US3664863A - Carpets having a back-coating of in situ-formed polyurethane - Google Patents
Carpets having a back-coating of in situ-formed polyurethane Download PDFInfo
- Publication number
- US3664863A US3664863A US3664863DA US3664863A US 3664863 A US3664863 A US 3664863A US 3664863D A US3664863D A US 3664863DA US 3664863 A US3664863 A US 3664863A
- Authority
- US
- United States
- Prior art keywords
- carpet
- polyether
- carpet according
- hydroxyl groups
- carpets
- 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 - Lifetime
Links
- 239000004814 polyurethane Substances 0.000 title abstract description 18
- 229920002635 polyurethane Polymers 0.000 title abstract description 18
- 238000000576 coating method Methods 0.000 title description 20
- 239000011248 coating agent Substances 0.000 title description 19
- 229920005862 polyol Polymers 0.000 claims abstract description 24
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 21
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 21
- 239000003054 catalyst Substances 0.000 claims abstract description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 33
- 150000001875 compounds Chemical class 0.000 claims description 21
- 125000002947 alkylene group Chemical group 0.000 claims description 16
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- 239000011872 intimate mixture Substances 0.000 claims description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical group C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 5
- 150000004676 glycans Chemical class 0.000 claims description 3
- 229930182470 glycoside Natural products 0.000 claims description 3
- 150000002338 glycosides Chemical class 0.000 claims description 3
- 229920001282 polysaccharide Polymers 0.000 claims description 3
- 239000005017 polysaccharide Substances 0.000 claims description 3
- 239000002516 radical scavenger Substances 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 150000002772 monosaccharides Chemical class 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 16
- 238000011065 in-situ storage Methods 0.000 abstract description 7
- 230000001413 cellular effect Effects 0.000 abstract description 5
- 239000007788 liquid Substances 0.000 description 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 11
- 238000007792 addition Methods 0.000 description 11
- 239000004744 fabric Substances 0.000 description 11
- 239000011541 reaction mixture Substances 0.000 description 11
- 229920000570 polyether Polymers 0.000 description 10
- -1 polypropylene Polymers 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 150000003077 polyols Chemical class 0.000 description 5
- AXFVIWBTKYFOCY-UHFFFAOYSA-N 1-n,1-n,3-n,3-n-tetramethylbutane-1,3-diamine Chemical compound CN(C)C(C)CCN(C)C AXFVIWBTKYFOCY-UHFFFAOYSA-N 0.000 description 4
- 240000000491 Corchorus aestuans Species 0.000 description 4
- 235000011777 Corchorus aestuans Nutrition 0.000 description 4
- 235000010862 Corchorus capsularis Nutrition 0.000 description 4
- 239000004677 Nylon Substances 0.000 description 4
- 239000004743 Polypropylene Substances 0.000 description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- 229920001155 polypropylene Polymers 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 239000003377 acid catalyst Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920005749 polyurethane resin Polymers 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 3
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229920000538 Poly[(phenyl isocyanate)-co-formaldehyde] Polymers 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- 229940115440 aluminum sodium silicate Drugs 0.000 description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 229930182478 glucoside Natural products 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000011968 lewis acid catalyst Substances 0.000 description 2
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Chemical class 0.000 description 2
- 239000002184 metal Chemical class 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000011496 polyurethane foam Substances 0.000 description 2
- 239000000429 sodium aluminium silicate Substances 0.000 description 2
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000004758 synthetic textile Substances 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 1
