Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2964—Artificial fiber or filament
  • Y10T428/2965—Cellulosic
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2964—Artificial fiber or filament
  • Y10T428/2967—Synthetic resin or polymer
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2964—Artificial fiber or filament
  • Y10T428/2967—Synthetic resin or polymer
  • Y10T428/2969—Polyamide, polyimide or polyester
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
  • Y10T428/2913—Rod, strand, filament or fiber
  • Y10T428/2933—Coated or with bond, impregnation or core
  • Y10T428/2971—Impregnation
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
  • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
  • Y10T442/2352—Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric

Definitions

• ABSTRACT Textiles with improved' handle produced by applying a mixture of (A) a reaction product having isocyanate groups and (B) a reaction product of a. hydroxy compound and an aliphatic monoisocyanate, wherein (B) can optionally be alkylated or further reacted with an isocyanate prior to mixing with (A).
• paraffin oil with finishes comprising reaction products bearing free isocyanate groups, but the said oil, while improving handle, deteriorates when applied in high quantities more than percent based on the reaction product other effects, for example, the felt-free effect desired when treating woolen articles. Because of these adverse effects, no optimum softening effect can be achieved by use of paraffin oil with the subject finish compositions.
• It is another object of this invention to produce a finishing composition comprising a reaction product containing isocyanate groups and a softening agent which does not adversely affect other properties of the textiles.
• organic compounds having at least two active hydrogen atoms and a molecular weight of 500 to 10,000, and
• polyisocyanates can be finished to feel exceptionally soft to the touch if the finishing treatment is carried out in the presence of reaction products B) from:
• aliphatic isocyanates with carbon chains of C C preferably, however, C C such as myristyl isocyanate or stearyl isocyanate.
• Compounds (1 bearing at least two active hydrogen atoms, preferably in the form of hydroxyl groups, and of a molecular weight of 500 to 10,000, include polyethylene, polypropylene, polybutylene or polyhexylene diols; furthermore, polyesters which can be obtained from, aliphatic dicarboxylic acid, such as succinic acid, adipic acid, sebacic acid ormaleic acid, and polyalcohols, such as ethylene glycol, diethylene glycol, propylene glycol, butane diol and neopentyl glycol. Also, polyether thioether diols which are obtained through condensation of thiodiglycol can be used.
• Compounds (2) are preferably aliphatic and cycloaliphatic diisocyanates, such as tetramethylene diisocyanate, hexamethylene diisocyanate, 1,4-cyclohexane diisocyanate, 4,4- dicyclohexylmethanediisocyanate, as well as 2,4- and 2,6- hexahydrotoluylene diisocyanate, which are herein considered as polyisocyanates.
• aromatic diisocyanates such as p-phenylene diisocyanate and 2,4- or 2,6- toluylene diisocyanate, as well as triisocyanate, such as the reaction product of theformula:
• polyalkylene ether triols as obtained by addition of propylene oxide to trimethylol propane, can be reacted in the first stage with stearyl isocyanate at oneor two-thirdsof their content of hydroxyl groups.
• the remaining oneor two-thirds of the residual hydroxyl groups can be reacted in a second stage with hexamethylene diisocyanate.
• reaction of the compounds (3) bearing the hydroxyl groups can be carried outin the first stage with longchain aliphatic isocyanates, such as myristyl or stearyl isocyanate, up to two-thirds of the hydroxyl groups, the remainingportion of hydroxyl groups being brought to react with short-chain aliphatic isocyanates, such as methyl, ethyl, propyl isocyanateor methoxymethyl or methoxyethyl isocyanate.
• short-chain aliphatic isocyanates such as methyl, ethyl, propyl isocyanateor methoxymethyl or methoxyethyl isocyanate.
• aromatic isocyanates such as phenyl isocyanate or cyclohexyl isocyanate.
• oximes such as methylethylketoxime, cyclohexanonoxime, acetophenoxime, dimethylketoxime, butyraldoxime, as well as imines, such as ethyleneimine, propyleneimine and 2-methylethyleneimine
• imines such as ethyleneimine, propyleneimine and 2-methylethyleneimine
• alcohols such as methanol, ethanol, propanol and secondary amines, such diethylamine, morpholine, and dibutylamine.
