of abrasive particles.
  • snagging i.e., high-pressure high stock removal
  • polishing e.g., polishing medical implants with coated abrasive belts
  • finer grades e.g., ANSI 220 and finer
  • Abrading may be carried out dry or wet.
  • the liquid may be introduced supplied in the form of a light mist to complete flood.
  • Examples of commonly used liquids include: water, water-soluble oil, organic lubricant, and emulsions.
  • the liquid may serve to reduce the heat associated with abrading and/or act as a lubricant.
  • the liquid may contain minor amounts of additives such as bactericide, antifoaming agents, and the like.
  • workpieces include aluminum metal, carbon steels, mild steels (e.g., 1018 mild steel and 1045 mild steel), tool steels, stainless steel, hardened steel, titanium, glass, ceramics, wood, wood-like materials (e.g., plywood and particle board), paint, painted surfaces, and organic coated surfaces.
  • the applied force during abrading typically ranges from about 1 to about 100 kilograms (kg), although other pressures can also be used.
  • the present disclosure provides a method of making a coated abrasive article comprising sequential steps:
  • the present disclosure provides a method according to the first embodiment, wherein the organic polymeric rheology modifier is selected from the group consisting of alkali-swellable/soluble acrylic polymers, hydrophobically-modified alkali-swellable/soluble acrylic polymers, hydrophobically-modified ethoxylated urethane polymers, and combinations thereof.
  • the organic polymeric rheology modifier is selected from the group consisting of alkali-swellable/soluble acrylic polymers, hydrophobically-modified alkali-swellable/soluble acrylic polymers, hydrophobically-modified ethoxylated urethane polymers, and combinations thereof.
  • the present disclosure provides a method according to the first or second embodiment, wherein, on a solids basis, the phenolic resin component comprises from 75 to 99 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined.
  • the present disclosure provides a method according to any of the first to third embodiments, wherein, on a solids basis, the free-radically polymerizable component comprises from 1 to 15 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined.
  • the present disclosure provides a method according to any of the first to fourth embodiments, wherein the abrasive particles comprise shaped abrasive particles.
  • the present disclosure provides a method according to the fifth embodiment, wherein the shaped abrasive particles comprise precisely-shaped abrasive particles.
  • the present disclosure provides a method according to any of the first to sixth embodiments, wherein the shaped abrasive particles comprise precisely-shaped triangular platelets.
  • the present disclosure provides a method according to any of the first to seventh embodiments, wherein the free-radically polymerizable component comprises a free-radically polymerizable compound and a free-radical photoinitiator.
  • the present disclosure provides a method according to any of the first to eighth embodiments, wherein the free-radically polymerizable compound comprises at least two (meth)acryl groups.
  • the present disclosure provides a method according to any of the first to ninth embodiments, the method further comprising:
  • the present disclosure provides an abrasive article comprising abrasive particles adhered to a substrate by a binder material comprising an at least partially cured reaction product of components comprising a phenolic resin component, a free-radically polymerizable component, and an organic polymeric rheology modifier, wherein the organic polymeric rheology modifier comprises an alkali-swellable/soluble polymer, and wherein, on a solids basis, the organic polymeric rheology modifier comprises from 0.001 to 5 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined.
  • the present disclosure provides an abrasive article according to the eleventh embodiment, wherein the organic polymeric rheology modifier is selected from the group consisting of alkali-swellable/soluble acrylic polymers, hydrophobically-modified alkali-swellable/soluble acrylic polymers, hydrophobically-modified ethoxylated urethane polymers, and combinations thereof.