- TURGQPDWYFJEDY-UHFFFAOYSA-N 1-hydroperoxypropane Chemical compound CCCOO TURGQPDWYFJEDY-UHFFFAOYSA-N 0.000 description 1
- BTFWJAUZPQUVNZ-UHFFFAOYSA-N 1-methyl-3-[(3-methylphenyl)methyl]benzene Chemical compound CC1=CC=CC(CC=2C=C(C)C=CC=2)=C1 BTFWJAUZPQUVNZ-UHFFFAOYSA-N 0.000 description 1
- GELKGHVAFRCJNA-UHFFFAOYSA-N 2,2-Dimethyloxirane Chemical compound CC1(C)CO1 GELKGHVAFRCJNA-UHFFFAOYSA-N 0.000 description 1
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
- FZIIBDOXPQOKBP-UHFFFAOYSA-N 2-methyloxetane Chemical compound CC1CCO1 FZIIBDOXPQOKBP-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 101100264195 Caenorhabditis elegans app-1 gene Proteins 0.000 description 1
- 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 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- RLAHWVDQYNDAGG-UHFFFAOYSA-N Methanetriol Chemical class OC(O)O RLAHWVDQYNDAGG-UHFFFAOYSA-N 0.000 description 1
- DNNXXFFLRWCPBC-UHFFFAOYSA-N N=C=O.N=C=O.C1=CC=CC=C1 Chemical compound N=C=O.N=C=O.C1=CC=CC=C1 DNNXXFFLRWCPBC-UHFFFAOYSA-N 0.000 description 1
- 229920001944 Plastisol Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical class C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- YVIMHTIMVIIXBQ-UHFFFAOYSA-N [SnH3][Al] Chemical compound [SnH3][Al] YVIMHTIMVIIXBQ-UHFFFAOYSA-N 0.000 description 1
- GPDWNEFHGANACG-UHFFFAOYSA-L [dibutyl(2-ethylhexanoyloxy)stannyl] 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)O[Sn](CCCC)(CCCC)OC(=O)C(CC)CCCC GPDWNEFHGANACG-UHFFFAOYSA-L 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- GPWHDDKQSYOYBF-UHFFFAOYSA-N ac1l2u0q Chemical compound Br[Br-]Br GPWHDDKQSYOYBF-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- OYSYBUXEAFXXMH-UHFFFAOYSA-N dialurate Chemical compound O[C-](C(NC(N1)=O)=O)C1=O OYSYBUXEAFXXMH-UHFFFAOYSA-N 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 1
- 235000019414 erythritol Nutrition 0.000 description 1
- 229940009714 erythritol Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- 150000004000 hexols Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000011133 lead Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004999 plastisol Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical class O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 229940117958 vinyl acetate Drugs 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4829—Polyethers containing at least three hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/23907—Pile or nap type surface or component
- Y10T428/23986—With coating, impregnation, or bond
Definitions
- polyols selected polyisocyanates and catalyst.
- the present invention relates to the application of backcoatings to carpets. More particularly it relates to the application of polyurethane coatings to the back of carpets.
- carpets any fabric-like sheet material is contemplated, whether tufted, woven, knitted, felted, cemented or otherwise, and that the fabric may be a carpet, rug, mat, floor covering, floor tile, wall covering or the like.
- the carpet back-cloth may consist of natural and/or synthetic textile materials, such as jute, hessian, nylon, polypropylene and the like.
- the pile elements may also be built up of natural and/or synthetic textile materials, such as wool, nylon, polyacrylonitrile, polypropylene and the like.
- Back-coating is widely used in the production of most types of carpets. Numerous related factors, including basic carpet construction, application techniques, the required characteristics of the finished carpet and, of course, cost determine whether to back-coat and what to use.
- the main function of back-coating of carpets is adhesive.
- Carpet properties which are directly effected by back-coating include the following.
- pets of high pile density may have adequate tuft retention without a back-coating, tufted carpets have virtually no tuft retention, unless they are back-coated. With a suitable back-coating their tuft retention can be made excellent.
- the tuft-retention of Wilton or Axminster carpets of low pile density may also considerably be enhanced by back-coating.
- Antifray properties It is important to eliminate the fraying of cut edges of tufted carpets. To achieve complete antifray, an appreciable weight of coating is required, in order that all of the yarns in the carpet are contacted by the coating.
