EP0066078B1 - Process for sizing textile materials - Google Patents
Process for sizing textile materials Download PDFInfo
- Publication number
- EP0066078B1 EP0066078B1 EP19820103397 EP82103397A EP0066078B1 EP 0066078 B1 EP0066078 B1 EP 0066078B1 EP 19820103397 EP19820103397 EP 19820103397 EP 82103397 A EP82103397 A EP 82103397A EP 0066078 B1 EP0066078 B1 EP 0066078B1
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- EP
- European Patent Office
- Prior art keywords
- weight
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- grams
- copolymer
- acrylamide
- 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.)
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- 239000004753 textile Substances 0.000 title claims description 24
- 239000000463 material Substances 0.000 title claims description 19
- 238000000034 method Methods 0.000 title claims description 18
- 238000004513 sizing Methods 0.000 title claims description 12
- 239000000203 mixture Substances 0.000 claims description 37
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 26
- 229920001577 copolymer Polymers 0.000 claims description 24
- 239000000178 monomer Substances 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 22
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 12
- 239000007864 aqueous solution Substances 0.000 claims description 10
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 239000000758 substrate Substances 0.000 claims description 10
- -1 alkyl methacrylate Chemical compound 0.000 claims description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- 229920000742 Cotton Polymers 0.000 claims description 6
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 claims description 6
- 230000002209 hydrophobic effect Effects 0.000 claims description 6
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 3
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 20
- 239000011541 reaction mixture Substances 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 10
- 229920000642 polymer Polymers 0.000 description 9
- 229920002472 Starch Polymers 0.000 description 8
- 238000005299 abrasion Methods 0.000 description 8
- 235000019698 starch Nutrition 0.000 description 8
- 239000008107 starch Substances 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229920005604 random copolymer Polymers 0.000 description 5
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 5
- 229940001584 sodium metabisulfite Drugs 0.000 description 5
- 235000010262 sodium metabisulphite Nutrition 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 229920002401 polyacrylamide Polymers 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- NKYRAXWYDRHWOG-UHFFFAOYSA-N 12-hydroxydodecyl prop-2-enoate Chemical compound OCCCCCCCCCCCCOC(=O)C=C NKYRAXWYDRHWOG-UHFFFAOYSA-N 0.000 description 1
- OGVVEUNHYMQQPC-UHFFFAOYSA-N 12-methoxydodecyl 2-methylprop-2-enoate Chemical compound COCCCCCCCCCCCCOC(=O)C(C)=C OGVVEUNHYMQQPC-UHFFFAOYSA-N 0.000 description 1
- UDELLVVWDCMVRX-UHFFFAOYSA-N 14-(dimethylamino)-2-methylidenetetradecanoic acid Chemical compound CN(C)CCCCCCCCCCCCC(=C)C(O)=O UDELLVVWDCMVRX-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- WOQXJLWJCHWBBV-UHFFFAOYSA-N 2-(ethylamino)octyl prop-2-enoate Chemical compound CCCCCCC(NCC)COC(=O)C=C WOQXJLWJCHWBBV-UHFFFAOYSA-N 0.000 description 1
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Chemical group 0.000 description 1
- 229910052739 hydrogen Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 125000002348 vinylic group Chemical group 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
Definitions
- the present invention relates to a process for sizing a textile substrate material by treating the same with a sizing composition
- a sizing composition comprising an aqueous solution of a copolymer of a acrylamide and at least one polymerizable monomer of, e.g., the formula (I) wherein R 1 represents C 1 -C 1S alkyl, or substituted C 1 ⁇ C 18 alkyl wherein the substituents are hydroxy, C 1 -C S alkoxy, C 1 -C S alkylamino, or di(C,-C 8 alkyl) amino, and R 2 represents C 1 -C 4 alkyl and hydrogen.
- the preferred comonomer for the copolymer process is a C 4 -C 18 alkyl acrylate or methacryl,ate.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
- The present invention relates to a process for sizing a textile substrate material by treating the same with a sizing composition comprising an aqueous solution of a copolymer of a acrylamide and at least one polymerizable monomer of, e.g., the formula (I)
- By the sizing process of the invention, there are also obtained abrasion-resistant products.
- The use of homopolymers of acrylamide as sizing agents for warp yarns, to prevent breaking of the yarn during weaving, is well-known. They perform only slightly better than starch, a commonly employed textile size that imparts only minor protection to fibers during weaving. The moderate performance of polyacrylamide and starch is due to the brittleness of their films on the fiber.
