DE1619006B2 - Verfahren zur Verleihung schmutzab weisender Eigenschaften bei Textilien, die Synthesefasern enthalten - Google Patents
Verfahren zur Verleihung schmutzab weisender Eigenschaften bei Textilien, die Synthesefasern enthaltenInfo
- Publication number
- DE1619006B2 DE1619006B2 DE1619006A DED0053221A DE1619006B2 DE 1619006 B2 DE1619006 B2 DE 1619006B2 DE 1619006 A DE1619006 A DE 1619006A DE D0053221 A DED0053221 A DE D0053221A DE 1619006 B2 DE1619006 B2 DE 1619006B2
- Authority
- DE
- Germany
- Prior art keywords
- dirt
- acid
- textile
- weight
- acrylic acid
- 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
Links
- 239000004753 textile Substances 0.000 title claims description 63
- 239000005871 repellent Substances 0.000 title claims description 26
- 238000000034 method Methods 0.000 title claims description 20
- 229920002994 synthetic fiber Polymers 0.000 title claims description 8
- 239000012209 synthetic fiber Substances 0.000 title claims description 8
- 239000004744 fabric Substances 0.000 claims description 70
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 54
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 54
- 229920000642 polymer Polymers 0.000 claims description 49
- 229920005989 resin Polymers 0.000 claims description 49
- 239000011347 resin Substances 0.000 claims description 49
- 229920000728 polyester Polymers 0.000 claims description 42
- 229920001577 copolymer Polymers 0.000 claims description 39
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 29
- 230000002378 acidificating effect Effects 0.000 claims description 29
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 29
- 239000003054 catalyst Substances 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 25
- 239000000463 material Substances 0.000 claims description 22
- 238000005406 washing Methods 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 19
- 239000000839 emulsion Substances 0.000 claims description 14
- 239000000835 fiber Substances 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- 229920003180 amino resin Polymers 0.000 claims description 7
- 229920002678 cellulose Polymers 0.000 claims description 7
- 239000001913 cellulose Substances 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 230000037303 wrinkles Effects 0.000 claims description 5
- 229920003043 Cellulose fiber Polymers 0.000 claims description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 3
- 230000002209 hydrophobic effect Effects 0.000 claims description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 3
- 238000004140 cleaning Methods 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
- 230000032050 esterification Effects 0.000 claims 2
- 238000005886 esterification reaction Methods 0.000 claims 2
- 210000002105 tongue Anatomy 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 230000029087 digestion Effects 0.000 claims 1
- 238000002845 discoloration Methods 0.000 claims 1
- 238000005108 dry cleaning Methods 0.000 claims 1
- 230000001804 emulsifying effect Effects 0.000 claims 1
- 239000002657 fibrous material Substances 0.000 claims 1
- 238000007730 finishing process Methods 0.000 claims 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 125000005395 methacrylic acid group Chemical group 0.000 claims 1
- 238000009736 wetting Methods 0.000 claims 1
- 229920000742 Cotton Polymers 0.000 description 39
- 241000219146 Gossypium Species 0.000 description 38
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 20
- 239000002689 soil Substances 0.000 description 17
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 14
- -1 acrylic ester Chemical class 0.000 description 11
- LOTBYPQQWICYBB-UHFFFAOYSA-N methyl n-hexyl-n-[2-(hexylamino)ethyl]carbamate Chemical compound CCCCCCNCCN(C(=O)OC)CCCCCC LOTBYPQQWICYBB-UHFFFAOYSA-N 0.000 description 11
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 9
- 239000003599 detergent Substances 0.000 description 8
- 230000002940 repellent Effects 0.000 description 8