  • the organic polymeric rheology modifier is selected from the group consisting of alkali-swellable/soluble acrylic polymers, hydrophobically-modified alkali-swellable/soluble acrylic polymers, hydrophobically-modified ethoxylated urethane polymers, and combinations thereof.
  • the present disclosure provides an abrasive article according to the eleventh or twelfth embodiment, wherein, on a solids basis, the phenolic resin component comprises from 90 to 99 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined.
  • the present disclosure provides an abrasive article according to any of the eleventh to thirteenth embodiments, wherein, on a solids basis, the free-radically polymerizable component comprises from 1 to 15 weight percent of the phenolic resin component, the free-radically polymerizable component, and the organic polymeric rheology modifier combined.
  • the present disclosure provides an abrasive article according to any of the eleventh to fourteenth embodiments, wherein the abrasive particles comprise shaped abrasive particles.
  • the present disclosure provides an abrasive article according to the fifteenth embodiment, wherein the shaped abrasive particles comprise precisely-shaped abrasive particles.
  • the present disclosure provides an abrasive article according to the fifteenth embodiment, wherein the shaped abrasive particles comprise precisely-shaped triangular platelets.
  • the present disclosure provides an abrasive article method according to any of the eleventh to seventeenth embodiments, wherein the free-radically polymerizable compound comprises at least two (meth)acryl groups.
  • the present disclosure provides a method of making a coated abrasive article comprising sequential steps:
  • EMI 2,4-Diethylimidazole obtained as 2,4 EMI from Air Products, Allentown, Pennsylvania.
  • EP Epoxy Resin obtained as EPIREZ 3522 W-60 from Hexion, Columbus, Ohio.
  • FIL1 Calcium silicate obtained as M400 WOLLASTOCOAT from NYCO, Willsboro, New York.
  • FIL2 Hydrophilic amorphous fumed silica obtained under the trade designation CAB-O-SIL M-5 from Cabot Corporation, Alpharetta, Georgia.
  • FIL3 Cryolite obtained as CRYOLITE RTN-C. Obtained from FREEBEE A/S, Ullerslev, Denmark.
  • FIL4 Potassium tetrafluoroborate obtained from AWSM industries, Paramus, New Jersey.
  • MEK 2-Butanone (ACS Certified) obtained as Alfa Aesar, Ward Hill, Massachusetts.
  • PF Resole resin 75 wt. % in water
  • PI Photoinitiator 2,2-Dimethoxy-2-phenylactephenone obtained as Acetocure BDK from Aceto Corporation, Port Washington, New York.
  • RIO Red iron oxide pigment obtained as KROMA RO-3097 from Elementis, East Saint Louis, Illinois.
  • RIO2 Red iron oxide pigment obtained as KROMA RO-8097 from Elementis, East Saint Louis, Illinois.
  • RS Latex Dispersion obtained as Sure Tac 1585 from Dyna-Tech Adhesives, Grafton, West Virginia.
  • SAP1 Shaped abrasive particles prepared according to the disclosure of U. S. Pat. No. 8,142,531 (Adefris et al ). The shaped abrasive particles were prepared by molding alumina sol gel in equilateral triangle-shaped polypropylene mold cavities.
  • the resulting shaped abrasive particles which were shaped as truncated triangular pyramids, were about 1.4mm (side length) ⁇ 0.35mm (thickness), with a draft angle approximately 98 degrees. Obtained from 3M, St. Paul, Minnesota. TMPTA Trimethylolpropane triacrylate obtained as SR351 from Sartomer, Exton, Pennsylvania.
  • a 3-Liter plastic container was charged with 1562.5 grams (g) of PF and 74.8 g of water and stirred for 10 minutes with an overhead mechanical stirrer. Next, 1364.6 g of FIL1 was added over a 10-minute period. The resultant mixture was stirred for an additional 15 minutes with an overhead stirrer.
  • a 3-Liter plastic container was charged with 1562.5 g of PF, Next, 1364.6 g of FIL1 was added over a 10-minute period. The resultant mixture was stirred for an additional 15 minutes with an overhead stirrer. Then, 50 g of TMPTA and 10 g of PI (PI was pre dissolved in 25 grams of MEK) were added, and resultant mixture stirred for 15 minutes with an overhead mechanical stirrer. Next, 74.8 grams of water was added, and the resultant mixture was stirred for an additional 15 minutes with an overhead stirrer.
