CA1248685A - Polyester composition - Google Patents
Polyester compositionInfo
- Publication number
- CA1248685A CA1248685A CA000478109A CA478109A CA1248685A CA 1248685 A CA1248685 A CA 1248685A CA 000478109 A CA000478109 A CA 000478109A CA 478109 A CA478109 A CA 478109A CA 1248685 A CA1248685 A CA 1248685A
- Authority
- CA
- Canada
- Prior art keywords
- carbon atoms
- polyester
- dicarboxylic acids
- specified
- mole percent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 81
- 239000000203 mixture Substances 0.000 title abstract description 21
- -1 coatings Substances 0.000 claims abstract description 79
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 42
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 25
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 24
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 23
- 239000000178 monomer Substances 0.000 claims abstract description 20
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 77
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 61
- 239000007788 liquid Substances 0.000 claims description 35
- 150000005690 diesters Chemical class 0.000 claims description 28
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 22
- 150000002009 diols Chemical class 0.000 claims description 19
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims description 18
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 claims description 14
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
- 150000002334 glycols Chemical class 0.000 claims description 13
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 12
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 10
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 8
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 claims description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 7
- 150000001447 alkali salts Chemical group 0.000 claims description 7
- VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 claims description 7
- 239000008266 hair spray Substances 0.000 claims description 6
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 6
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 5
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 159000000000 sodium salts Chemical class 0.000 claims description 4
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 3
- 239000000908 ammonium hydroxide Substances 0.000 claims description 3
- FQXGHZNSUOHCLO-UHFFFAOYSA-N 2,2,4,4-tetramethyl-1,3-cyclobutanediol Chemical compound CC1(C)C(O)C(C)(C)C1O FQXGHZNSUOHCLO-UHFFFAOYSA-N 0.000 claims description 2
- GZZLQUBMUXEOBE-UHFFFAOYSA-N 2,2,4-trimethylhexane-1,6-diol Chemical compound OCCC(C)CC(C)(C)CO GZZLQUBMUXEOBE-UHFFFAOYSA-N 0.000 claims description 2
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims description 2
- QNKRHLZUPSSIPN-UHFFFAOYSA-N 2-ethyl-2-(2-methylpropyl)propane-1,3-diol Chemical compound CCC(CO)(CO)CC(C)C QNKRHLZUPSSIPN-UHFFFAOYSA-N 0.000 claims description 2
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 2
- LUSFFPXRDZKBMF-UHFFFAOYSA-N [3-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCCC(CO)C1 LUSFFPXRDZKBMF-UHFFFAOYSA-N 0.000 claims description 2
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
- 150000002531 isophthalic acids Chemical class 0.000 claims description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 claims 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims 2
- XRVCFZPJAHWYTB-UHFFFAOYSA-N prenderol Chemical compound CCC(CC)(CO)CO XRVCFZPJAHWYTB-UHFFFAOYSA-N 0.000 claims 1
- 229950006800 prenderol Drugs 0.000 claims 1
- 239000000853 adhesive Substances 0.000 abstract description 6
- 230000001070 adhesive effect Effects 0.000 abstract description 6