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 238000010409 ironing Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 230000000379 polymerizing effect Effects 0.000 description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 5
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 5
- 229920000297 Rayon Polymers 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002431 hydrogen Chemical class 0.000 description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
- 229920002125 Sokalan® Polymers 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 229920001807 Urea-formaldehyde Polymers 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 230000002411 adverse Effects 0.000 description 4
- 239000010779 crude oil Substances 0.000 description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 229920002239 polyacrylonitrile Polymers 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- LCHYEKKJCUJAKN-UHFFFAOYSA-N 2-propylphenol Chemical compound CCCC1=CC=CC=C1O LCHYEKKJCUJAKN-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920004934 Dacron® Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 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 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000005865 ionizing radiation Effects 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
- 229910052760 oxygen Chemical group 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- QYZMCNBNBHUBON-UHFFFAOYSA-N (2-amino-2-methylpropyl) nitrate Chemical compound CC(C)(N)CO[N+]([O-])=O QYZMCNBNBHUBON-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- UUGLSEIATNSHRI-UHFFFAOYSA-N 1,3,4,6-tetrakis(hydroxymethyl)-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione Chemical compound OCN1C(=O)N(CO)C2C1N(CO)C(=O)N2CO UUGLSEIATNSHRI-UHFFFAOYSA-N 0.000 description 1
- ABUNUNMIIYUDFO-UHFFFAOYSA-N 1,3-bis(hydroxymethyl)urea formaldehyde Chemical compound C(O)NC(NCO)=O.C=O ABUNUNMIIYUDFO-UHFFFAOYSA-N 0.000 description 1
- IHBLBMDDUQOYLA-UHFFFAOYSA-N 1-octadecyl-3-[4-[[4-(octadecylcarbamoylamino)phenyl]methyl]phenyl]urea Chemical compound C1=CC(NC(=O)NCCCCCCCCCCCCCCCCCC)=CC=C1CC1=CC=C(NC(=O)NCCCCCCCCCCCCCCCCCC)C=C1 IHBLBMDDUQOYLA-UHFFFAOYSA-N 0.000 description 1
- RRKBRXPIJHVKIC-UHFFFAOYSA-N 2-(2-ethylhexyl)phenol Chemical compound CCCCC(CC)CC1=CC=CC=C1O RRKBRXPIJHVKIC-UHFFFAOYSA-N 0.000 description 1
- BCSSWMSPHLKCMJ-UHFFFAOYSA-N 2-(hydroxymethyl)-n-methylprop-2-enamide Chemical compound CNC(=O)C(=C)CO BCSSWMSPHLKCMJ-UHFFFAOYSA-N 0.000 description 1
- OIFFJMYLPZHMEE-UHFFFAOYSA-N 2-chloro-n-(hydroxymethyl)-n-methylacetamide Chemical compound OCN(C)C(=O)CCl OIFFJMYLPZHMEE-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- FIWYWGLEPWBBQU-UHFFFAOYSA-N 2-heptylphenol Chemical compound CCCCCCCC1=CC=CC=C1O FIWYWGLEPWBBQU-UHFFFAOYSA-N 0.000 description 1
- ABMULKFGWTYIIK-UHFFFAOYSA-N 2-hexylphenol Chemical compound CCCCCCC1=CC=CC=C1O ABMULKFGWTYIIK-UHFFFAOYSA-N 0.000 description 1
- PMUNIMVZCACZBB-UHFFFAOYSA-N 2-hydroxyethylazanium;chloride Chemical compound Cl.NCCO PMUNIMVZCACZBB-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 1
- JOONSONEBWTBLT-UHFFFAOYSA-N 2-tetradecylphenol Chemical compound CCCCCCCCCCCCCCC1=CC=CC=C1O JOONSONEBWTBLT-UHFFFAOYSA-N 0.000 description 1
- SMGLHFBQMBVRCP-UHFFFAOYSA-N 3-hydroxypropanamide Chemical compound NC(=O)CCO SMGLHFBQMBVRCP-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 240000000491 Corchorus aestuans Species 0.000 description 1
- 235000011777 Corchorus aestuans Nutrition 0.000 description 1
- 235000010862 Corchorus capsularis Nutrition 0.000 description 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- 244000299507 Gossypium hirsutum Species 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
- 229920002614 Polyether block amide Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- SYDYRFPJJJPJFE-UHFFFAOYSA-N [[4,6-bis[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(N(CO)CO)=NC(N(CO)CO)=N1 SYDYRFPJJJPJFE-UHFFFAOYSA-N 0.000 description 1
