EP4540066A1 - Verwendung eines epoxid-silikon-copolymers, vernetzbare flüssige zusammensetzung damit und mit besagter zusammensetzung beschichteter banknoten - Google Patents

Verwendung eines epoxid-silikon-copolymers, vernetzbare flüssige zusammensetzung damit und mit besagter zusammensetzung beschichteter banknoten

Info

Publication number
EP4540066A1
EP4540066A1 EP23732547.7A EP23732547A EP4540066A1 EP 4540066 A1 EP4540066 A1 EP 4540066A1 EP 23732547 A EP23732547 A EP 23732547A EP 4540066 A1 EP4540066 A1 EP 4540066A1
Authority
EP
European Patent Office
Prior art keywords
polyorganosiloxane
formula
composition according
epoxy
carbon atom
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.)
Pending
Application number
EP23732547.7A
Other languages
English (en)
French (fr)
Inventor
Marjory PHILIPPE
Xavier Borde
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.)
Oberthur Fiduciaire SAS
Original Assignee
Oberthur Fiduciaire SAS
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 Oberthur Fiduciaire SAS filed Critical Oberthur Fiduciaire SAS
Publication of EP4540066A1 publication Critical patent/EP4540066A1/de
Pending legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M7/00After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
    • B41M7/0027After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock using protective coatings or layers by lamination or by fusion of the coatings or layers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M7/00After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
    • B41M7/0045After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock using protective coatings or film forming compositions cured by mechanical wave energy, e.g. ultrasonics, cured by electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams, or cured by magnetic or electric fields, e.g. electric discharge, plasma
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B42BOOKBINDING; ALBUMS; FILES; SPECIAL PRINTED MATTER
    • B42DBOOKS; BOOK COVERS; LOOSE LEAVES; PRINTED MATTER CHARACTERISED BY IDENTIFICATION OR SECURITY FEATURES; PRINTED MATTER OF SPECIAL FORMAT OR STYLE NOT OTHERWISE PROVIDED FOR; DEVICES FOR USE THEREWITH AND NOT OTHERWISE PROVIDED FOR; MOVABLE-STRIP WRITING OR READING APPARATUS
    • B42D25/00Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof
    • B42D25/20Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof characterised by a particular use or purpose
    • B42D25/29Securities; Bank notes
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B42BOOKBINDING; ALBUMS; FILES; SPECIAL PRINTED MATTER
    • B42DBOOKS; BOOK COVERS; LOOSE LEAVES; PRINTED MATTER CHARACTERISED BY IDENTIFICATION OR SECURITY FEATURES; PRINTED MATTER OF SPECIAL FORMAT OR STYLE NOT OTHERWISE PROVIDED FOR; DEVICES FOR USE THEREWITH AND NOT OTHERWISE PROVIDED FOR; MOVABLE-STRIP WRITING OR READING APPARATUS
    • B42D25/00Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof
    • B42D25/30Identification or security features, e.g. for preventing forgery
    • B42D25/36Identification or security features, e.g. for preventing forgery comprising special materials
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22Di-epoxy compounds
    • C08G59/24Di-epoxy compounds carbocyclic
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/22Di-epoxy compounds
    • C08G59/30Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
    • C08G59/306Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/32Epoxy compounds containing three or more epoxy groups
    • C08G59/3254Epoxy compounds containing three or more epoxy groups containing atoms other than carbon, hydrogen, oxygen or nitrogen
    • C08G59/3281Epoxy compounds containing three or more epoxy groups containing atoms other than carbon, hydrogen, oxygen or nitrogen containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/14Polysiloxanes containing silicon bound to oxygen-containing groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/38Polysiloxanes modified by chemical after-treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42Block-or graft-polymers containing polysiloxane sequences
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025Crosslinking or vulcanising agents; including accelerators
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/15Heterocyclic compounds having oxygen in the ring
    • C08K5/151Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04Polysiloxanes
    • C09D183/06Polysiloxanes containing silicon bound to oxygen-containing groups