- the back-coating will give a better handle to the carpet by introducing a certain degree of stiffness. It also affects the properties of the laid carpet; it prevents ruckling, imparts a high degree of resilience and prevents slipping of the carpet on a polished floor.
- the back coating must have a long effectiveness. It should have a high tensile strength, it should not be dissolved by water and common solvents and not be affected by the components of the floor on which the carpet is laid. it should be capable of application by simple techniques and provide good adhesion for a secondary back-cloth.
- Well known carpet backing compounds are styrene-butadiene copolymer latices, in which the copolymers may be carboxylated or not, natural rubber latices, emulsions of homoor copolymers of vinylacetate, acrylic acid esters and the like, and polyvinyl chloride plastisols. It has also been proposed to back-coat carpets with polyurethanes, either in the form of organic solutions of prepolymers, in the form of aqueous emulsions of blocked polymers or in the form of a foaming mixture.
- the backing machine performs essentially two operations.
- the first operation consists in distributing the coating material to the back of the carpet and the second consists in fixing permanently the coating thus applied by drying, gelation, vulcanization, curing or the like.
- huge dryers usually of the hot air type, operating at temperatures up to 160 C. are needed.
- An object of the present invention is to back-coat carpets with essentially non-cellular elastomeric polyurethanes, which are formed on the back of the carpet by in situ reaction of specific poly-ether-polyols and polyisocyanates.
- anchorage of the tufts obtained in this way is much better than with polyurethane foam, the tensile strength of non-cellular polyurethanes being much higher than that of polyurethane foam.
- a further object of the invention is to back-coat carpets with non-cellular elastomeric polyurethanes, which cure in situ on the back of the carpet at ambient temperature in relatively short time thus obviating the need for a separate heating process.
- a further object is to provide new polyurethane backing compounds for carpets which give excellent tuft anchorage, antifray properties, improved handle and dimensional stability to the carpets.
- Still another object is to provide novel back-coated carpets in which the backing material consists of selected polyurethanes, and which possess improved properties.
- polyether-polyols which are used according to the invention are obtained by the addition of alkylene oxides having from two to four carbon atoms to compounds having three or more active hydrogen atoms.
- alkylene oxides having from two to four carbon atoms
- polyether-polyols are formed with contain only primary hydroxyl groups.
- Such polyetherpolyols cannot be used in the present invention.
- acid catalysts for the addition tend to produce polyetherpolyols having partly primary and secondary hydroxyl-groups in their molecules.
- These polyether-polyols, carrying both primary and secondary hydroxyl groups, are preferably used as the polyol component in the back-coating mixture according to the invention.
- any of the acid catalyst which have been employed to carry out alkylene oxide additions may be used to prepare the polyethers.
- Typical acid catalysts which are preferably used in our invention are mineral acids or Lewis acid catalysts, such as boron trifluoride, tribromide of trichloride, and the chlorides of aluminium tin, iron and zinc.
- Lewis acid catalysts such as boron trifluoride, tribromide of trichloride, and the chlorides of aluminium tin, iron and zinc.
- complexes of Lewis acid catalysts and other organic or inorganic compounds may also be used.
- catalysts have proved to be boron trifluoride and its complexes.
- the amount of catalysts used in the condensation is not critical. An operable range is from 0,l to 1,0 percent, based on the weight of the polyether reaction mixture.
- the residual acid constituents in the polyether ob- 'tained may be left therein as such or they may be partially or be used as such in the process according to the invention.
- such polyether-polyols are applied after a part of their secondary hydroxyl groups have been capped with hydroxyethyl groups through reaction with ethylene oxide. The simultaneous presence of secondary and primary hydroxyl groups in the polyether-polyols thus obtained improves the results to be obtained by the present invention.
- the hydroxyl number of the polyether-polyols should be within the range of 100 to 365 and preferably in the range of 200 to 300.
