EP0066078B1 - Procédé d'encollage de fils textiles - Google Patents
Procédé d'encollage de fils textiles 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
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- composition
- 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.)
- Expired
Links
- 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)
Claims (9)
1. Procédé d'encollage d'un matériau formant substrat textile, dans lequel on applique sur le matériau textile une composition comprenant une solution aqueuse ayant une teneur en solides d'au moins 3% en poids d'un copolymère d'acrylamide et d'au moins un monomère hydrophobe polymérisable de vinyle ou de vinylidène, la quantité dudit monomère polymérisable dans la composition correspondant à une concentration de 1 % à 40% par rapport au poids d'acrylamide dans la composition, caractérisé en ce que ledit copolymère est un copolymère segmenté et en ce qu'après l'application de la composition sur le matériau textile, ce dernier est séché à une température allant de 80°C à 120°C pendant 15 à 0,25 minutes.
2. Procédé suivant la revendication 1, dans lequel la composition comprend une solution dans l'eau d'un copolymère segmenté suivant la revendication 1 à une concentration de 5% à 30% en poids du copolymère segmenté par rapport au poids de la composition, la composition étant appliquée sur le matériau textile pour déposer le copolymère en une quantité de 3% à 15% en poids par rapport au poids du matériau, et dans lequel ledit matériau textile est séché à une température allant de 80°C à 120°C pendant 15 à 0,25 minutes.
3. Procédé suivant la revendication 2, dans lequel la quantité de copolymère segmenté déposée sur le matériau textile est de 6% à 12% en poids par rapport au poids du matériau, et dans lequel ledit matériau textile est séché à une température de 95°C à 105°C pendant 2 à 0,5 minutes.
4. Procédé suivant la revendication 1, dans lequel le matériau textile est un fil en coton, un fil en coton/polyester ou un fil en polyester.
5. Procédé suivant la revendication 2, dans lequel le monomère hydrophobe polymérisable de vinyle, est un acrylate d'alkyle en C4-C18 ou un méthacrylate d'alkyle en C4―C18.
6. Procédé suivant la revendication 5, dans lequel l'acrylate d'alkyle en C4-C18 est un mélange d'acrylate de 2-éthylhexyl et d'acrylate de n-butyle.
7. Procédé suivant la revendication 6, dans lequel l'acrylate d'alkyle en C4―C18 est de l'acrylate de n-butyle.
8. Matériau textile encollé obtenu suivant le procédé de la revendication 4.
9. Composition d'encollage de textile, comprenant une solution aqueuse d'une teneur en solides d'au moins 3% en poids d'un copolymère d'acrylamide et d'au moins un monomère hydrophobe polymérisable de vinyle ou de vinylidène, la quantité dudit monomère polymérisable dans la composition correspondant à une concentration de 1% à 40% par rapport au poids d'acrylamide dans la composition, caractérisée en ce que ledit copolymère est un copolymère segmenté.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT82103397T ATE30442T1 (de) | 1981-06-01 | 1982-04-22 | Verfahren zum schlichten von textilgarnen. |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26892481A | 1981-06-01 | 1981-06-01 | |
| US268925 | 1981-06-01 | ||
| US268924 | 1981-06-01 | ||
| US06/268,925 US4410588A (en) | 1981-06-01 | 1981-06-01 | Process for sizing textile yarns |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| EP0066078A2 EP0066078A2 (fr) | 1982-12-08 |
| EP0066078A3 EP0066078A3 (en) | 1985-03-20 |
| EP0066078B1 true EP0066078B1 (fr) | 1987-10-28 |
Family
ID=26953412
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP19820103397 Expired EP0066078B1 (fr) | 1981-06-01 | 1982-04-22 | Procédé d'encollage de fils textiles |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0066078B1 (fr) |
| BR (1) | BR8202900A (fr) |
| CA (1) | CA1178003A (fr) |
| DE (1) | DE3277539D1 (fr) |
| MX (1) | MX159154A (fr) |
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 (fr) * | 2004-12-22 | 2007-02-23 | Emz Trek | Nouvelle composition d'encollage de fils textiles |
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 (de) * | 1956-03-17 | 1958-08-21 | Basf Ag | Verfahren zur Herstellung von in Wasser loeslichen, Amid- und Estergruppen enthaltenden Mischpolymerisaten |
| US3114651A (en) * | 1960-07-22 | 1963-12-17 | American Cyanamid Co | Water insolubilization of acrylamido polymers with a salt of trivalent chromium |
| DE1277801B (de) * | 1964-07-04 | 1968-09-19 | Basf Ag | Verwendung von flockungsstabilen Mischungen aus Polyacrylsaeureamidloesungen und waessrigen Dispersionen von Hydrophobiermitteln zum Ausruesten von Textilien |
| 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 (de) * | 1975-06-21 | 1976-12-30 | Hans Prof Dipl Chem Dr Wilhelm | Waessrige zubereitungen von amidgruppen enthaltenden polymerisaten fuer die textilveredlung |
| 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 EP EP19820103397 patent/EP0066078B1/fr not_active Expired
- 1982-04-22 DE DE8282103397T patent/DE3277539D1/de not_active Expired
- 1982-04-22 CA CA000401465A patent/CA1178003A/fr not_active Expired
- 1982-05-19 BR BR8202900A patent/BR8202900A/pt not_active IP Right Cessation
- 1982-06-01 MX MX19296082A patent/MX159154A/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0066078A2 (fr) | 1982-12-08 |
| MX159154A (es) | 1989-04-26 |
| EP0066078A3 (en) | 1985-03-20 |
| CA1178003A (fr) | 1984-11-20 |
| DE3277539D1 (en) | 1987-12-03 |
| BR8202900A (pt) | 1983-05-03 |
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