Definitions

  • the present invention lies in the field of security documents. Its main subject is the use of an epoxy-silicone copolymer, a crosslinkable fluid composition containing it and a bank note coated with this composition.
  • those skilled in the art can choose, as mentioned in the example above, to test macroscopic characteristics intended to reflect the attacks encountered by the notes in circulation. But he can also choose to measure directly a physico-chemical quantity which will be able to characterize upstream the repulsive effects or the ability of a surface to be wet through, in particular, the measurement of the interfacial tension or surface energy.
  • a state of the art of interest is constituted by documents W02015/091873, JPH11199673, US2016/060398 and W02001/53385.
  • a surface coating formulation that is to say a varnish applicable to security documents and more particularly to bank notes, which not only presents the barrier properties mentioned above (resistance to dry dirt, water and grease), but also anti-writing properties which reflect the impossibility, or at least the difficulty, of writing on the previously varnished support, thus dissuading the man in the street to use notes as "Post-it” (registered trademark), reminders or "releases” towards a personality or a symbol of power.
  • anti-writing properties is meant the ability of the coating applied to a substrate made of paper or plastic material for bank notes, to resist writing.
  • the pen inks used during writing attempts tend to remain on the tips of the pens, to form droplets on the surface of the substrate (non-continuous line, water repellency) or to adhere with difficulty (continuous line but with low intensity and which can “drool” easily).
  • this “anti-writing” property has been the subject of an instrumental and visual characterization based both on the ASTM D6578 standard entitled “Determination of Graffiti Resistance”, which is adapted to the particularity of the documents. security, and also on a specific test developed on this occasion to reflect the difficulty of writing on the media and therefore deter registration attempts. More precisely, the “anti-write” property is the subject of an anti-write note described below.
  • the present invention relates firstly to the use of an epoxy-silicone copolymer, that is to say a polyorganosiloxane provided with branches comprising epoxy functions, for the manufacture of a coating anti-write surface of a bank note.
  • R represent hydrocarbon groups that are identical or different from each other
  • R 1 represent hydrogen atoms or hydrocarbon groups that are identical or different from each other
  • R 2 represents a hydrocarbon group with at least one carbon atom, a group which can also contain an oxygen atom,
  • R 3 represents a hydrocarbon group with at least one carbon atom
  • R 4 is a methyl substituent or a bridging methylene inside the cyclohexyl and chemically stable, the combination of formula (b) and formula (c') being excluded, said polyorganosiloxane corresponds to formula (c).
  • the invention relates to a fluid composition crosslinkable under ultraviolet radiation, characterized in that it comprises a matrix with cationic crosslinking, as well as an epoxy-silicone copolymer, that is to say a polyorganosiloxane provided with branches comprising epoxy functions.
  • compositions are the following: said polyorganosiloxane corresponds to one of the following formulas: o formula b), formulas in which:
  • R represent hydrocarbon groups that are identical or different from each other
  • R 1 represent hydrogen atoms or hydrocarbon groups that are identical or different from each other
  • R 2 represents a hydrocarbon group with at least one carbon atom, a group which can also contain an oxygen atom,
  • R 3 represents a hydrocarbon group with at least one carbon atom
  • X is a one-carbon atom and its index o is greater than or equal to 0, said polyorganosiloxane corresponds to one of the following formulas: rmule c'), formulas in which:
  • R 4 is a methyl substituent or a bridging methylene inside the cyclohexyl and chemically stable, the combination of formula (b) and formula (c') being excluded, the cationically crosslinked matrix comprises a di-epoxide cycloaliphatic, preferably at least 50% by weight, said polyorganosiloxane is present in an amount of at least 5% by weight, preferably between 5 and 15% and even more preferably between 8 and 12%, the composition also comprises a PFPE-tetra urethane acrylate mixed with acetate of ethyl and butyl acetate, said PFPE-tetra urethane acrylate is present in an amount of at least 0.5% by weight, preferably between 0.5 and 5%, and even more preferably between 2 and 4%.
  • the present invention relates to a banknote, at least one of its opposite faces of which carries an anti-writing surface coating formed of a composition according to at least one of the aspects explained above, and which has underwent crosslinking under ultraviolet radiation.
  • a preferred, but non-limiting, aspect of such a banknote is the following: said anti-write surface coating has an anti-write note