- the polyether-polyol should be of a liquid or semiliquid nature at ambient temperatures or slightly above that.
- Typical polyhydroxyl compounds suitable as starting materials for the preparation of the polyethers are triols, such as glycerol, trimethylol propane and hexanetriol, tetrols, such as erythritol and pentaerythritol, pentols, such as arabitol and xylitol, hexols, such as sorbitol and mannitol, glycosides, such as methyl glucoside, ethylene glycol glucoside and glycerol glucoside and monoand polysaccharides, such as arabinose, glucose, sucrose, lactose, dextrin and starch.
- triols such as glycerol, trimethylol propane and hexanetriol
- tetrols such as erythritol and pentaerythritol
- pentols such as arabitol and xylitol
- hexols such as
- polyhydroxyl compounds may also be used. These polyhydroxyl compounds are preferably reacted in a substantially dry state with the alkylene oxide, although small amounts of water may be present.
- alkylene oxides which may be reacted with the polyhydroxyl compounds to form the polyether useful in this invention are those which have from two to four carbon atoms, such as ethylene oxide, propylene oxide, l,2-butylene oxide, 1,3-butylene oxide, 2,3-butylene oxide and isobutylene oxide. These alkylene oxides may be used singly (with the exception of ethylene oxide) or in admixture. Propylene oxide is the preferred alkylene oxide in our invention. Since ethylene oxide produces polyethers containing only primary hydroxylgroups, this alkylene oxide is only used together with other alkylene oxides. It is employed in relatively low quantities in order to introduce the desired amount of primary hydroxyl groups in polyether-polyols which otherwise do not contain primary hydroxyl groups.
- organic polyisocyanates containing at least two isocyanate groups per mol are all those which are liquid or semi-liquid under the conditions of use. For this reason it may be necessary to apply heat to certain polyisocyanates, in order to raise their temperature above their melting points, or to add a minor amount of a solvent. The liquid or semi-liquid, melted polyisocyanate may then be mixed with the polyether.
- Suitable organic polyisocyanates include 2,4 tolylene diisocyonate, 2,6 tolylene diisocyanate, commercially available mixtures containing 65 or 80 percent of 2,4 tolylene diisocyanate and 35 or percent of 2,6 tolylene diisocyanate, 1,3 benzene diisocyanate, 1,4 benzene diisocyanate, technical or pure 4,4 diphenylmethane diisocyanate, polymethylene polyphenylisocyanate, 3,3'dimethyl diphenylmethane diisocyanate and l, l-diphenylcyclclohexyl 4,4-diisocyanate.
- liquid or semi-liquid prepolymers especially those which contain predetermined proportions of the selected polyethers.
- polyfunctional isocyanates which are produced from polyisocyanates and water with biuret formation are also to be considered, e.g. a liquid triisocyanate obtained from 3 mols of hexamethylene diisocyanate and 1 mol of water.
- Polycarbodiimides with terminal free isocyanate groups are also suitable. Due to their low vapor pressure and resulting low toxicity the liquid or semi-liquid polyvalent polyisocyanates having an average functionality higher than 2 are preferred.
- polyisocyanates may likewise be employed.
- acidity of the polyisocyanate is too high, it may be necessary to neutralize the acid residues by addition of basic compounds, such as tertiary amines.
- the polyether containing hydroxyl groups and the polyisocyanate are used in relative amounts corresponding to a NCO/OH ratio within the range of 0,95164 to 1,5. 0,95 NCO/OH ratios outside these limits, the physical properties of the polyurethane resins are generally somewhat less good.
- the NCO/OH ratio is from about 1,01 to 1,20.
- the catalysts which are needed to make the reaction mixture curable at ambient temperatures comprise organometal compounds or metal salts of carboxylic acids derived from polyvalent metals such as tin, cobalt, lead, cadmium, titane, and zinc.