- 238000000576 coating method Methods 0.000 abstract description 3
- 238000010348 incorporation Methods 0.000 abstract description 3
- 239000003960 organic solvent Substances 0.000 abstract description 3
- 239000003973 paint Substances 0.000 abstract description 3
- 230000001988 toxicity Effects 0.000 abstract description 3
- 231100000419 toxicity Toxicity 0.000 abstract description 3
- 238000011084 recovery Methods 0.000 abstract 1
- 239000006085 branching agent Substances 0.000 description 8
- 229920000642 polymer Polymers 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 150000003460 sulfonic acids Chemical class 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- 150000008065 acid anhydrides Chemical class 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- HHNQZIWPSDPPRQ-UHFFFAOYSA-N 2-sulfooxycarbonylbenzoic acid Chemical class OC(=O)C1=CC=CC=C1C(=O)OS(O)(=O)=O HHNQZIWPSDPPRQ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- GGAUUQHSCNMCAU-ZXZARUISSA-N (2s,3r)-butane-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C[C@H](C(O)=O)[C@H](C(O)=O)CC(O)=O GGAUUQHSCNMCAU-ZXZARUISSA-N 0.000 description 1
- QIVUCLWGARAQIO-OLIXTKCUSA-N (3s)-n-[(3s,5s,6r)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,6-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1h-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[b]pyridine]-3'-carboxamide Chemical compound C1([C@H]2[C@H](N(C(=O)[C@@H](NC(=O)C=3C=C4C[C@]5(CC4=NC=3)C3=CC=CN=C3NC5=O)C2)CC(F)(F)F)C)=C(F)C=CC(F)=C1F QIVUCLWGARAQIO-OLIXTKCUSA-N 0.000 description 1
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- GJGWHVLBZGTEAV-UHFFFAOYSA-N 10,11-dihydroxyundecanoic acid Chemical compound OCC(O)CCCCCCCCC(O)=O GJGWHVLBZGTEAV-UHFFFAOYSA-N 0.000 description 1
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 1
- IYZRGMOLITUAPC-UHFFFAOYSA-N 2,3-diethylnaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(O)=O)=C(CC)C(CC)=CC2=C1 IYZRGMOLITUAPC-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 1
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 1
- HTXMGVTWXZBZNC-UHFFFAOYSA-N 3,5-bis(methoxycarbonyl)benzenesulfonic acid Chemical compound COC(=O)C1=CC(C(=O)OC)=CC(S(O)(=O)=O)=C1 HTXMGVTWXZBZNC-UHFFFAOYSA-N 0.000 description 1
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910014142 Na—O Inorganic materials 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- SQAMZFDWYRVIMG-UHFFFAOYSA-N [3,5-bis(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC(CO)=CC(CO)=C1 SQAMZFDWYRVIMG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Inorganic materials O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- FTHDNRBKSLBLDA-UHFFFAOYSA-N cyclohexane-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1CC(C(O)=O)CC(C(O)=O)C1 FTHDNRBKSLBLDA-UHFFFAOYSA-N 0.000 description 1
- JLVWYWVLMFVCDI-UHFFFAOYSA-N diethyl benzene-1,3-dicarboxylate Chemical compound CCOC(=O)C1=CC=CC(C(=O)OCC)=C1 JLVWYWVLMFVCDI-UHFFFAOYSA-N 0.000 description 1
- ONIHPYYWNBVMID-UHFFFAOYSA-N diethyl benzene-1,4-dicarboxylate Chemical compound CCOC(=O)C1=CC=C(C(=O)OCC)C=C1 ONIHPYYWNBVMID-UHFFFAOYSA-N 0.000 description 1
- OVPXRLUTUWRYEY-UHFFFAOYSA-N dimethyl naphthalene-1,8-dicarboxylate Chemical compound C1=CC(C(=O)OC)=C2C(C(=O)OC)=CC=CC2=C1 OVPXRLUTUWRYEY-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- KVQQRFDIKYXJTJ-UHFFFAOYSA-N naphthalene-1,2,3-tricarboxylic acid Chemical class C1=CC=C2C(C(O)=O)=C(C(O)=O)C(C(=O)O)=CC2=C1 KVQQRFDIKYXJTJ-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- FLKPEMZONWLCSK-UHFFFAOYSA-N phthalic acid di-n-ethyl ester Natural products CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 125000004964 sulfoalkyl group Chemical class 0.000 description 1