  • a 3-Liter plastic container was charged with 1562.5 g of PF. Next, 1364.6 g of FIL1 was added over a 10-minute period. The resultant mixture was stirred for an additional 15 minutes with an overhead stirrer. Then, 50 g of TMPTA and 10 g of PI (PI was pre dissolved in 25 grams of MEK) were added, and the resultant mixture was stirred for 15 minutes with an overhead mechanical stirrer. Next, 6 grams of ADD1 and 8.8 grams of FIL2 were added, and the mixture stirred for 15 minutes with an overhead mechanical stirrer. Finally, 74.8 grams of water was added, and resultant mixture was stirred for an additional 15 minutes with an overhead stirrer.
  • a 3-Liter plastic container was charged with 1263.2 g of PF and 362.2 g of water and stirred for 10 minutes with an overhead mechanical stirrer. Next, 664.1 g of FIL1 and 664.1 g of FIL3 were added over a 10-minute period. Then, 46.2 g of RIO was added to the mixture, which was then stirred for 15 minutes with an overhead stirrer.
  • a 3-Liter plastic container was charged with 438.0 g of EP, 173 g of water, 8.7 g of FIL 2, 55.1 g of RIO2, 13.8 g of EMI, 18.1 g of ADD2, 1.9 g of ADD3, and 319.4 g of RS.
  • the resulting mixture was mixed for 10 minutes with an overhead mechanical stirrer.
  • 1972 g of FIL4 was added over a 15-minute period with continued mixing.
  • the resultant mixture was stirred for an additional 15 minutes with an overhead stirrer.
  • Comparative coated abrasive examples CCA and CCB were prepared by coating make resin CMR-A onto backing BK1 using a 4-inch (10.2-cm) coating knife nominally set at an 8-mil (0.2 mm) gap.
  • the mineral SAP was electrostatically coated to a specific mineral weight.
  • the resultant abrasive constructions were than partially cured at 90 °C for 90 minutes and 102 °C for 60 minutes.
  • the coated abrasives were coated using a 3-inch (7.6-cm) paint roller with size resin SR, and then cured at 90°C for 60 minutes and 102 °C for 60 minutes.
  • the coated abrasive constructions were coated using supersize resin SSR and cured for 90 °C for 30 minutes, 102 °C for 12 hours, and 109 °C for 60 minutes.
  • the specific coating weights are reported in Table 2.
  • Comparative Coated Abrasives C and D were prepared by coating make resin CMR-B onto backing BK1 using a 4-inch (10.2-cm) coating knife nominally set at an 8-mil (0.2 mm) gap.
  • the mineral SAP was electrostatically coated to a specific mineral weight.
  • samples were irradiated at 15 feet per minute (4.6m/min) with a Fusion Lamp-D bulb (600 watts/cm). The resultant abrasive constructions were then partially cured at 90 °C for 90 minutes and 102 °C for 60 minutes.
  • the coated abrasives were coated using 3-inch (7.6-cm) paint roller with size resin SR and then cured at 90°C for 60 minutes and 102°C for 60 minutes. Finally, the coated abrasive constructions were coated using supersize resin SSR and cured for 90°C for 30 minutes, 102°C for 12 hours and 109°C for 60 minutes. The specific coating weights are reported in Table 2
  • Coated Abrasives Examples CAE-1, CAE-2, and CAE-3 were prepared by coating make resin MRE-1 onto backing BK1 using a 4" coating knife set at approximately an 8-mil gap. Next, the mineral SAP was electrostatically coated to a specific mineral weight. Next, samples were irradiated at 15 fpm with Fusion Lamp-D bulb (600 watts/cm). The resultant abrasive constructions were than partially cured at 90°C for 90 minutes and 102°C for 60 minutes. Next, the coated abrasives were coated using a 3" paint roller with size resin SR and then cured at 90°C for 60 minutes and 102°C for 60 minutes.
  • This grinding test was conducted on 10.16 cm by 91.44 cm belts converted from coated abrasive samples CCA, CCB, CCC, CCD, CAE-1, CAE-2, and CAE-3.
  • the workpiece was a 304 stainless steel bar on which the surface to be abraded measured 1.9 cm x 1.9 cm.
  • a 20.3 cm diameter 70 durometer rubber, 1;1 land to groove ratio, serrated contact wheel was used.
  • the belt was run at 2750 rpm.
  • the workpiece was applied to the center part of the belt at a normal force of 4.4 kg.
  • the test consisted for measuring the weight loss of the workpiece after 15 seconds of grinding. The workpiece would then be cooled and tested again. The test concluded after 40 cycles.
  • the total cut in grams is defined as total cut after 40 cycles.