- Typical of such catalysts are dibutyltin dilaurate, dibutyltin di-2-ethylhexoate, dibutyltin diversatate, stannous octoate and the like. These catalysts may be present in amounts ranging from 0,05 to 2,0 percent based on the weight of the reaction mixture. They are advantageously used in combination with amine type catalysts, such as triethylene diamine, tetramethylbutane diamine and the like.
- the intimate mixture of the reactants is made by pumping said reactants or premixed compounds thereof to the mixing chamber of a commercial polyurethane machine from where it is dispensed in the form of fine particles or as a thin layer, for instance, by means of a spraying nozzle. It is evenly deposited on the back of the carpet to be coated, where it is left to cure. Within a couple of minutes the coating will have lost its tack and the carpet may be stored by winding the same on rollers. If desired, the back-coated carpet, while still being in a tacky state, may be contacted with a second layer of hessian or burlap. The sandwich is then passed through a pair of nip rollers and allowed to cure. In this way a secondary cloth-back with a very neat appearance is obtained.
- the reaction mixture which forms the polyurethane elastomer should not substantially foam. Since water reacts with isocyanates with formation of carbon dioxide, its content should be as low as possible. Therefore the reactants should be virtually anhydrous and it is desirable to include a water scavenger in the reaction mixture, such as molecular sieves, hydrolysable esters or the like, like orthoformic acid esters or titanic acid esters.
- a water scavenger such as molecular sieves, hydrolysable esters or the like, like orthoformic acid esters or titanic acid esters.
- Other substances which may be added to the reaction mixture are pigments, fillers, plasticizers, anti oxidants, surfactants, stabilizers and the like.
- the surfactants may be added in order to increase the penetration of the polyurethane in the backing cloth and around the piles so as to firmly bond the pile to the backing cloth.
- small amounts of diluting agents which decrease the viscosity of the reaction mixture, may also be added to increase the penetration.
- the back-coated carpets made according to the invention exhibit a very good tuft anchorage, and have a pleasant handle and a desirable flexibility.
- the abrasion resistance and the dimensional stability is very high as shown by wear trials.
- the carpets perfectly withstand a heat ageing test and have a distinct chemical inertness.
- EXAMPLE I A mixture is prepared according to the following formula: 75 parts of an acid catalyzed dextrose and propylene oxide based polyol, hydroxyl-number 280, containing secondary and primary hydroxyl groups 2,2 parts of sodium aluminium silicate 0,4 part of dibutyltin diversatate 0,35 part of tetramethylbutane diamine This premixed compound is pumped into the mixing head of a two-component polyurethane spraying device.
- the other component consists of 64,2 parts of 4,4'-diphenylmethane diisocyanate.
- the reaction mixture is deposited on the back of a tufted carpet consisting of jute back-cloth and nylon piles, in an amount of 250 g/m".
- the reaction mixture reacts and cures at ambient temperature in a couple of minutes, to yield a back coated carpet.
- the anchorage of the tufts in the carpet and the wear resistance of the carpet are very good.
- EXAMPLE 2 A premix is made of the following ingredients 100 parts of an acid catalyzed starch and propylene oxide based polyol, hydroxyl-number 220, containing secondary and primary hydroxyl groups 5 parts of methylene chloride 3 parts of sodium aluminium silicate 0,4 part of dibutyltin dialurate 0,4 part of tetramethylbutane diamine. This compound is fed as one component to a two component spraying gun, the other component consisting of 56 parts of 4,4'-diphenylmethane diisocyanate. The mixture is sprayed on a polypropylene fabric tufted with polypropene yarns. lt cures in situ in a very short time at ambient temperature. The adhesion of the polyurethane to the mat is excellent. The tuft anchorage is very good.
- EXAMPLE 3 A mixture of the following composition is prepared: 100 parts of a base catalyzed addition product of glycerol and propylene oxide, hydroxyl numer 260.
- This mixture is pumped into the mixing head of a two-component polyurethane spraying device.