- YEAUATLBSVJFOY-UHFFFAOYSA-N tetraantimony hexaoxide Chemical compound O1[Sb](O2)O[Sb]3O[Sb]1O[Sb]2O3 YEAUATLBSVJFOY-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/85—Polyesters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
- C09J167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Polyesters Or Polycarbonates (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US600,862 | 1984-04-16 | ||
| US06/600,862 US4525524A (en) | 1984-04-16 | 1984-04-16 | Polyester composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1248685A true CA1248685A (en) | 1989-01-10 |
Family
ID=24405356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000478109A Expired CA1248685A (en) | 1984-04-16 | 1985-04-02 | Polyester composition |
Country Status (9)
Families Citing this family (112)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0796654B2 (ja) * | 1986-08-20 | 1995-10-18 | 大日精化工業株式会社 | 顔料の分散方法 |
| US4721580A (en) * | 1987-01-07 | 1988-01-26 | The Procter & Gamble Company | Anionic end-capped oligomeric esters as soil release agents in detergent compositions |
| US4847316A (en) * | 1987-05-06 | 1989-07-11 | Eastman Kodak Company | Aqueous dispersion blends of polyesters and polyurethane materials and printing inks therefrom |
| US4912157A (en) * | 1987-05-18 | 1990-03-27 | Eastman Kodak Company | Ink compositions and preparation |
| US4855344A (en) * | 1987-08-13 | 1989-08-08 | Eastman Kodak Company | Ink compositions and their preparation |
| US4877896A (en) * | 1987-10-05 | 1989-10-31 | The Procter & Gamble Company | Sulfoaroyl end-capped ester of oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles |
| US4764289A (en) * | 1987-10-05 | 1988-08-16 | The Procter & Gamble Company | Articles and methods for treating fabrics in clothes dryer |
| US4976879A (en) * | 1987-10-05 | 1990-12-11 | The Procter & Gamble Company | Sulfoaroyl end-capped ester oligomers suitable as soil-release agents in detergent compositions and fabric-conditioner articles |
| US4818569A (en) * | 1987-10-05 | 1989-04-04 | The Procter & Gamble Company | Articles and methods for treating fabrics in clothes dryer |
| DE3902873A1 (de) * | 1988-08-13 | 1990-02-15 | Kiekert Gmbh Co Kg | Kraftfahrzeugtuerverschluss mit einem zentralverriegelungsantrieb |
| US4921899A (en) * | 1988-10-11 | 1990-05-01 | Eastman Kodak Company | Ink composition containing a blend of a polyester, an acrylic polymer and a vinyl polymer |
| US4910292A (en) * | 1988-10-14 | 1990-03-20 | Eastman Kodak Company | Water-dissipatable polyester resins and coatings prepared therefrom |
| US4990593A (en) * | 1988-10-14 | 1991-02-05 | Eastman Kodak Company | Water-dissipatable polyester resins and coatings prepared therefrom |
| US5089544A (en) * | 1989-10-30 | 1992-02-18 | Owens-Corning Fiberglas Corporation | Unsaturated polyester resin compositions containing compatible compounds |
| US5162401A (en) * | 1989-10-30 | 1992-11-10 | Owens-Corning Fiberglas Corporation | Unsaturated polyester resin compositions containing compatible compounds |
| US5196133A (en) * | 1989-10-31 | 1993-03-23 | The Procter & Gamble Company | Granular detergent compositions containing peroxyacid bleach and sulfobenzoyl end-capped ester oligomers useful as soil-release agents |
| US5256168A (en) * | 1989-10-31 | 1993-10-26 | The Procter & Gamble Company | Sulfobenzoyl end-capped ester oligomers useful as soil release agents in granular detergent compositions |
| US5182043A (en) * | 1989-10-31 | 1993-01-26 | The Procter & Gamble Company | Sulfobenzoyl end-capped ester oligomers useful as soil release agents in granular detergent compositions |
| US5102977A (en) * | 1990-01-18 | 1992-04-07 | Ruco Polymer Corporation | Internally catalyzed sulfonate bearing hydroxyl terminated powder coating polyesters |