Landscapes

  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Polishing Bodies And Polishing Tools (AREA)

Claims (15)

  1. Ein Verfahren zum Herstellen eines beschichteten Schleifgegenstands (100), aufweisend die sequenziellen Schritte:
    a) Anordnen einer härtbaren Zusammensetzung auf einer Hauptoberfläche (170) eines Trägers (120), wobei der Träger eine erste und eine zweite gegenüberliegende Hauptoberfläche aufweist, wobei die härtbare Zusammensetzung eine Phenolharzkomponente, eine radikalisch polymerisierbare Komponente und einen organischen polymeren Rheologiemodifikator aufweist, wobei der organische polymere Rheologiemodifikator ein alkali-quellbares/lösliches Polymer aufweist, und wobei, auf Feststoffbasis, der organische polymere Rheologiemodifikator 0,001 bis 5 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist;
    b) Anhaften von Schleifteilchen (140) an der härtbaren Zusammensetzung;
    c) mindestens teilweises Aushärten der radikalisch polymerisierbaren Komponente; und
    d) mindestens teilweises Aushärten der Phenolharzkomponente, um eine mindestens teilweise ausgehärtete Zusammensetzung bereitzustellen.
  2. Das Verfahren nach Anspruch 1, wobei der organische polymere Rheologiemodifikator aus der Gruppe ausgewählt ist, bestehend aus alkaliquellbaren/löslichen Acrylpolymeren, hydrophob modifizierten alkaliquellbaren/löslichen Acrylpolymeren, hydrophob modifizierten ethoxylierten Urethanpolymeren und Kombinationen davon.
  3. Das Verfahren nach Anspruch 1, wobei, auf Feststoffbasis, die Phenolharzkomponente 75 bis 99 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist.
  4. Das Verfahren nach Anspruch 1, wobei, auf Feststoffbasis, die radikalisch polymerisierbare Komponente 1 bis 25 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist.
  5. Das Verfahren nach Anspruch 1, wobei die Schleifteilchen (140) geformte Schleifteilchen aufweisen; optional wobei die geformten Schleifteilchen präzise geformte Schleifteilchen aufweisen; optional wobei die geformten Schleifteilchen präzise geformte dreieckige Plättchen aufweisen.
  6. Das Verfahren nach Anspruch 1, wobei die radikalisch polymerisierbare Komponente eine radikalisch polymerisierbare Verbindung und einen radikalischen Photoinitiator aufweist.
  7. Das Verfahren nach Anspruch 6, wobei die radikalisch polymerisierbare Verbindung mindestens zwei (Meth)acrylgruppen aufweist.
  8. Das Verfahren nach Anspruch 1, das Verfahren ferner aufweisend:
    Anordnen eines Deckschichtvorläufers auf mindestens einem Abschnitt der Schleifteilchen und der mindestens teilweise ausgehärteten Zusammensetzung; und
    mindestens teilweises Aushärten des Deckschichtvorläufers.
  9. Ein Schleifgegenstand (100), aufweisend Schleifpartikel (140), die an einem Substrat haften, durch ein Bindemittelmaterial, aufweisend ein mindestens teilweise ausgehärtetes Reaktionsprodukt von Komponenten, aufweisend eine Phenolharzkomponente, eine radikalisch polymerisierbare Komponente und einen organischen polymeren Rheologiemodifikator, wobei der organische polymere Rheologiemodifikator ein alkali-quellbares/lösliches Polymer aufweist, und wobei, auf Feststoffbasis, der organische polymere Rheologiemodifikator 0,001 bis 5 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist.