  • Spectrocolori meter marketed by the company DATACOLOR model DC45IR; Glossmeter (or Glossmeter) marketed by the company BYK model 4450 Micro TRI gloss;
  • PentelPEN black indelible marker N 50 from PENTEL CO. LTD. (hereinafter MIN);
  • SBB SOFTfeel MED blue ballpoint pen from BIC
  • SMR Liquid Ink red microball pen
  • MEV BIC
  • tester pencils as well as the associated references/brands are not completely specified in the ASTM D6578 standard. In fact, it is indicated: indelible marker / erasable marker / microballpoint pen / spray paint / grease pencil for coloring.
  • Gasoline mixture of C6-C7 alkanes whose proportion of n-hexane is less than 5%
  • IPA Isopropyl Alcohol or Isopropyl Alcohol
  • a surface of at least 1cm x 0.5cm is colored with each of the writing methods listed above.
  • the lines must dry for at least 24 hours before carrying out the erasing test (do not exceed 48 hours of drying time).
  • the spectrocolori meter is used to measure the following two characteristics for each mark made (i.e. a total of 30 measurement zones - 5 eraser pencil marks multiplied by 6 different cleaning agents (5 liquid + 1 dry):
  • the AE colorimetric difference
  • the ABrillance shine ratio measured at 60°: between the area of the sample chosen before making the mark and the residual mark after cleaning. Three measurements are taken at different points of the residual mark and the average is calculated. The ratio must be > 0.9 to consider that the varnish film has not been altered. iv. Rating scale
  • the score is awarded on the quality of the “fresh” route, in particular on its continuity, its water repellency and its intensity, according to the following scenarios:
  • Anti-Writing Rating (Modified ASTM D6578 Mark Erasure Test Score) + 2 x (Writing Difficulty Assessment Test Score).
  • the dirt resistance was tested according to the Fritsch test well known in the world of banknote printing. This test uses a vibrating device where small glass beads spread and encrust on a paper test tube a dirty composition based on sand, peat, activated carbon, flour, and glycerin mono-oleate (fat present in particular in the sebum).
  • the test lasts 15 minutes.
  • the luminance of an initially white area is measured several times before and after exposure to the dirty composition.
  • the gap obtained, or AL makes it possible to characterize the adhesion of the dirt to the banknote: the smaller it is, the better the resistance to dry dirt.
  • Hydrophobicity is described as the resistance to the penetration of water but also its ability to repel the latter on the surface called water repellency.
  • the resistance to water penetration is therefore measured using the Cobb test at 60 s. This is the quantity of water absorbed by the support in g/m 2 thanks to a cylindrical impregnation template during a period of 60 seconds. He This is a test that is also common in the paper industry to characterize the absorption of paper.
  • Oleophobia or resistance to fats is measured using exposure tests to fatty substances.
  • the “Kit Test” method uses a mixture of castor oil (fatty substance) and high-boiling point solvents, namely toluene (aromatic solvent) and n-heptane (aliphatic solvent).
  • composition whose viscosity and surface tension vary inversely with its aggressiveness, that is to say its impregnation capacity.
  • a composition rich in castor oil is at the bottom of the scale, while a composition rich in heavy solvents is at the top of the same scale.
  • compositions There are 12 compositions. A score of 0 corresponds to no oleophobia and a score of 12 to maximum oleophobia.
  • the samples are varnished in flexography with a 6 cm 3 /m 2 anilox (front/back) and dried under 1ST UV lamps with mercury spectrum 200 W/cm at 65% of their power.
  • the present applicant already had a high-performance varnishing solution dedicated to banknotes, in an attempt to resolve the technical problem posed.
  • the varnish in question known under the brand ULTRA, was therefore tested and compared with a reference known in the fiduciary market and widely used on banknotes, namely the SICPAPROTECT varnish (registered trademark) reference 889368 marketed by the company SICPA.
  • the ULTRA varnish does not show the expected anti-writing properties.
  • the ULTRA varnish has an anti-writing property superior to that of the reference varnish, but this improvement is very limited and therefore needs to be reinforced.
  • the present applicant has therefore undertaken work to understand and test new formulations capable of presenting the desired anti-writing property and of providing a solution to the problem posed.
  • Cationic polymerization varnishes offer generally effective protective coatings on banknotes (such as the reference varnish already mentioned above).
  • barrier properties of cationic varnishes can be increased by choosing reaction additives in appropriate dosages.
  • perfluoropolyether type compounds are very useful for significantly improving the barrier properties as mentioned previously but are not very effective in terms of anti-writing.