- the other component consists of 67,1 parts of 4,4-diphenylmethane diisocyanate.
- the reaction mixture is sprayed on the back of a tufted carpet consisting of jute cloth and nylon loop piles in an amount of 320 g/m Another jute cloth is contacted with the tacky reaction mixture and the secondary backed carpet is passed through a pair of nip rollers and allowed to cure at ambient temperature.
- the average tuft bind as measured by a dynamometer is 6,2 kg per loop.
- the adhesion of the secondary back cloth is rather good.
- the average tuft bind is 6,8 kg per loop, whereas the addition of the secondary back cloth also has improved.
- Back-coated carpet comprising tufted carpet with a backing material consisting essentially of 200-320 g/m of a substantially non-cellular elastomeric polyurethane as the in situ product of reaction of a substantially anhydrous mixture of a liquid or semi-liquid polyether polyol containing secondary hydroxyl groups and having a hydroxyl number of to 365 selected from the group consisting of addition products of a polyhydroxyl compound having from three to nine hydroxyl groups and an alkylene oxide having from three to four carbon atoms, addition products of a polyhydroxyl compound having from three to nine hydroxyl groups, an alkylene oxide having from three to four carbon atoms and ethylene oxide, and mixtures of such addition products, and an aromatic polyisocyanate selected from the group consisting of 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 1,3-benzene diisocyanate, 1,4-benzene diisocyanate, 4,4-diphenylmethane
- polyhydroxyl compound is a glycoside, a monosaccharide or a polysaccharide.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Synthetic Leather, Interior Materials Or Flexible Sheet Materials (AREA)
- Carpets (AREA)
- Laminated Bodies (AREA)
- Polyurethanes Or Polyureas (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2509668 | 1968-05-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3664863A true US3664863A (en) | 1972-05-23 |
Family
ID=10222162
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US3664863D Expired - Lifetime US3664863A (en) | 1968-05-25 | 1969-05-19 | Carpets having a back-coating of in situ-formed polyurethane |
Country Status (5)
Country | Link |
---|---|
US (1) | US3664863A (de) |
BE (1) | BE733617A (de) |
DE (1) | DE1926285A1 (de) |
FR (1) | FR2009322A1 (de) |
GB (1) | GB1250169A (de) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3895149A (en) * | 1973-07-05 | 1975-07-15 | Atlantic Richfield Co | Carpet backed with thixotropic polyurethane adhesive |
US4296159A (en) * | 1980-09-29 | 1981-10-20 | The Dow Chemical Company | Polyurethane backed carpet |
US4515846A (en) * | 1984-04-09 | 1985-05-07 | The Dow Chemical Company | Polyurethane backed carpet formed with two catalysts |
US5159012A (en) * | 1991-11-29 | 1992-10-27 | Textile Rubber & Chemical Co., Inc. | Process for the manufacture of polyurethane elastomers |
WO1995023691A1 (en) * | 1994-03-03 | 1995-09-08 | Milliken Research Corporation | Cushion-backed carpet |
US20020132085A1 (en) * | 2000-11-24 | 2002-09-19 | Higgins Kenneth B. | Textile product and method |
US20030104205A1 (en) * | 2001-11-30 | 2003-06-05 | Brodeur Edouard A. | Moisture barrier and energy absorbing cushion |
US6575248B2 (en) | 2000-05-17 | 2003-06-10 | Schlumberger Technology Corporation | Fuel cell for downhole and subsea power systems |
US20030161990A1 (en) * | 2001-07-20 | 2003-08-28 | Higgins Kenneth B. | Residential carpet product and method |