  10. Der Schleifgegenstand (100) nach Anspruch 9, wobei der organische polymere Rheologiemodifikator aus der Gruppe ausgewählt ist, bestehend aus alkaliquellbaren/löslichen Acrylpolymeren, hydrophob modifizierten alkaliquellbaren/löslichen Acrylpolymeren, hydrophob modifizierten ethoxylierten Urethanpolymeren und Kombinationen davon.
  11. Der Schleifgegenstand (100) nach Anspruch 9, wobei, auf Feststoffbasis, die Phenolharzkomponente 75 bis 99 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist.
  12. Der Schleifgegenstand (100) nach Anspruch 9, wobei, auf Feststoffbasis, die radikalisch polymerisierbare Komponente 1 bis 25 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist.
  13. Der Schleifgegenstand (100) nach Anspruch 9, wobei die Schleifteilchen (140) geformte Schleifteilchen aufweisen; optional wobei die geformten Schleifteilchen präzise geformte Schleifteilchen aufweisen; optional wobei die geformten Schleifteilchen präzise geformte dreieckige Plättchen aufweisen.
  14. Der Schleifgegenstand (100) nach Anspruch 13, wobei die radikalisch polymerisierbare Verbindung mindestens zwei (Meth)acrylgruppen aufweist.
  15. Ein Verfahren zum Herstellen eines beschichteten Schleifgegenstands (100), aufweisend die sequenziellen Schritte:
    a) Anordnen einer härtbaren Zusammensetzung auf einer Hauptoberfläche (170) eines Trägers (120), wobei der Träger eine erste und eine zweite gegenüberliegende Hauptoberfläche aufweist, wobei die härtbare Zusammensetzung eine Phenolharzkomponente, eine radikalisch polymerisierbare Komponente und einen organischen polymeren Rheologiemodifikator aufweist, wobei der organische polymere Rheologiemodifikator ein alkali-quellbares/lösliches Polymer aufweist, und wobei, auf Feststoffbasis, der organische polymere Rheologiemodifikator 0,001 bis 5 Gewichtsprozent der Phenolharzkomponente, der radikalisch polymerisierbaren Komponente und des organischen polymeren Rheologiemodifikators kombiniert aufweist;
    b) mindestens teilweises Aushärten der radikalisch polymerisierbaren Komponente, um eine teilweise ausgehärtete Zusammensetzung bereitzustellen;
    c) Anhaften von Schleifpartikeln (140) an der teilweise ausgehärteten Zusammensetzung; und
    d) mindestens teilweises Aushärten der Phenolharzkomponente.
EP21762126.7A 2020-10-08 2021-08-19 Beschichteter schleifartikel und verfahren zur herstellung davon Active EP4225532B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202063089300P 2020-10-08 2020-10-08
PCT/IB2021/057652 WO2022074474A1 (en) 2020-10-08 2021-08-19 Coated abrasive article and method of making the same

Publications (2)

Publication Number Publication Date
EP4225532A1 EP4225532A1 (de) 2023-08-16
EP4225532B1 true EP4225532B1 (de) 2025-02-26

Family

ID=77519429

Family Applications (1)

Application Number Title Priority Date Filing Date
EP21762126.7A Active EP4225532B1 (de) 2020-10-08 2021-08-19 Beschichteter schleifartikel und verfahren zur herstellung davon