• reaction products (A) carrying blocked or, preferably, free isocyanate groups can be applied from organic solvents or aqueous dispersions to finish textiles. If aqueous liquors are used, it is of advantage if the reaction products (A) bearing isocyanate groups are employed together with aqueous dispersions of polymers or copolymers (C) based on vinyl or divinyl compounds.
• polymers or copolymers which have groups capable of reaction with isocyanates are preferred.
• reaction products (A), (B) to the textile material can be made from organic solutions, for example, from perchloroethylene or from aqueous liquors, e.g., emulslons.
• the alkylation products of (B) are advantageously used.
• the reaction product (B) of a polyalkylene ether triol of a molecular weight of 3,000, produced from propylene oxide and trimethylol propane can be reacted with stearyl isocyanate in such a manner that all available hydroxyl groups are brought to react.
• the reaction product obtained is now reacted further with a methylation agent, such as dimethyl sulfate and alkali, for example, sodium hydroxide, at preferably 50 to 60 C.
• the product thus obtained can be processed into an aqueous emulsion in the usual manner with the addition of sodium salts of paraffin sulfonic acids, advantageously in mixture with nonionic emulsifiers, such as benzylhydroxybiphenyl polyglycol ether.
• the treatment of the textile materials with the reaction product (B) and the reaction product (A), preferably bearing free isocyanate groups but also for (A) bearing blocked isocyanate groups preferably takes place from organic solvents, such as perchlorethylene, by submerging the textile material in the solution, followed by centrifuging or wringing to remove excess treatment solution. Subsequently, the solvent is removed, for example, with the aid of hot air, for example, air at 80-l C.
• Treatment of the textile material according to the invention using finishes bearing free isocyanate groups can also be accomplished from an aqueous liquor by submerging and wringing or centrifuging the textile material.
• the reaction product from (1) and (2), preferably bearing free isocyanate groups can be emulsified in water with the sodium salt of a paraffin sulfate.
• the aqueous emulsion can be mixed with the aqueous dispersion of a polymer or copolymer based on vinyl compounds (C), mentioned above; then aqueous emulsions of novel softeners according to this invention, are added to this aqueous liquor.
• the aqueous liquors can likewise contain catalysts, for example, zinc acetate, which speed up the reactions of the isocyanate groups.
• the textile material treated with the aqueous liquors is dried, as with the organic solvent treatment, with air heated to 80l 20 C., or other removal steps.
• damping process can be coupled with shaping of the textile material.
• the quantities in which the softeners to be used in accordance with the invention are applied may fluctuate within wide limits; generally speaking, quantities of 5-60 percent by weight and preferably 30-50 percent by weight, based on the reaction product (A) bearing the isocyanate groups, have proven suitable.
• the reaction product (A) bearing the isocyanate groups to be applied to the textile material is applied in a quantity of, for example, 0.5-15 percent by weight of the textile material, and preferably 1-6 percent by weight.
• the polymers or copolymers (C) prepared from vinyl compounds are used in quantities of preferably 10-50 percent by weight of the reaction product (A) bearing the isocyanate groups.
• the process according to the invention will be used preferably for the finishing of wool and fiber material containing wool. Beyond that, the process can likewise be used for the finishing of silk, of fibers on a cellulose base, synthetic fibers, such as superpolyamides and urethanes, polyacrylonitrile as well as polyester fibers and cellulose triand 2.5 acetates, or leather.
• synthetic fibers such as superpolyamides and urethanes, polyacrylonitrile as well as polyester fibers and cellulose triand 2.5 acetates, or leather.
• Knitted parts made of wool are treated in a liquor which contains 5 g. of the reaction product (B and 8 g. of the reaction product (A) per liter of perchloroethylene.
• the knitted parts are impregnated at about25 C. for 4 minutes in a rotation drum with the treatment solution. Subsequently, the excess treatment solution is pumped off and through the movement of the drum the take up of treatment solution by the knitted parts is limited to about 350 percent by weight. Then the solvent is removed with the help of hot air C.) and the knitted parts are treated for 60 seconds with steam (101 C.) after a storage time of 24 hours.