- WEAJVJTWVRAPED-UHFFFAOYSA-N [[4-amino-6-[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound NC1=NC(N(CO)CO)=NC(N(CO)CO)=N1 WEAJVJTWVRAPED-UHFFFAOYSA-N 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 235000011162 ammonium carbonates Nutrition 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000003819 basic metal compounds Chemical class 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- JVQOASIPRRGMOS-UHFFFAOYSA-M dodecyl(trimethyl)azanium;hydroxide Chemical class [OH-].CCCCCCCCCCCC[N+](C)(C)C JVQOASIPRRGMOS-UHFFFAOYSA-M 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- XHIOOWRNEXFQFM-UHFFFAOYSA-N ethyl prop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(=O)C=C XHIOOWRNEXFQFM-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- XVVGGZUZOITHPH-UHFFFAOYSA-N formaldehyde;prop-2-enal Chemical compound O=C.C=CC=O XVVGGZUZOITHPH-UHFFFAOYSA-N 0.000 description 1
- YIBPLYRWHCQZEB-UHFFFAOYSA-N formaldehyde;propan-2-one Chemical compound O=C.CC(C)=O YIBPLYRWHCQZEB-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 235000021190 leftovers Nutrition 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N monoethanolamine hydrochloride Natural products NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- ZGRZYEIIQUWUFZ-UHFFFAOYSA-N n-(hydroxymethyl)-n-[[hydroxymethyl(prop-2-enoyl)amino]methyl]prop-2-enamide Chemical compound C=CC(=O)N(CO)CN(CO)C(=O)C=C ZGRZYEIIQUWUFZ-UHFFFAOYSA-N 0.000 description 1
- AUCNMQYOQYTGPE-UHFFFAOYSA-N n-(hydroxymethyl)-n-methylprop-2-enamide Chemical compound OCN(C)C(=O)C=C AUCNMQYOQYTGPE-UHFFFAOYSA-N 0.000 description 1
- MNQOPPDTVHYCEZ-UHFFFAOYSA-N n-(hydroxymethyl)formamide Chemical compound OCNC=O MNQOPPDTVHYCEZ-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005510 radiation hardening Methods 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 235000019794 sodium silicate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-AKLPVKDBSA-N zinc-68 Chemical compound [68Zn] HCHKCACWOHOZIP-AKLPVKDBSA-N 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
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/273—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having epoxy groups
-
- 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
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
-
- 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
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/267—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof of unsaturated carboxylic esters having amino or quaternary ammonium groups
-
- 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
- D06M15/29—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides containing a N-methylol group or an etherified N-methylol group; containing a N-aminomethylene group; containing a N-sulfidomethylene group
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)
- Chemical Or Physical Treatment Of Fibers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57015466A | 1966-08-04 | 1966-08-04 | |
| US570169A US3377249A (en) | 1966-08-04 | 1966-08-04 | Soil release of polyester containing textiles through treatment with aminoplast resins in conjunction with acrylic emulsion polymers containing at least 20% acid calculated as acrylic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1619006A1 DE1619006A1 (de) | 1970-10-29 |
| DE1619006B2 true DE1619006B2 (de) | 1973-10-04 |
Family
ID=27075256
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1619006A Pending DE1619006B2 (de) | 1966-08-04 | 1967-06-01 | Verfahren zur Verleihung schmutzab weisender Eigenschaften bei Textilien, die Synthesefasern enthalten |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US3377249A (en, 2012) |
| AT (1) | AT286922B (en, 2012) |
| BE (1) | BE699359A (en, 2012) |
| CH (2) | CH776967A4 (en, 2012) |
| DE (1) | DE1619006B2 (en, 2012) |
| GB (1) | GB1189501A (en, 2012) |
| LU (1) | LU53796A1 (en, 2012) |
| NL (2) | NL6707579A (en, 2012) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2846984A1 (de) * | 1977-11-02 | 1979-05-10 | Rhone Poulenc Ind | Neue fuer reinigungszwecke verwendbare anti-schmutz- und anti-wiederablagerungs-zusammensetzungen |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL136360C (en, 2012) * | 1966-08-04 | |||