- The use of random copolymers of acrylamide and other vinyl or vinylidene comonomers, which comprise from 1 to 40% of said comonomer, as sizes, is known from US-A-3 114 651; GB-A-1 126 120; and DE-A-2 527 804. However, the sizing effect obtainable with the prior art compositions is not sufficient.
- The use of a random copolymer of acrylamide and acrylic acid, containing a minor amount of acrylic acid monomer, as a sizing agent, is disclosed by Petrov et al (see Chem. Abstracts 90:105488b). However, these sizes have two components that are both polar and hydrophilic, whereas the sizes of this invention involve at least one hydrophobic and less polar component that can alter the properties of the product such as lubricity, adhesion, and film flexibility.
- The present invention provides a process for sizing a textile substrate material comprising applying to the textile material a composition comprising an aqueous solution of at least 3% by weight solids content of a copolymer of acrylamide and at least one hydrophobic vinyl or vinylidene polymerizable monomer, the amount of said polymerizable monomer in the composition being at a concentration of from 1 % to about 40%, based on the weight of acrylamide in the composition, characterized in that said copolymer is a segmented copolymer and after application of the composition to the textile material the same is dried at a temperature ranging from 80°C to 120°C for 15-0.25 minutes.
- In the preparation of segmented copolymers, structures in the form of grafts or blocks are achieved by the sequential addition of the monomers as the polymerization progresses.
- The segmented copolymers of the invention which may be a graft or a block copolymer, or a mixture of both, generally produce more flexible films, especially at low relative humidities, and impart better abrasion resistance to warp yarns than random copolymers, or a mixture of a random copolymer and homopolymers having an identical monomer composition as the segmented copolymer. For example, a blended mixture of a random copolymer of acrylamide and 2-ethylhexyl acrylate, poly(n-butyl acrylate), and polyacrylamide does not perform as well as a segmented copolymer, having an identical monomer composition, in terms of both film flexibility and abrasion resistance.
- Other advantages of segmented copolymers are as follows:
- 1. They impart better yarn-to-yarn and yarn-to-metal abrasion resistance for yarns than starch, or polyacrylamide sizes.
- 2. They can be applied from more concentrated solutions than starch. This permits an application with less water, thus saving drying time and energy.
- 3. The pad baths are more easily prepared because of the high solubility of the size in water.
- 4. The application solutions are stable, and do not retrograde like those containing starch.
- 5. The polymeric sizing agent is readily removed from the textile substrate by rinsing the cold water.
- 6. The treated yarns do not have any dry splitting difficulty during slashing.
- In preparing the segmented copolymers to be applied in the process of this invention, 30-99% by weight of acrylamide, and about 0-20% by weight of a polymerizable monomer of e.g. formula (I), or mixture of these monomers, is polymerized randomly in an aqueous medium, under an inert atmosphere, in the presence of a surface-active agent and a catalytic amount of a free-radical source, such as ammonium persulfate, ammonium persulfate and sodium bisulfite, and the like. A second charge of 1-20% by weight of a polymerizable monomer, or mixture of monomers, of e.g. formula (I), based on the total weight of polymer, is added from 5 minutes to 5 hours after the addition of the catalyst, and the reaction mixture is stirred for 10-60 minutes. Preferably, the second charge is added at the peak of the ensuing exotherm, after the addition of the catalyst, when very little monomer remains. Optionally, 1-30% by weight of a water-soluble vinylic monomer, such as acrylamide, acrylic acid, or methacrylic acid, based on the total weight of polymer, may be added as a third charge. The reaction mixture is stirred under the inert atmosphere until the copolymerization is essentially completed. The product is a semi-viscous solution that can be applied directly to the textile substrate.
- Suitable polymerizable monomers of formula (I) include the following:
- methyl acrylate,
- ethyl acrylate,
- n-butyl acrylate,
- 2-ethylhexyl acrylate,
- 2-hydroxyethyl acrylate,
- 2-methoxyethyl acrylate,
- methyl methacrylate,
- n-dodecyl methacrylate,
- n-octadecyl methacrylate,
- N,N-dimethyl-12-aminododecylacrylate,
- 12-hydroxydodecyl acrylate,
- 12-methoxydodecyl methacrylate,
- N-2-ethylhexyl-2-aminoethyl acrylate,
- N-tert-butyl-2-aminoethyl methacrylate,
- N,N-dimethyl-2-aminoethyl acrylate,
- N,N-diethyl-2-aminoethyl methacrylate,
- The preferred comonomers are n-butyl acrylate and 2-ethylhexyl acrylate.
- Optionally, starch or other sizes may be blended with the product and other conventional additives, such as plasticizers, may be added to the solution before application. Suitable plasticizers include glycerol, ethanolamine, ethylene glycol, polyethylene glycol, urea, sugar, sorbitol, and the like.