  • silicon-based additives such as siloxanes, certain members of which have non-stick properties. These additives were not chosen at random. Indeed, in addition to their chemical properties, they present economic and ecological advantages and also in terms of safety of use, namely: they are classified as non-hazardous, their flash point is high, notably above 94° C, their transport by road does not require the Agreement for the Transport of Dangerous Goods by Road (or ADR), they do not produce Volatile Organic Compounds (or VOCs), and their cost is generally lower than that of compounds of the type perfluoropolyether. In order to carry out comparative tests on different silicon-based additives, a pre-test with a discriminative aim was carried out on a sampling of siloxane-based additives.
  • TDS Technical Data Sheets
  • SDS Safety Data Sheets
  • the screening pre-test carried out here and presented below in Table 6 is based, in this upstream step, on the sole difficulty of writing and with only two pencils, namely the red microball pen and the pink fluorescent highlighter because the Results with these pencils are discriminating between the different varnishes tested.
  • the reference varnish is the SICPAPROTECT 889368 cationic polymerization varnish.
  • the ULTRA varnish is the second reference and incorporates a reactive perfluoropolyether urethane compound with acrylate endings, namely Fluorolink AD1700 (registered trademark, hereinafter AD1700) marketed by the company SOLVAY. Table 6
  • the reference varnish has a predominantly cationic polymerization, it also includes compounds capable of reacting in radical mode for optimal three-dimensional crosslinking in particular. This is the reaction mode which is implemented with the perfluoropolyether-urethane acrylate additive which gives excellent barrier properties, but not the expected anti-writing property, or at least not in a truly significant dimension.
  • Cationic initiation is obtained by means of a cationic photoinitiator with for example salts of triarylsulfonium hexafluorophosphate (for example reference Speedcure 992 from the company Lambson) or diphenyl (4-phenylthio) phenylsulfonium hexafluoroantimonate (for example reference DC 1176 from the company Comexim) which are irradiated under ultraviolet radiation.
  • a cationic photoinitiator with for example salts of triarylsulfonium hexafluorophosphate (for example reference Speedcure 992 from the company Lambson) or diphenyl (4-phenylthio) phenylsulfonium hexafluoroantimonate (for example reference DC 1176 from the company Comexim) which are irradiated under ultraviolet radiation.
  • the majority basic reactive compound is a cycloaliphatic di-epoxide with CAS number 2386-87-0 and full name 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate.
  • This compound is available in particular from Cytec (under the brand UVACURE 1500), or from Comexim (under the name DOUBLEMER 420 P).
  • the present applicant sought a “twin” compound in terms of chemical functionality, that is to say possessing reactive epoxy functions and always with a siloxane structure.
  • polyorganosiloxane compounds functionalized with epoxides were tested.
  • these compounds are used to form hydrophobic and non-stick film-forming coatings, for example on paper or synthetic plastic supports to promote the removal of adhesive materials attached to these supports, in particular in a reversible manner, such as labels, ribbons. adhesives, etc.
  • Varnishes with 10% X-62-7660 and 10% X-62-7622 also give very interesting results: if the oil resistance result is 2 points lower than that of ULTRA, particularly for X-62-7660, water resistance is excellent and superior to ULTRA varnish without the use of perfluoropolyethers additives.
  • the problem posed in the preamble was therefore solved thanks to the addition of an epoxidized polyorganosiloxane additive incorporated into a varnish cured by ultraviolet radiation, polymerizing mainly by the cationic route.
  • the anti-writing property based both on the ease of erasing the lines produced as well as on the difficulty of making fresh inscriptions on the banknotes is satisfactory with relatively low percentages of additives, while retaining generally interesting barrier properties, with substantial environmental gains such as those mentioned above and finally, by containing the inflation of the cost of the formulation.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Business, Economics & Management (AREA)
  • Accounting & Taxation (AREA)
  • Finance (AREA)
  • Physics & Mathematics (AREA)
  • Electromagnetism (AREA)
  • Mechanical Engineering (AREA)
  • Plasma & Fusion (AREA)
  • Paints Or Removers (AREA)
  • Epoxy Resins (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
EP23732547.7A 2022-06-17 2023-06-13 Verwendung eines epoxid-silikon-copolymers, vernetzbare flüssige zusammensetzung damit und mit besagter zusammensetzung beschichteter banknoten Pending EP4540066A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR2205969A FR3136777B1 (fr) 2022-06-17 2022-06-17 Utilisation d'un copolymère époxy-silicone, composition fluide réticulable le contenant et billet de banque revêtu de cette composition
PCT/EP2023/065855 WO2023242220A1 (fr) 2022-06-17 2023-06-13 Utilisation d'un copolymère époxy-silicone, composition fluide réticulable le contenant et billet de banque revêtu de cette composition