| US5102926A (en) * | 1990-10-30 | 1992-04-07 | Owens-Corning Fiberglas Corporation | Citrate ester compounds and processes for their preparation |
| US5290854A (en) * | 1990-07-23 | 1994-03-01 | Owens-Corning Fiberglas Technology Inc. | Thermoplastic low-profile additives and use thereof in unsaturated polyester resin compositions |
| US5256709A (en) * | 1991-07-22 | 1993-10-26 | Owens-Corning Fiberglas Technology, Inc. | Unsaturated polyester resin compositions containing compatible compounds having aromatic substituents |
| US5256708A (en) * | 1991-07-22 | 1993-10-26 | Owens-Corning Fiberglas Technology, Inc. | Unsaturated polyester resin compositions containing compatible compounds having sulfur-containing substituents |
| US5218042A (en) * | 1991-09-25 | 1993-06-08 | Thauming Kuo | Water-dispersible polyester resins and process for their preparation |
| US5266308A (en) * | 1991-12-20 | 1993-11-30 | Chesebrough-Pond's Usa Co. | Hair treatment composition |
| ATE156697T1 (de) * | 1991-12-20 | 1997-08-15 | Unilever Nv | Haarpflegemittel |
| DE4222012A1 (de) * | 1991-12-21 | 1993-06-24 | Hoechst Ag | Waessrige fuellerzusammensetzung |
| US5510417A (en) * | 1992-04-21 | 1996-04-23 | Toyo Boseki Kabushiki Kaisha | Aqueous polyester dispersion suitable for use as a coating composition |
| DE4224761A1 (de) * | 1992-07-27 | 1994-02-03 | Basf Ag | Verwendung von Polykondensaten und neue Polykondensate |
| US5349010A (en) * | 1992-09-30 | 1994-09-20 | Eastman Chemical Company | Water-dispersible polyester resins and process for their preparation |
| US5322885A (en) * | 1992-11-02 | 1994-06-21 | Eastman Chemical Company | Aqueous dispersion compositions and coatings prepared therefrom |
| EP0713503B1 (en) * | 1993-08-12 | 1998-05-06 | Eastman Chemical Company | Water-dispersible acrylic-modified polyester resins used in coatings and process for their preparation |
| US5378757A (en) * | 1993-11-15 | 1995-01-03 | Eastman Chemical Company | Water-dissipatable alkyd resins and coatings prepared therefrom |
| JPH09507875A (ja) * | 1993-12-29 | 1997-08-12 | イーストマン ケミカル カンパニー | 水分散性接着組成物及び方法 |
| US5441728A (en) | 1994-06-22 | 1995-08-15 | Chesebrough-Pond's Usa Co., A Division Of Conopco, Inc. | Hairspray compositions |
| US6162890A (en) * | 1994-10-24 | 2000-12-19 | Eastman Chemical Company | Water-dispersible block copolyesters useful as low-odor adhesive raw materials |
| DE69532875T2 (de) | 1994-10-24 | 2004-08-19 | Eastman Chemical Co., Kingsport | Wasserdispergierbare Blockcopolyester |
| DE19510684A1 (de) * | 1995-03-27 | 1996-10-02 | Basf Ag | Verwendung von carboxylgruppenhaltigen Polykondensaten als Hilfsmittel in kosmetischen Zubereitungen |
| US5750605A (en) * | 1995-08-31 | 1998-05-12 | National Starch And Chemical Investment Holding Corporation | Hot melt adhesives based on sulfonated polyesters |
| US6087550A (en) * | 1995-11-09 | 2000-07-11 | H. B. Fuller Licensing & Financing, Inc. | Non-woven application for water dispersable copolyester |
| CA2252863A1 (en) | 1996-05-03 | 1997-11-13 | Ayako Muramatsu | Detergent compositions comprising polyamine polymers with improved soil dispersancy |
| US6166165A (en) * | 1996-12-18 | 2000-12-26 | Witco Corporation | Polyurethane synthesis from functional group terminated polymers containing sulfonate groups |
| FR2760360B1 (fr) * | 1997-03-04 | 1999-12-24 | Oreal | Composition de coiffage remodelable |
| FR2760634B1 (fr) * | 1997-03-14 | 2002-10-11 | Oreal | Composition aqueuse topique solide ayant l'aspect d'un gel permettant la formation d'un film lors de son application |
| FR2760642B1 (fr) * | 1997-03-14 | 2002-11-22 | Oreal | Composition topique comprenant un gelifiant hydrophile de type polyester sulfone |