- In preparing the solution to be applied in the process of this invention, acrylamide and 1-40%, preferably 5-20%, by weight of a hydrophobic polymerizable vinyl, or vinylidene monomer, or mixture of monomers, based on the weight of acrylamide, are copolymerized in an aqueous medium, under an inert atmosphere, in the presence of a surface-active agent and a catalytic amount of a free-radical source such as ammonium persulfate, ammonium persulfate and sodium bisulfite, and the like. The reaction mixture is stirred under the inert atmosphere until the copolymerization is essentially completed. The product is a semi-viscous solution that can be applied directly to the textile substrate. Optionally, starch or other sizes may be blended with the product, the other conventional additives, such as plasticizers, may be added to the solution before application. Suitable plasticizers include glycerol, ethanolamine, ethylene glycol, polyethylene glycol, urea, sugar, sorbitol, and the like.
- Suitable vinyl and vinylidene comonomers include the same polymerizable monomers of formula I, listed, above.
- The preferred comonomer for the copolymer process is a C4-C18 alkyl acrylate or methacryl,ate.
- The application of the sizing composition to the textile material may be by padding (conventional, or high pressure), foaming, spraying, knife-coating, and the like, to deposit thereon 3-15%, preferably 6-12%, by weight of real solids from the aforementioned reaction mixture. Suitable textile materials include filaments, spun yarns, or fabrics of natural or syntheric fibers, or blends thereof. The preferred substrate material is cotton, or cotton/polyester warp yarn.
- The treated textile substrate is then dried by heating at 80-120°C for a period of 15 to 0.25 minutes, preferably at 95-105°C for a period of 2 to 0.5 minutes.
- The process of this invention produces a size coating on the textile substrate which is characterized by easy removal by subsequent washing. The treated textile substrate is characterized by excellent abrasion resistance.
- The following examples illustrate the process of preparation of the segmented copolymer of the invention. All parts and percentages are by weight unless otherwise indicated.
- A mixture of 152 grams of an aqueous solution of acrylamide (50% real solids), 4.0 grams of 2-ethyl-hexyl acrylate, 1.0 gram of AEROSOL@ OT-75% (American Cyanamid Company), and 272 grams of water is stirred under nitrogen for 20 minutes at 30-35°C. Solutions of 0.4 gram of ammonium persulfate in 5 grams of water, and 0.4 gram of sodium metabisulfite in 5 grams of water are added thereto and the temperature is allowed to rise spontaneously. At the peak of the resulting exotherm, 10 grams of 2-ethylhexyl acrylate is added. The reaction mixture is stirred for one hour, and then cooled to 25°C to obtain a solution having a viscosity of 340 mPa.s and a polymer content of 20% by weight.
- A mixture of 174.7 grams of an aqueous solution of acrylamide (50% real solids), 3.5 grams of 2-ethylhexyl acrylate, 1.2 grams of AEROSOL@ OT-75%, and 194 grams of water is stirred under nitrogen for 20 minutes at 30-35°C. Solutions of 0.5 gram of ammonium persulfate in 6 grams of water, and 0.5 gram of sodium metabilsulfite in 6 grams of water are added thereto and the temperature is allowed to rise spontaneously. At the peak of the exotherm, 9.2 grams of n-butyl acrylate is added. The reaction mixture is stirred for one and a half hours, then cooled to 25°C to obtain a solution having a viscosity of 600 mPa.s, and a polymer content of 25% by weight.
- A mixture of 152 grams of an aqueous solution of acrylamide (50% real solids), 4.0 grams of 2-ethylhexyl acrylate, 1.0 grams of AEROSOL@ OT-75%, and 332 grams of water is stirred under nitrogen for 20 minutes at 30-35°C. Solutions of 0.4 gram of ammonium persulfate in 5 grams of water, and 0.4 gram of sodium metabisulfite in 5 grams of water are added thereto and the temperature is allowed to rise spontaneously. At the peak of the exotherm, 10 grams of styrene is added. The mixture is stirred for 30 minutes, and 40 grams of 50% aqueous acrylamide is then added thereto. After one hour of continued stirring, the reaction mixture is cooled to 25°C to obtain a solution having a viscosity of 400 mPa.s and a polymer content of 20% by weight.