Country Status (3)

Country Link
US (1) US20230356362A1 (de)
EP (1) EP4225532B1 (de)
WO (1) WO2022074474A1 (de)

Family Cites Families (56)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1910444A (en) 1931-02-13 1933-05-23 Carborundum Co Process of making abrasive materials
US3041156A (en) 1959-07-22 1962-06-26 Norton Co Phenolic resin bonded grinding wheels
US4314827A (en) 1979-06-29 1982-02-09 Minnesota Mining And Manufacturing Company Non-fused aluminum oxide-based abrasive mineral
US4384096A (en) 1979-08-27 1983-05-17 The Dow Chemical Company Liquid emulsion polymers useful as pH responsive thickeners for aqueous systems
US4588419A (en) 1980-10-08 1986-05-13 Carborundum Abrasives Company Resin systems for high energy electron curable resin coated webs
US4623364A (en) 1984-03-23 1986-11-18 Norton Company Abrasive material and method for preparing the same
CA1266569A (en) 1984-05-09 1990-03-13 Minnesota Mining And Manufacturing Company Coated abrasive product incorporating selective mineral substitution
CA1266568A (en) 1984-05-09 1990-03-13 Minnesota Mining And Manufacturing Company Coated abrasive product incorporating selective mineral substitution
CA1254238A (en) 1985-04-30 1989-05-16 Alvin P. Gerk Process for durable sol-gel produced alumina-based ceramics, abrasive grain and abrasive products
US4652275A (en) 1985-08-07 1987-03-24 Minnesota Mining And Manufacturing Company Erodable agglomerates and abrasive products containing the same
CA1270996A (en) 1985-12-02 1990-06-26 Kien Van Phung Hydrophobe associative composition containing a polymer of water-soluble monomer and an amphiphilic monomer
US4770671A (en) 1985-12-30 1988-09-13 Minnesota Mining And Manufacturing Company Abrasive grits formed of ceramic containing oxides of aluminum and yttrium, method of making and using the same and products made therewith
US4751138A (en) 1986-08-11 1988-06-14 Minnesota Mining And Manufacturing Company Coated abrasive having radiation curable binder
US4799939A (en) 1987-02-26 1989-01-24 Minnesota Mining And Manufacturing Company Erodable agglomerates and abrasive products containing the same
US4881951A (en) 1987-05-27 1989-11-21 Minnesota Mining And Manufacturing Co. Abrasive grits formed of ceramic containing oxides of aluminum and rare earth metal, method of making and products made therewith
CH675250A5 (de) 1988-06-17 1990-09-14 Lonza Ag
US5011508A (en) 1988-10-14 1991-04-30 Minnesota Mining And Manufacturing Company Shelling-resistant abrasive grain, a method of making the same, and abrasive products
YU32490A (en) 1989-03-13 1991-10-31 Lonza Ag Hydrophobic layered grinding particles
US4997461A (en) 1989-09-11 1991-03-05 Norton Company Nitrified bonded sol gel sintered aluminous abrasive bodies
US5085671A (en) 1990-05-02 1992-02-04 Minnesota Mining And Manufacturing Company Method of coating alumina particles with refractory material, abrasive particles made by the method and abrasive products containing the same
US5378251A (en) 1991-02-06 1995-01-03 Minnesota Mining And Manufacturing Company Abrasive articles and methods of making and using same
US5152917B1 (en) 1991-02-06 1998-01-13 Minnesota Mining & Mfg Structured abrasive article
JPH07502458A (ja) 1991-12-20 1995-03-16 ミネソタ・マイニング・アンド・マニュファクチュアリング・カンパニー エンドレスで継目のない支持体を有する被覆研磨剤ベルトおよびその製造方法
US5368618A (en) * 1992-01-22 1994-11-29 Minnesota Mining And Manufacturing Company Method of making a coated abrasive article
US5203884A (en) 1992-06-04 1993-04-20 Minnesota Mining And Manufacturing Company Abrasive article having vanadium oxide incorporated therein
US5201916A (en) 1992-07-23 1993-04-13 Minnesota Mining And Manufacturing Company Shaped abrasive particles and method of making same