| USRE28914E (en) * | 1967-03-10 | 1976-07-20 | Deering Milliken Research Corporation | Treatment of a cellulosic-containing textile with a fluorocarbon, an aminoplast, and a synthetic acid copolymer, and textile obtained therefrom |
| US3652212A (en) * | 1967-04-17 | 1972-03-28 | Deering Milliken Res Corp | Multi-step in situ polymer formation to produce fabric having improved soiling characteristics |
| US3540835A (en) * | 1967-08-11 | 1970-11-17 | Deering Milliken Res Corp | Carboxylic acid group containing copolymer is applied to textile which has been treated with an aminoplast resin to improve soil release characteristics thereof |
| US3632416A (en) * | 1967-10-27 | 1972-01-04 | Nat Patent Dev Corp | Fibrous textile materials impregnated with hydroxyalkyl methacrylate casting syrups |
| US3521993A (en) * | 1967-11-15 | 1970-07-28 | Burlington Industries Inc | Soil releasing textiles |
| US3650801A (en) * | 1968-07-25 | 1972-03-21 | Burlington Industries Inc | Oil release for 100% synthetic fibers |
| CH1305669D (en, 2012) * | 1968-08-28 | |||
| US3632420A (en) * | 1968-09-13 | 1972-01-04 | Deering Milliken Res Corp | Textile material with improved soil release characteristics |
| US3617188A (en) * | 1968-11-26 | 1971-11-02 | Crompton Shenandoah Co | Soil release fabrics and method for producing same |
| US3632421A (en) * | 1968-12-09 | 1972-01-04 | Deering Milliken Res Corp | Textile material with soil release characteristics |
| US3634131A (en) * | 1969-02-12 | 1972-01-11 | Deering Milliken Res Corp | Fugitively colored solid materials |
| US7291570B1 (en) | 2000-06-02 | 2007-11-06 | Milliken & Company | Yarns and fabrics having a wash-durable non-electrically conductive topically applied metal-based finish |
| US3632422A (en) * | 1969-12-04 | 1972-01-04 | Burlington Industries Inc | Textile fabric having soil release finish and method of making same |
| US3660010A (en) * | 1969-12-17 | 1972-05-02 | Nat Starch Chem Corp | Treating textiles with soil release agents |
| US3778226A (en) * | 1970-04-15 | 1973-12-11 | Du Pont | Durable-press and soil-release compositions |
| US3922723A (en) * | 1971-01-14 | 1975-12-02 | Karel Popper | Methods and articles for deodorizing using ion exchange manufacture |
| US3717687A (en) * | 1971-03-24 | 1973-02-20 | Lubrizol Corp | Composition and method of imparting premanent press and soil release properties to fabrics |
| US3782898A (en) * | 1971-08-12 | 1974-01-01 | Pennwalt Corp | Temporary soil release resins applied to fabrics in laundering |
| US3993830A (en) * | 1972-04-28 | 1976-11-23 | Colgate-Palmolive Company | Soil-release finish |
| US4333183A (en) * | 1973-07-24 | 1982-06-08 | Karel Popper | Deodorizing methods and articles using ion exchange manufacture |
| US4155123A (en) * | 1973-07-24 | 1979-05-22 | Paul M. Klein, Jr. | Deodorizing manufacture for the foot using ion exchange material |
| US4008293A (en) * | 1974-08-01 | 1977-02-15 | Ppg Industries, Inc. | Crosslinkable coating compositions and method of using the same |
| US4007305A (en) * | 1974-12-23 | 1977-02-08 | Basf Wyandotte Corporation | Method of imparting nondurable soil release and soil repellency properties to textile materials |
| DE2520224B2 (de) * | 1975-05-07 | 1977-05-05 | Verfahren zum veredeln von textilgut | |
| US3975154A (en) * | 1975-06-09 | 1976-08-17 | The United States Of America As Represented By The Secretary Of Agriculture | Process for producing and utilizing durable press fabrics with strong acid grafts |
| US4081383A (en) * | 1976-09-02 | 1978-03-28 | Rohm And Haas Company | Anti-soiling treatment for carpets and carpet yarns |
| US4318956A (en) * | 1980-08-15 | 1982-03-09 | Rohm And Haas Company | Soil release on polyester textiles using cationic water soluble addition polymer |
| US4352917A (en) * | 1980-09-18 | 1982-10-05 | Sws Silicones Corporation | Hydrophilic coatings for textile materials |
| US4743267A (en) * | 1982-06-21 | 1988-05-10 | International Yarn Corporation Of Tennessee | Process for improving polymer fiber properties and fibers produced thereby |