Publications (1)

Publication Number Publication Date
EP4540066A1 true EP4540066A1 (de) 2025-04-23

Family

ID=82781340

Family Applications (1)

Application Number Title Priority Date Filing Date
EP23732547.7A Pending EP4540066A1 (de) 2022-06-17 2023-06-13 Verwendung eines epoxid-silikon-copolymers, vernetzbare flüssige zusammensetzung damit und mit besagter zusammensetzung beschichteter banknoten

Country Status (6)

Country Link
EP (1) EP4540066A1 (de)
JP (1) JP2025520510A (de)
KR (1) KR20250029139A (de)
FR (1) FR3136777B1 (de)
MX (1) MX2024015244A (de)
WO (1) WO2023242220A1 (de)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013045496A1 (fr) 2011-09-27 2013-04-04 Oberthur Fiduciaire Sas Procede de traitement de surface d'un billet de banque
WO2014067715A1 (en) 2012-10-29 2014-05-08 Sicpa Holding Sa Protective coatings for security documents

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3843575B2 (ja) * 1998-01-13 2006-11-08 東亞合成株式会社 光カチオン硬化性樹脂組成物
US6391999B1 (en) * 1998-02-06 2002-05-21 Rensselaer Polytechnic Institute Epoxy alkoxy siloxane oligomers
FR3015356B1 (fr) * 2013-12-20 2015-12-25 Oberthur Fiduciaire Sas Procede de traitement de surface d'un document de securite et document de securite associe
KR101695829B1 (ko) * 2014-09-02 2017-01-13 (주)솔잎기술 광안정성을 향상시킨 양이온중합수지의 제조 방법 및 이 제조방법에 의한 양이온중합수지

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013045496A1 (fr) 2011-09-27 2013-04-04 Oberthur Fiduciaire Sas Procede de traitement de surface d'un billet de banque
WO2014067715A1 (en) 2012-10-29 2014-05-08 Sicpa Holding Sa Protective coatings for security documents