US5366523A (en) 1992-07-23 1994-11-22 Minnesota Mining And Manufacturing Company Abrasive article containing shaped abrasive particles
US5213591A (en) 1992-07-28 1993-05-25 Ahmet Celikkaya Abrasive grain, method of making same and abrasive products
US5435816A (en) 1993-01-14 1995-07-25 Minnesota Mining And Manufacturing Company Method of making an abrasive article
CA2115889A1 (en) 1993-03-18 1994-09-19 David E. Broberg Coated abrasive article having diluent particles and shaped abrasive particles
US5436063A (en) 1993-04-15 1995-07-25 Minnesota Mining And Manufacturing Company Coated abrasive article incorporating an energy cured hot melt make coat
US5441549A (en) 1993-04-19 1995-08-15 Minnesota Mining And Manufacturing Company Abrasive articles comprising a grinding aid dispersed in a polymeric blend binder
SG64333A1 (en) 1993-09-13 1999-04-27 Minnesota Mining & Mfg Abrasive article method of manufacture of same method of using same for finishing and a production tool
CA2157691C (en) 1994-09-29 1998-08-18 Joseph Doolan High performance alkali-swellable rheological additives for aqueous systems
BR9509116A (pt) 1994-09-30 1997-11-18 Minnesota Mining & Mfg Artigo abrasivo revestido processos para produzir o mesmo e processo para desbastar uma peça dura
US5874495A (en) 1994-10-03 1999-02-23 Rhodia Inc. Polymers useful as PH responsive thickeners and monomers therefor
US5975987A (en) 1995-10-05 1999-11-02 3M Innovative Properties Company Method and apparatus for knurling a workpiece, method of molding an article with such workpiece, and such molded article
JPH11513620A (ja) 1995-10-20 1999-11-24 ミネソタ・マイニング・アンド・マニュファクチャリング・カンパニー 無機金属オルトリン酸塩を含有する研磨物品
US5946991A (en) 1997-09-03 1999-09-07 3M Innovative Properties Company Method for knurling a workpiece
US7741402B2 (en) 2007-03-21 2010-06-22 Rohm And Haas Company Thickener composition and method for thickening aqueous systems
US8034137B2 (en) 2007-12-27 2011-10-11 3M Innovative Properties Company Shaped, fractured abrasive particle, abrasive article using same and method of making
US8123828B2 (en) 2007-12-27 2012-02-28 3M Innovative Properties Company Method of making abrasive shards, shaped abrasive particles with an opening, or dish-shaped abrasive particles
US20090325466A1 (en) * 2008-06-30 2009-12-31 3M Innovative Properties Company Coated abrasive articles and methods of making and using the same
US20100107509A1 (en) * 2008-11-04 2010-05-06 Guiselin Olivier L Coated abrasive article for polishing or lapping applications and system and method for producing the same.
US8142532B2 (en) 2008-12-17 2012-03-27 3M Innovative Properties Company Shaped abrasive particles with an opening
US8142531B2 (en) 2008-12-17 2012-03-27 3M Innovative Properties Company Shaped abrasive particles with a sloping sidewall
US8142891B2 (en) 2008-12-17 2012-03-27 3M Innovative Properties Company Dish-shaped abrasive particles with a recessed surface
CN102666017B (zh) 2009-12-02 2015-12-16 3M创新有限公司 双锥形成形磨粒
CN102858496B (zh) 2010-04-27 2016-04-27 3M创新有限公司 陶瓷成形磨粒及其制备方法以及包含陶瓷成形磨粒的磨具制品
JP5774105B2 (ja) 2010-08-04 2015-09-02 スリーエム イノベイティブ プロパティズ カンパニー 交差プレート成形研磨粒子
JP5349562B2 (ja) 2010-11-19 2013-11-20 ローム アンド ハース カンパニー 疎水的変性アルキレンオキシドウレタンポリマー
EP2711414B1 (de) 2012-09-19 2019-05-15 Symrise AG Stabilisierug von Kapselsystemen in Wasch- und Reinigungsmitteln
FR3023846B1 (fr) 2014-07-18 2017-12-22 Coatex Sas Composition d'assouplissement des tissus comprenant un epaississant heur.
US9849563B2 (en) * 2015-11-05 2017-12-26 3M Innovative Properties Company Abrasive article and method of making the same
CN106674468A (zh) 2015-11-05 2017-05-17 罗门哈斯公司 Heur增稠剂
US12104094B2 (en) * 2017-12-18 2024-10-01 3M Innovative Properties Company Phenolic resin composition comprising polymerized ionic groups, abrasive articles and methods