- A mixture of 152 grams of an aqueous solution of acrylamide (50% real solids), 4.0 grams of 2-ethylhexyl acrylate, 1.0 gram of AEROSOL@ OT-75%, and 260 grams of water is stirred under nitrogen for 20 minutes at 30-35°C. Solutions of 0.4 gram of ammonium persulfate in 5 grams of water, and 0.4 gram of sodium metabisulfite in 5 grams of water are added thereto, and the temperature is allowed to rise spontaneously. At the peak of the exotherm, 10 grams of n-butyl acrylate is added. The reaction mixture is stirred for 30 minutes, and 10 grams of acrylic acid is then added to the reaction mixture. After one hour of continued stirring, the reaction mixture is cooled to 25°C to obtain a solution having a viscosity of 220 mPa.s and a polymer content of 20% by weight.
- A mixture of 2165 grams of an aqueous solution of acrylamide (50% real solids), 32.7 grams of 2-ethylhexyl acrylate, 8.2 grams of AEROSOL@ OT-75%, and 500 grams of water is stirred under nitrogen for 20 minutes at 20-25°C. Solutions of 2.9 grams of ammonium persulfate in 43 grams of water, and 2.9 grams of sodium metabisulfite in 43 grams of water are added thereto, and the temperature is allowed to rise spontaneously. At the peak of the exotherm, 81.8 grams of n-butyl acrylate is added. The reaction mixture is stirred for 20 minutes, and 327 grams of 50% aqueous acrylamide is then added. After one hour of continued stirring, the reaction mixture is cooled to 25°C to obtain a solution having a viscosity of 720 mPa.s and a polymer content of 20% by weight.
- A mixture of 152 grams of an aqueous solution of acrylamide (50% real solids), 4.0 grams of n-butyl acrylate, 1.0 grams of AEROSOL@ OT-75%, and 332 grams of water is stirred under nitrogen for 20 minutes at 30-35°C. Solutions of 0.6 gram of ammonium persulfate in 5 grams of water, and 0.6 gram of sodium metabisulfite in 5 grams of water are added thereto and the temperature is allowed to rise spontaneously. At the peak of the exotherm, 10 grams of n-butyl acrylate is added. The reaction mixture is stirred for 20 minutes, and 40 grams of 50% aqueous acrylamide is then added. After one hour of continued stirring, the reaction mixture is cooled to 25°C to obtain a solution having a viscosity of 720 mPa.s, and a polymer content of 20% by weight.
- The solutions from Examples 1―6 are diluted with water to obtain a polymer content of 10% by weight and applied separately, by padding, to single-end 100% cotton yarns to obtain a 60% pickup based on the weight of the untreated yarn. The treated yarns are dried at 105°C for one minute and tested for abrasion resistance using a modified Stoll flex abrader. In this test five strands of the treated yarns are attached to a Stoll flex abrader so that all are flexed over a stainless steel blade at a 90° angle using an attached 20-gram weight as a pulling force. The motor is started and the number of cycles needed to break each yarn is determined. This procedure is repeated three times for similarly treated yarns and an average is taken. The larger the number of cycles, the better the abrasion resistance imparted to the yarn.
- The results obtained are shown in Table I.
- Solutions containing 10% by weight, respectively, of starch; a random terpolymer of acrylamide, n-butyl acrylate, and 2-ethylhexyl acrylate having the same monomer composition as in Example 5; and a blended mixture of a copolymer of acrylamide and 2-ethylhexyl acrylate, poly(n-butyl acrylate), and poly(acrylamide) having the same monomer composition as in Example 5, are prepared and applied to single-end 100% cotton yarns as described in Examples 7-12.
- The results obtained are shown in Table II.
- Comparison of the results obtained in Examples 14 and 15 with that obtained in Example 11 shows that superior abrasion resistance is obtained with the segmented copolymer of Example 5.
and the like.
Claims (9)
1. A process for sizing a textile substrate material comprising applying to the textile material a composition comprising an aqueous solution of at least 3% by weight solids content of a copolymer of acrylamide and at least one hydrophobic vinyl or vinylidene polymerizable monomer, the amount of said polymerizable monomer in the composition being at a concentration of from 1% to 40%, based on the weight of acrylamide in the composition, characterized in that said copolymer is a segmented copolymer and after application of the composition to the textile material the same is dried at a temperature ranging from 80°C to 120°C for 15-0.25 minutes.
2. The process according to Claim 1 wherein the composition comprises a solution in water of a segmented copolymer of Claim 1 at a concentration from 5% to 30% by weight of the segmented copolymer, based on the weight of the composition, the composition being applied to the textile material to deposit the copolymer in an amount from 3% to 15% by weight, based on the weight of the material, and said textile material is dried at a temperature ranging from 80°C to 120°C for 15-0.25 minutes.
3. The process according to Claim 2 wherein the amount of segmented copolymer deposited on the textile material is from 6% to 12% by weight, based on the weight of the material, and said textile material is dried at a temperature from 95°C to 105°C for 2-0.5 minutes.