US20030170420A1 (en) * | 2001-07-20 | 2003-09-11 | Higgins Kenneth B. | Residential carpet product and method |
US20050004245A1 (en) * | 2003-07-03 | 2005-01-06 | Glen Hamrick | Polyurethane coating process and padding |
US20050025930A1 (en) * | 2003-07-30 | 2005-02-03 | Glen Hamrick | Carpet manufactured with polyurethane coating process and having integral padding |
US20050091936A1 (en) * | 2003-11-05 | 2005-05-05 | Galloway Kerry T. | Carpeting systems, methods and products |
US20050266205A1 (en) * | 2004-05-25 | 2005-12-01 | New Spirit Backing, Llc | Polyurethane roller coating process for carpet backing |
US20060144012A1 (en) * | 2004-12-01 | 2006-07-06 | Norman Manning | Recycled energy absorbing underlayment and moisture barrier for hard flooring system |
US7182989B2 (en) | 2002-07-31 | 2007-02-27 | Milliken & Company | Flooring system and method |
US20080010527A1 (en) * | 2006-06-26 | 2008-01-10 | Inventec Corporation | Method of solving BIST failure of CPU by means of BIOS and maximizing system performance |
US7785437B2 (en) | 2003-09-26 | 2010-08-31 | L&P Property Management Company | Anti-microbial carpet underlay and method of making |
US8910588B2 (en) | 2004-05-25 | 2014-12-16 | Kusters Zima Corporation | Polyurethane roller coating device for carpet backing |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2440271C2 (de) * | 1974-08-22 | 1983-03-24 | Bayer Ag, 5090 Leverkusen | Verfahren zur Rückenbeschichtung von Bodenbelägen mit Polyurethanen |
EP0427295A1 (de) * | 1985-05-28 | 1991-05-15 | The Dow Chemical Company | Verfahren zur Herstellung eines mit Polyurethan beschichteten Substrats |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2939851A (en) * | 1957-05-23 | 1960-06-07 | Houdry Process Corp | Preparation of urethanes wherein triethylene diamine is used as the catalyst |
GB908188A (en) * | 1959-04-25 | 1962-10-17 | Bayer Ag | Process for coating or impregnating materials |
US3314845A (en) * | 1964-07-23 | 1967-04-18 | Du Pont | Method of flocking and subsequently developing latently crimpable fibers and article produced thereby |
US3505252A (en) * | 1962-07-25 | 1970-04-07 | Union Carbide Corp | Polymeric products of unsaturated diisocyanates (v) |
-
1968
- 1968-05-25 GB GB1250169D patent/GB1250169A/en not_active Expired
-
1969
- 1969-05-19 US US3664863D patent/US3664863A/en not_active Expired - Lifetime
- 1969-05-22 FR FR6916652A patent/FR2009322A1/fr not_active Withdrawn
- 1969-05-22 DE DE19691926285 patent/DE1926285A1/de active Pending
- 1969-05-27 BE BE733617D patent/BE733617A/xx unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2939851A (en) * | 1957-05-23 | 1960-06-07 | Houdry Process Corp | Preparation of urethanes wherein triethylene diamine is used as the catalyst |
GB908188A (en) * | 1959-04-25 | 1962-10-17 | Bayer Ag | Process for coating or impregnating materials |
US3505252A (en) * | 1962-07-25 | 1970-04-07 | Union Carbide Corp | Polymeric products of unsaturated diisocyanates (v) |
US3314845A (en) * | 1964-07-23 | 1967-04-18 | Du Pont | Method of flocking and subsequently developing latently crimpable fibers and article produced thereby |
Cited By (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3895149A (en) * | 1973-07-05 | 1975-07-15 | Atlantic Richfield Co | Carpet backed with thixotropic polyurethane adhesive |
US4296159A (en) * | 1980-09-29 | 1981-10-20 | The Dow Chemical Company | Polyurethane backed carpet |