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
"Silicone resins and their combinations", 1 January 2005, VINCENTZ, article HEILEN WERNFRIED: "Silicone resins and their combinations; Passage", pages: 48 - 52, XP093371140
"Silicone Resins and their Combinations", 1 January 2015, article HEILEN WERNFRIED, SASCH HERRWERTH: "Silicone Resins and their Combinations;Passage", pages: 1 - 12, XP093371159
AMRUTKAR SHWETA; MORE AARTI; MESTRY SIDDHESH; MHASKE S. T.: "Recent developments in the anti-graffiti coatings: an attentive review", JOURNAL OF COATINGS TECHNOLOGY AND RESEARCH, vol. 19, no. 3, 25 February 2022 (2022-02-25), US , pages 717 - 739, XP037892030, ISSN: 1547-0091, DOI: 10.1007/s11998-021-00580-z
ANONYMOUS: "Fluorolink AD1700 Technical Data Sheet", SOLVAY, 7 October 2013 (2013-10-07), pages 1 - 1, XP093371361
RUCKLE ROBERT, CHEUNG SEUNG-TONG: "Reactive Silicones as Crosslinkers in UV-Cured Systems", RADTECH REPORT, no. 4, 1 January 2013 (2013-01-01), pages 22 - 27, XP093371334
RUCKLE, BOB, CHEUNG T. S. T.: "Properties of Silicone Modified UV Cured Acrylate and Epoxy Coatings Films", THE WATERBORNE SYMPOSIUM, 12 March 2013 (2013-03-12), pages 237 - 252, XP093371356
See also references of WO2023242220A1

Also Published As

Publication number Publication date
FR3136777A1 (fr) 2023-12-22
KR20250029139A (ko) 2025-03-04
WO2023242220A1 (fr) 2023-12-21
MX2024015244A (es) 2025-04-02
FR3136777B1 (fr) 2025-10-24
JP2025520510A (ja) 2025-07-03

Similar Documents

Publication Publication Date Title
EP0739959B1 (de) Wässrige Tintezusammensetzung zur Markierung aller Substrate
ES2614246T3 (es) Recubrimientos protectores para documentos de seguridad
EP0731149B1 (de) Tinte zur Markierung nicht poröser Substrate
CA2848934C (fr) Procede de traitement de surface d'un billet de banque
ES2684989T3 (es) Revestimiento de separación inhibidor de la permeación
FR2796959A1 (fr) Composition d'encre pour l'impression par jet d'encre
EP1858990A1 (de) Tintenzusammensetzung zum kontinuierlichen abgelenkten tintenstrahldrucken
WO2015091873A1 (fr) Procede de traitement de surface d'un document de securite et document de securite associe
CN107502120A (zh) 一种耐化学溶剂较强适合凹版印刷与水性颜料色墨的分散润湿性好的水性清漆及其制备方法
EP4540066A1 (de) Verwendung eines epoxid-silikon-copolymers, vernetzbare flüssige zusammensetzung damit und mit besagter zusammensetzung beschichteter banknoten
EP1533350A1 (de) Tintenzusammensetzung für kontinuierlichen Richttintenstrahldruck insbesondere auf Briefe und Postartikel
EP3458528A1 (de) Tintenstrahltinten
RU2547693C2 (ru) Активирующий агент пленки для переноса под давлением воды, способ переноса под давлением воды и изделие, полученное переносом под давлением воды
US20230166551A1 (en) Process for producing dichroic security features for securing value documents
FR2750702A1 (fr) Encre pouvant etre conservee plus longtemps a l'air libre sans se dessecher
EP3426734B1 (de) Korrekturflüssigkeit
EP0041024A1 (de) Sicherheitspapier zur Verhütung von Fälschungen durch Verwendung von Kugelschreibern mit auslöschbarer Tinte
FR2949478A1 (fr) Compositions de finissage du cuir comprenant des derives de dioxolane
EP0390638A1 (de) Träger für Sicherheitsdokumente mit einer Beschichtung, die durchsichtig werden kann
FR3022253A1 (fr) Encre d'ecriture photoreticulable
TWI916580B (zh) 用於安全性文件之混合型uv-led輻射可固化的保護清漆及其塗佈方法
HK40097921A (zh) 安全文档用混合uv-led辐射可固化保护清漆
RU2213013C1 (ru) Состав для защиты полиграфической печати и живописи
FR3054553A1 (fr) Composition aqueuse d'encre pour emballage alimentaire
UA61981C2 (en) A composition of the ink for marking pens

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: 20250115

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 ME 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)
TPAC Observations filed by third parties

Free format text: ORIGINAL CODE: EPIDOSNTIPA