4. The process according to Claim 1 wherein the textile material is a cotton yarn, cotton/polyester yarn or polyester yarn.
5. The process according to Claim 2 wherein the hydrophobic vinyl polymerizable monomer is a C4-C18 alkyl acrylate, or a C4-C18 alkyl methacrylate.
6. The process according to Claim 5 wherein the C4―C18 alkyl acrylate is a mixture of 2-ethylhexyl acrylate and n-butyl acrylate.
7. The process according to Claim 6 wherein the C4―C18 alkyl acrylate is n-butyl acrylate.
8. A sized textile material obtainable by the process of claim 4.
9. A textile sizing composition comprising an aqueous solution of at least 3% by weight solids content of a copolymer of acrylamide and at least one hydrophobic vinyl, or vinylidene, polymerizable monomer, the amount of said polymerizable monomer in the composition being at a concentration from 1 % to 40%, based on the weight of acrylamide in the composition, characterized in that said copolymer is a segmented copolymer.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT82103397T ATE30442T1 (en) | 1981-06-01 | 1982-04-22 | PROCESS FOR SIZING TEXTILE YARN. |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26892481A | 1981-06-01 | 1981-06-01 | |
| US268925 | 1981-06-01 | ||
| US06/268,925 US4410588A (en) | 1981-06-01 | 1981-06-01 | Process for sizing textile yarns |
| US268924 | 1981-06-01 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0066078A2 EP0066078A2 (en) | 1982-12-08 |
| EP0066078A3 EP0066078A3 (en) | 1985-03-20 |
| EP0066078B1 true EP0066078B1 (en) | 1987-10-28 |
Family
ID=26953412
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19820103397 Expired EP0066078B1 (en) | 1981-06-01 | 1982-04-22 | Process for sizing textile materials |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0066078B1 (en) |
| BR (1) | BR8202900A (en) |
| CA (1) | CA1178003A (en) |
| DE (1) | DE3277539D1 (en) |
| MX (1) | MX159154A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5626952A (en) * | 1995-12-15 | 1997-05-06 | Callaway Corporation | Process for sizing spun yarns |
| FR2879630B1 (en) | 2004-12-22 | 2007-02-23 | Emz Trek | NEW COMPOSITION FOR STITCHING TEXTILE YARNS |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB467402A (en) * | 1935-11-11 | 1937-06-11 | Roehm & Haas Ag | Improvements in or relating to the manufacture and use of interpolymers of methacrylic acid amide |
| DE1037128B (en) * | 1956-03-17 | 1958-08-21 | Basf Ag | Process for the preparation of copolymers containing amide and ester groups which are soluble in water |
| US3114651A (en) * | 1960-07-22 | 1963-12-17 | American Cyanamid Co | Water insolubilization of acrylamido polymers with a salt of trivalent chromium |
| DE1277801B (en) * | 1964-07-04 | 1968-09-19 | Basf Ag | Use of flocculant-stable mixtures of polyacrylic acid amide solutions and aqueous dispersions of water repellants for finishing textiles |
| GB1126120A (en) * | 1966-05-16 | 1968-09-05 | Dow Chemical Co | Sizing composition for siliceous fibres |
| US3525723A (en) * | 1967-11-03 | 1970-08-25 | Denki Kagaku Kogyo Kk | Sizing agent for textile fibers derived from methanolysis of a vinyl acetate acrylamide copolymer |
| DE2527804A1 (en) * | 1975-06-21 | 1976-12-30 | Hans Prof Dipl Chem Dr Wilhelm | Aq. textile treatment compsns. contg. acrylamide polymers - prepd. in presence of mercaptans with basic gps. and radical initiators |
| US4098987A (en) * | 1976-07-14 | 1978-07-04 | American Cyanamid Company | Non-ionic surfactants from water soluble copolymers of acrylamide with hydrophobic monomers |
-
1982
- 1982-04-22 CA CA000401465A patent/CA1178003A/en not_active Expired
- 1982-04-22 DE DE8282103397T patent/DE3277539D1/en not_active Expired
- 1982-04-22 EP EP19820103397 patent/EP0066078B1/en not_active Expired
- 1982-05-19 BR BR8202900A patent/BR8202900A/en not_active IP Right Cessation
- 1982-06-01 MX MX19296082A patent/MX159154A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BR8202900A (en) | 1983-05-03 |
| CA1178003A (en) | 1984-11-20 |
| EP0066078A2 (en) | 1982-12-08 |
| EP0066078A3 (en) | 1985-03-20 |
| DE3277539D1 (en) | 1987-12-03 |
| MX159154A (en) | 1989-04-26 |
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