US4515846A (en) * | 1984-04-09 | 1985-05-07 | The Dow Chemical Company | Polyurethane backed carpet formed with two catalysts |
US5159012A (en) * | 1991-11-29 | 1992-10-27 | Textile Rubber & Chemical Co., Inc. | Process for the manufacture of polyurethane elastomers |
WO1995023691A1 (en) * | 1994-03-03 | 1995-09-08 | Milliken Research Corporation | Cushion-backed carpet |
US5545276A (en) * | 1994-03-03 | 1996-08-13 | Milliken Research Corporation | Process for forming cushion backed carpet |
US5948500A (en) * | 1994-03-03 | 1999-09-07 | Milliken & Company | Method for forming cushioned carpet tile with woven backing |
US6203881B1 (en) * | 1994-03-03 | 2001-03-20 | Milliken & Company | Cushion backed carpet |
US6468623B1 (en) | 1994-03-03 | 2002-10-22 | Milliken & Company | Cushioned back carpet |
KR100332309B1 (ko) * | 1994-03-03 | 2002-11-23 | 밀리켄 리서치 코포레이션 | 완충재배킹된카페트 |
US6575248B2 (en) | 2000-05-17 | 2003-06-10 | Schlumberger Technology Corporation | Fuel cell for downhole and subsea power systems |
US20020132085A1 (en) * | 2000-11-24 | 2002-09-19 | Higgins Kenneth B. | Textile product and method |
US20030170420A1 (en) * | 2001-07-20 | 2003-09-11 | Higgins Kenneth B. | Residential carpet product and method |
US20030161990A1 (en) * | 2001-07-20 | 2003-08-28 | Higgins Kenneth B. | Residential carpet product and method |
US20030104205A1 (en) * | 2001-11-30 | 2003-06-05 | Brodeur Edouard A. | Moisture barrier and energy absorbing cushion |
US7182989B2 (en) | 2002-07-31 | 2007-02-27 | Milliken & Company | Flooring system and method |
US20050004245A1 (en) * | 2003-07-03 | 2005-01-06 | Glen Hamrick | Polyurethane coating process and padding |
US20050025930A1 (en) * | 2003-07-30 | 2005-02-03 | Glen Hamrick | Carpet manufactured with polyurethane coating process and having integral padding |
US7875343B2 (en) | 2003-09-26 | 2011-01-25 | L & P Property Management Company | Anti-microbial carpet underlay and method of making |
US20100285298A1 (en) * | 2003-09-26 | 2010-11-11 | L&P Property Management Company | Anti-microbial carpet underlay and method of making |
US7785437B2 (en) | 2003-09-26 | 2010-08-31 | L&P Property Management Company | Anti-microbial carpet underlay and method of making |
US20050091936A1 (en) * | 2003-11-05 | 2005-05-05 | Galloway Kerry T. | Carpeting systems, methods and products |
US7638008B2 (en) | 2004-05-25 | 2009-12-29 | New Spirit Backing Llc | Polyurethane roller coating process for carpet backing |
US20050266205A1 (en) * | 2004-05-25 | 2005-12-01 | New Spirit Backing, Llc | Polyurethane roller coating process for carpet backing |
US8910588B2 (en) | 2004-05-25 | 2014-12-16 | Kusters Zima Corporation | Polyurethane roller coating device for carpet backing |
US20060144012A1 (en) * | 2004-12-01 | 2006-07-06 | Norman Manning | Recycled energy absorbing underlayment and moisture barrier for hard flooring system |
US20110073239A1 (en) * | 2004-12-01 | 2011-03-31 | L & P Property Management Company | Method of making recycled energy absorbing underlayment and moisture barrier for hard flooring system |
US20080010527A1 (en) * | 2006-06-26 | 2008-01-10 | Inventec Corporation | Method of solving BIST failure of CPU by means of BIOS and maximizing system performance |
Also Published As
Publication number | Publication date |
---|---|
GB1250169A (de) | 1971-10-20 |
DE1926285A1 (de) | 1969-12-04 |
FR2009322A1 (de) | 1970-01-30 |
BE733617A (de) | 1969-11-03 |
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