| US4672005A (en) * | 1984-03-01 | 1987-06-09 | Intera Corporation | Process for improving polymer substrate properties, and modified polymers produced thereby |
| US6036727A (en) * | 1995-06-05 | 2000-03-14 | Creative Products Resource, Inc. | Anhydrous dry-cleaning compositions containing polysulfonic acid, and dry-cleaning kits for delicate fabrics |
| US6086634A (en) * | 1995-06-05 | 2000-07-11 | Custom Cleaner, Inc. | Dry-cleaning compositions containing polysulfonic acid |
| US5658651A (en) * | 1995-09-29 | 1997-08-19 | Creative Products Resource, Inc. | Fabric treatment and softener system for in-dryer use |
| CA2221635A1 (en) * | 1995-06-05 | 1996-12-12 | Creative Products Resource, Inc. | Dry-cleaning kit for in-dryer use |
| US5591516A (en) * | 1995-06-07 | 1997-01-07 | Springs Industries, Inc. | Durable, pill-resistant polyester fabric and method for the preparation thereof |
| US6025284A (en) * | 1997-12-01 | 2000-02-15 | Marco; Francis W. | Sun protective fabric |
| US5968207A (en) * | 1998-02-20 | 1999-10-19 | Milliken & Company | Esterified triclosan derivatives as improved textile antimicrobial agents |
| US6033608A (en) * | 1998-03-11 | 2000-03-07 | Milliken & Company | Method for making foam rubber tree bark-configured articles having manmade textiles backings |
| US6194330B1 (en) * | 1998-07-31 | 2001-02-27 | Milliken & Company | Polymer latex for ultraviolet absorbtion on fabric |
| US6180178B1 (en) | 1998-10-22 | 2001-01-30 | Milliken & Company | Method of producing support garments by applying polyurethane coatings to specific areas of fabric |
| US6315800B1 (en) | 1998-10-27 | 2001-11-13 | Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. | Laundry care products and compositions |
| US6825138B2 (en) * | 1999-09-02 | 2004-11-30 | Warmkraft, Inc. | Wrinkle free-water resistant fabrics and garments and method |
| US6263707B1 (en) | 1999-09-20 | 2001-07-24 | Milliken & Company | Opaque heat-moldable circular knit support fabrics having very high spandex content |
| GB2396841B (en) | 2000-03-17 | 2004-09-08 | Walk Off Mats Ltd | Mat,and method of manufacturing a mat |
| US6770581B1 (en) | 2000-03-17 | 2004-08-03 | Milliken & Company | Absorbent fabrics, products, and methods |
| US6640371B2 (en) * | 2000-06-02 | 2003-11-04 | Milliken & Company | Topical incorporation of solid antimicrobial compounds on yarn surfaces through high pressure |
| US6500212B1 (en) * | 2000-11-08 | 2002-12-31 | National Starch And Chemical Investment Holding Corporation | Method for reducing wrinkles and improving feel in fabrics |
| US7012033B2 (en) * | 2002-12-17 | 2006-03-14 | Milliken And Company | Fluorochemical-containing textile finishes that exhibit wash-durable soil release and moisture wicking properties |
| US20050015886A1 (en) * | 2003-07-24 | 2005-01-27 | Shaw Industries Group, Inc. | Methods of treating and cleaning fibers, carpet yarns and carpets |
| US20060135673A1 (en) * | 2004-12-15 | 2006-06-22 | Temperante John A | Fluorochemical esters blends as repellent polymer melt additives |
| US7396866B2 (en) * | 2004-12-15 | 2008-07-08 | 3M Innovative Properties Company | Fluorochemical diesters as repellent polymer melt additives |
| US7785374B2 (en) * | 2005-01-24 | 2010-08-31 | Columbia Insurance Co. | Methods and compositions for imparting stain resistance to nylon materials |
| US20090246258A1 (en) * | 2008-03-28 | 2009-10-01 | Piyush Shukla | Antimicrobial and odor adsorbing textile |
| US20150250166A1 (en) | 2012-08-23 | 2015-09-10 | Allylix, Inc. | Nootkatone as an insecticide and insect repellent |
| US9534343B2 (en) | 2012-10-18 | 2017-01-03 | The Chemours Company Fc, Llc | Partially fluorinated copolymer emulsions containing fatty acids and esters |
| WO2014099821A2 (en) | 2012-12-18 | 2014-06-26 | Allylix, Inc. | Solavetivone and 5-epi-beta-vertivone as pest repellants and pesticides |
| US11220086B2 (en) | 2018-04-13 | 2022-01-11 | Amtex Innovations Llc | Stitchbonded, washable nonwoven towels and method for making |