• EXAMPLE 2 1,000 g. of a partially branched polyether of medium molecular weight (2,500 iand with an OH number of 56 i 3, produced from propylene oxide, propylene glycol and trimethylol propane, are reacted with 295 g. of stearyl isocyanate for 2 /2hours at 80 C. and another 1 hour at 1 C., yielding Reaction Product 8,.
• Knitted parts made of wool are treated analogously to the process described in Example 1 with 5 g. of the reaction product (B and 8 g. of the reaction product (A) from Example 1 per liter of perchloroethylene.
• the knitted parts made of wool treated in this manner show a soft, loose handle and the following behavior in the Cubex Test:
• EXAMPLE 3 1,000 g. of a branched polyether of medium molecular weight (3,000 i 200 and with an OH number of 56 :L 3, produced from propylene oxide and trimethylene propane, are reacted with 240 g. of myristyl isocyanate for 2 hours at 80 C. and another 1 hour at 110 C., yielding Reaction Product 13,.
• Knitted goods made of wool are treated according to Example 1 with 5 g. of the reaction product (B and 8 g. of the reaction product (A) from Example 1 per liter of perchloroethylene.
• the knitted goods treated in this manner have a soft handle and good non-felting properties as to be seen from the following data obtained in the Cubex" Test:
• EXAMPLE 4 A fabric made of wool is submerged in a liquor which contains 5 g. of the reaction product (8,) described in Example 1 and 25 g. of the reaction product (A) described in Example 1 per liter of perchloroethylene. The fabric is wrung out (up to about 1 percent of absorption of liquor) and subsequently it is freed of this solvent with hot air (100 C.). The fabric treated in this manner shows a very good soft handle and good nonfelting properties, as the following data show:
• Percent shrinkage after 5 machine washings at 60 C. Warp, 1.2%; Weft, -1.0%; Appearance of the goods, open, not felted.
• EXAMPLE 5 1,000 g. of a partially branched polyether of medium molecular weight (2,500 i 150) and an OH number of 56 i 3, produced from propylene oxide, propylene glycol and trimethylol propane, are reacted with 240 g. of myristyl isocyanate for 2 hours 80 C. and another one hour at 110 C., yielding Reaction Product 8,.
• a fabric made of wool is treated according to Example 1 with 5 g. of the reaction product (8,) and 25 g. of the reaction product (A) from Example 1 per liter of perchloroethylene.
• the fabric treated in this manner has a soft handle and agood behavior in regard to being free of felt during washing, as the following data show:
• Percent shrinkage after 5 machine washings at 60 C Warp, 2.0 ;r: Weft, 1.3%; Appearance of the goods, open, not felted.
• EXAMPLE 6 1,000 g. of a branched polyether of medium molecular weight (3,000 i 200) and an OH number of 56 t 3, produced from propylene oxide and trimethylol propane, are reacted with 98.3 g. of stearyl isocyanate for 2 hours at C. and an additional 1 rhours at 1 10 C., yielding Reaction Product B Knitted fabric made of wool is treated with 2 g. of the reaction product (B and 16 g. of the reaction product (A) from Example 1 per liter of perchloroethylene. The knitted fabric made of wool is submerged for 4 minutes in the treatment solution and is wrung out to 1 10 percent by weight of liquor absorption. Subsequently, the solvent is removed by hot air (100 C.). The knitted parts made of wool treated in this manner have a soft, smooth handle and good nonfelting properties, as shown by the following data:
• EXAMPLE 7 1,000 g. of a partially branchedl polyether of medium molecular weight (2,500 i 150) and with an OH number of 56 i 3, produced from propylene oxide, propylene glycol and trimethylol propane, are reacted with 196.6 g. of stearyl isocyanate at 100 C. for 3 hours. Subsequently, this is cooled down to 40 C., mixed with 29 g. of propyl isocyanate by portions and still left for 4 rhours at 4045 C., yielding Reaction Product B A fabric made of 55 percent wool and 45 percent polyester fibers (polyethylene terephthalate) is submerged in a solution which contains, per liter of the perchloroethylene, 8 g.
• the fabric is wrung out (up to an increase in weight of approximately percent) and the solvent is removed with hot air -1 10 C.
• the fabric has a soft feel and has very good effects with regard to being free of felt, as shown by the following data:
• ReactionZProduct B A fabric made of synthetic superpolyamide fibers is treated with a perchloroethylene solution which, per liter, contains 5 g. of the reaction product (B and 10 g. of the reaction product (A) from Example 1. The fabric is submerged for 2 minutes in the treatment solution and it is wrung out to approximately 65 percent addition in weight. The organic solvent is removed with air C.). The fabric (a) treated in this way shows, in comparison to a treatment with only 10 g. of the reaction product (A) from Example 1 per liter of perchloroethylene (b), a soft, smooth feel and a considerably improved creasing behavior.
• EXAMPLE 9 1,000 g. of a branched polyether of medium molecular weight (3,000 i 150) and an OH number of 56 i 3, produced from propylene oxide, propylene glycol .and trimethylol propane are reacted with 196.6 g. of stearyl isocyanate at 1 C. for 3 hours. Subsequently, this is mixed with 28 g. of hexamethylene diisocyanate and treated another 2 )hours at 1 10 C., yielding Reaction Product B A fabric made from 45 percent wool and 55 percent polyacrylonitrile fibersis treated with a solution from perchloroethylene which contains, per liter, 10 g. of the reaction product (B and g. of the reaction product (A) from Example 1.
• the fabric is submerged in the treatment solution and is wrung out to about 85 addition of weight.
• the organic solvent is removed with hot air (120 C.).
• the fabric treated in this manner has a smooth, soft feel and a good behavior with regard to being free of felt in the case of washing processes.
• EXAMPLE 10 260 gg. of the reaction product (8,), described in Example 1, are mixed with 25.2 g. of dimethyl sulfate and are heated for minutes at 50 C. Then 8 g. of sodium hydroxide, dissolved in 70 g. of water, is added by portions and is heated at 50 C. for minutes more. The reaction product obtained is mixed by stirring with 2 g of benzyl-hydroxy-biphenyl-polyglycol ether, and 80 g. of a 20 percent aqueous solution of the sodium salt of a paraffmic sulfonic acid is added. After a further addition of 555 g. of water, an emulsion (Emulsion l) is then prepared in the customary manner.
• Emulsion l emulsion
• An emulsion (Emulsion II) is prepared from 500 g. of the reaction product (A) described in Example l and having free isocyanate groups, and 100 g. of ethyl acetate, in the customary manner, with 600 g. of water, which contains 5 g. of the sodium salt of a parafi'mic sulfonic acid.
• a fabric made of wool is treated with an aqueous liquor which contains 100 g. of emulsion (ll), 25 g. of a 40 percent aqueous dispersion of a copolymerizate (C) consisting of 80 parts acrylic acid butyl ester, 10 parts styrene and 10 parts acrylamide, 0.5 g. of zinc acetate and 40 g. of aqueous emulsion (I), per liter of said liquor.
• the fabric is submerged in the treatment liquor and is wrung out to about 100 percent addi- 0 tion by weight. It is then dried with air (110 C.) for 15 minutes.
• the fabric treated in this manner has a soft, smooth feel and a good behavior with regard to being free of felt after washing processes.
• a textile fiber material which has been treated with a composition consisting of a finishing quantity of A. an isocyanate group containing reaction product of 1. an organic compound containing at least two active hydrogen atoms and having a molecular weight of 500 to 10,000; and 2. a polyisocyanate; and B. 5-60 percent by weight based on the weight of (A) of a softener consisting of the reaction product of 3. an organic compound containing at least one hydroxyl group; and 4. an aliphatic monoisocyanate having l41 8 carbon atoms.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Polyurethanes Or Polyureas (AREA)

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Publications (1)

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ID=5707913

Family Applications (1)

Country Status (8)

Cited By (6)

Families Citing this family (5)

Citations (7)

• 1968
  • 1968-09-25 DE DE19681794221 patent/DE1794221A1/de active Pending
  • 1968-12-18 US US3653957D patent/US3653957A/en not_active Expired - Lifetime
• 1969
  • 1969-09-22 NL NL6914351A patent/NL6914351A/xx unknown
  • 1969-09-23 AT AT899269A patent/AT296219B/de not_active IP Right Cessation
  • 1969-09-24 CH CH1440569D patent/CH1440569A4/xx unknown
  • 1969-09-24 BE BE739328D patent/BE739328A/xx unknown
  • 1969-09-24 CH CH1440569A patent/CH518400A/de not_active IP Right Cessation
  • 1969-09-25 GB GB4725369A patent/GB1275600A/en not_active Expired
  • 1969-09-25 FR FR6932805A patent/FR2018876A1/fr not_active Withdrawn

Patent Citations (7)

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