Also Published As

Publication number Publication date
EP4225532A1 (de) 2023-08-16
WO2022074474A1 (en) 2022-04-14
US20230356362A1 (en) 2023-11-09

Similar Documents

Publication Publication Date Title
EP4103356B1 (de) Beschichteter schleifartikel und verfahren zur herstellung davon
CN112055737B (zh) 具有成型磨料颗粒的成型硅质磨料团聚物、磨料制品及相关方法
EP3532246B1 (de) Geformtes verglastes schleifagglomerat mit geformten schleifpartikeln, schleifartikel und zugehörige verfahren
CN108349070B (zh) 磨料制品及其制备方法
US12104094B2 (en) Phenolic resin composition comprising polymerized ionic groups, abrasive articles and methods
EP4188646B1 (de) Beschichteter schleifartikel und verfahren zur herstellung davon
EP4225532B1 (de) Beschichteter schleifartikel und verfahren zur herstellung davon
US20230405766A1 (en) Method of making a coated abrasive article and coated abrasive article
EP3956104B1 (de) Schleifartikel und verfahren zur herstellung davon
US20230356361A1 (en) Abrasive article and method of making the same
US12528158B2 (en) Abrasive article and method of making the same
US20240316728A1 (en) Method of making a coated abrasive article and coated abrasive article
WO2023180877A1 (en) Curable composition, treated backing, coated abrasive articles including the same, and methods of making and using the same
WO2022263986A1 (en) Coated abrasive article including biodegradable thermoset resin and method of making and using the same

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: UNKNOWN

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20230404

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20241028

P01 Opt-out of the competence of the unified patent court (upc) registered

Free format text: CASE NUMBER: APP_63029/2024

Effective date: 20241127

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: DE

Ref legal event code: R096

Ref document number: 602021026818

Country of ref document: DE

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REG Reference to a national code

Ref country code: NL

Ref legal event code: MP

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250526

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

REG Reference to a national code

Ref country code: LT

Ref legal event code: MG9D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250626

Ref country code: NO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250526

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: HR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250626

Ref country code: LV

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250527

REG Reference to a national code

Ref country code: AT

Ref legal event code: MK05

Ref document number: 1770194

Country of ref document: AT

Kind code of ref document: T

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SM

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20250724

Year of fee payment: 5

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20250725

Year of fee payment: 5

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 602021026818

Country of ref document: DE

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

REG Reference to a national code

Ref country code: CH

Ref legal event code: L10

Free format text: ST27 STATUS EVENT CODE: U-0-0-L10-L00 (AS PROVIDED BY THE NATIONAL OFFICE)

Effective date: 20260107

26N No opposition filed

Effective date: 20251127

REG Reference to a national code

Ref country code: CH

Ref legal event code: H13

Free format text: ST27 STATUS EVENT CODE: U-0-0-H10-H13 (AS PROVIDED BY THE NATIONAL OFFICE)

Effective date: 20260324

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20250226

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20250819