| EP3802770A1 (en) | 2018-06-01 | 2021-04-14 | Amtex Innovations LLC | Methods of washing stitchbonded nonwoven towels using a soil release polymer |
| US10822578B2 (en) | 2018-06-01 | 2020-11-03 | Amtex Innovations Llc | Methods of washing stitchbonded nonwoven towels using a soil release polymer |
| US11884899B2 (en) | 2018-06-01 | 2024-01-30 | Amtex Innovations Llc | Methods of laundering stitchbonded nonwoven towels using a soil release polymer |
| GB202000594D0 (en) * | 2020-01-15 | 2020-02-26 | Supercrease Ltd | Resin for use in setting a crease in a garment |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE513352A (en, 2012) * | 1951-08-18 | |||
| BE526413A (en, 2012) * | 1953-02-12 | |||
| US2725308A (en) * | 1953-02-27 | 1955-11-29 | Monsanto Chemicals | Composition for and treatment of textile materials |
| US2755198A (en) * | 1953-02-27 | 1956-07-17 | Monsanto Chemicals | Novel compositions and treatment of textile materials |
| US2804402A (en) * | 1953-11-18 | 1957-08-27 | Monsanto Chemicals | Treatment of cellulose containing textile materials and compositions therefor |
| US2810624A (en) * | 1954-04-08 | 1957-10-22 | Rohm & Haas | Cellulose plisse fabric and method of producing by applying 1, 3-bis(hydroxy-methyl)-2-imidazolidone and chemical shrinking agent |
| US2987421A (en) * | 1955-09-19 | 1961-06-06 | Goodrich Co B F | Composition for treating textile materials, method, and article produced thereby |
| US2868748A (en) * | 1955-09-23 | 1959-01-13 | American Cyanamid Co | Emulsions of acrylic polymers |
| US3011917A (en) * | 1956-02-16 | 1961-12-05 | Dow Chemical Co | Process for preparing permanently stiffened textiles |
| US2977665A (en) * | 1957-07-05 | 1961-04-04 | William W Mcelrath | Process for non-shrinking fibrous materials |
| US3125405A (en) * | 1959-06-09 | 1964-03-17 | Method of crease-proofing cellulosic | |
| US3049446A (en) * | 1960-02-05 | 1962-08-14 | Sun Chemical Corp | Process for the manufacture of urea, glyoxal and formaldehye reaction product useful for improving cellulosic textile materials |
| BE615426A (en, 2012) * | 1961-02-03 | 1900-01-01 | ||
| NL275109A (en, 2012) * | 1961-02-28 | |||
| US3246946A (en) * | 1961-05-09 | 1966-04-19 | Rohm & Haas | Method of crease-proofing cellulosic fabrics and fabrics obtained |
| US3236685A (en) * | 1962-06-20 | 1966-02-22 | Eastman Kodak Co | Process for treating textile fibers and other shaped products with coatings |
| US3152920A (en) * | 1962-09-20 | 1964-10-13 | Eastman Kodak Co | Antistatic, soil-resistant coatings |
| US3434161A (en) * | 1965-10-05 | 1969-03-25 | Research Corp | Textile fabric treatment |
| NL136360C (en, 2012) * | 1966-08-04 |
-
0
- NL NL136360D patent/NL136360C/xx active
-
1966
- 1966-08-04 US US570169A patent/US3377249A/en not_active Expired - Lifetime
- 1966-08-04 US US570154A patent/US3649165A/en not_active Expired - Lifetime
-
1967
- 1967-05-31 NL NL6707579A patent/NL6707579A/xx unknown
- 1967-05-31 LU LU53796A patent/LU53796A1/xx unknown
- 1967-06-01 BE BE699359A patent/BE699359A/xx unknown
- 1967-06-01 CH CH776967D patent/CH776967A4/xx unknown
- 1967-06-01 AT AT512367A patent/AT286922B/de not_active IP Right Cessation
- 1967-06-01 DE DE1619006A patent/DE1619006B2/de active Pending
- 1967-06-01 GB GB25279/67A patent/GB1189501A/en not_active Expired
- 1967-06-01 CH CH776967A patent/CH535863A/fr unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2846984A1 (de) * | 1977-11-02 | 1979-05-10 | Rhone Poulenc Ind | Neue fuer reinigungszwecke verwendbare anti-schmutz- und anti-wiederablagerungs-zusammensetzungen |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1189501A (en) | 1970-04-29 |
| AT286922B (de) | 1970-12-28 |
| NL136360C (en, 2012) | |
| US3649165A (en) | 1972-03-14 |
| CH535863A (fr) | 1971-05-14 |
| CH776967A4 (en, 2012) | 1971-05-14 |
| DE1619006A1 (de) | 1970-10-29 |
| LU53796A1 (en, 2012) | 1967-07-31 |
| US3377249A (en) | 1968-04-09 |
| BE699359A (en, 2012) | 1967-12-01 |
| NL6707579A (en, 2012) | 1968-02-05 |
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