| US6348679B1 (en) * | 1998-03-17 | 2002-02-19 | Ameritherm, Inc. | RF active compositions for use in adhesion, bonding and coating |
| FR2779642B1 (fr) * | 1998-06-11 | 2002-05-17 | Oreal | Composition cosmetique comprenant au moins un polyester sulfonique ramifie et au moins un agent de conditionnement |
| US6410627B1 (en) | 1999-04-09 | 2002-06-25 | National Starch And Chemical Investment Holding Corporation | Use of high hydroxyl compounds for water sensitive hot melt adhesives |
| US6001910A (en) * | 1999-04-09 | 1999-12-14 | National Starch And Chemical Investment Holding Corporation | Use of anionic or cationic plasticizers with sulfonated polyesters in hot melt formulations |
| US6653522B1 (en) | 1999-04-09 | 2003-11-25 | National Starch And Chemical Investment Holding Corporation | Hot melt adhesives based on sulfonated polyesters comprising wetness indicator |
| GB9915039D0 (en) * | 1999-06-28 | 1999-08-25 | Eastman Chem Co | Aqueous application of additives to polymeric particles |
| US6649888B2 (en) | 1999-09-23 | 2003-11-18 | Codaco, Inc. | Radio frequency (RF) heating system |
| US6472500B2 (en) | 2000-06-17 | 2002-10-29 | General Electric Company | Crystalline polyester resins and processes for their preparation |
| GB2366797A (en) * | 2000-09-13 | 2002-03-20 | Procter & Gamble | Process for making foam component by pressurising/depressurising |
| JP5111718B2 (ja) | 2000-10-27 | 2013-01-09 | ザ プロクター アンド ギャンブル カンパニー | 安定化液体組成物 |
| FR2833491B1 (fr) * | 2001-12-17 | 2004-10-08 | Oreal | Laque capillaire a base de polyesters sulfoniques ramifies et a haute teneur en eau |
| EP1483362B2 (en) * | 2002-02-11 | 2012-12-26 | Rhodia Chimie | Dishwashing detergent composition comprising a block copolymer |
| US6818723B2 (en) | 2002-06-12 | 2004-11-16 | Xerox Corporation | Sulfonated polyester-siloxane resin |
| US6664015B1 (en) | 2002-06-12 | 2003-12-16 | Xerox Corporation | Sulfonated polyester-siloxane resin |
| FR2869319B1 (fr) * | 2004-04-23 | 2008-03-14 | Oreal | Gel concentre en polyester sulfonique ramifie et procede de preparation de ce gel |
| WO2006049982A2 (en) * | 2004-11-01 | 2006-05-11 | Basf Corporation | Radiofrequency activated inkjet inks and apparatus for inkjet printing |
| US7329476B2 (en) | 2005-03-31 | 2008-02-12 | Xerox Corporation | Toner compositions and process thereof |
| DE102007033651A1 (de) * | 2007-07-17 | 2009-01-22 | Evonik Degussa Gmbh | Feuchtigkeitshärtender Schmelzklebstoff mit guter Haftung |
| EP2135931B1 (en) | 2008-06-16 | 2012-12-05 | The Procter & Gamble Company | Use of soil release polymer in fabric treatment compositions |
| US8900328B2 (en) | 2009-03-16 | 2014-12-02 | The Procter & Gamble Company | Cleaning method |
| US8933131B2 (en) | 2010-01-12 | 2015-01-13 | The Procter & Gamble Company | Intermediates and surfactants useful in household cleaning and personal care compositions, and methods of making the same |
| RU2555042C2 (ru) | 2010-07-02 | 2015-07-10 | Дзе Проктер Энд Гэмбл Компани | Способ доставки активнодействующего вещества |
| EP2588653B1 (en) | 2010-07-02 | 2018-06-20 | The Procter and Gamble Company | Method of treating a fabric article |
| JP5540107B2 (ja) | 2010-07-02 | 2014-07-02 | ザ プロクター アンド ギャンブル カンパニー | 不織布ウェブからフィルムを作製する方法 |
| EP2588652B1 (en) | 2010-07-02 | 2019-06-12 | The Procter and Gamble Company | Method for treating a fabric |
| MX345026B (es) | 2010-07-02 | 2017-01-12 | Procter & Gamble | Material de trama y método para su elaboración. |
| CA2802967A1 (en) | 2010-07-15 | 2012-01-19 | The Proctor & Gamble Company | Compositions comprising a near terminal-branched compound and methods of making the same |
| US20120172281A1 (en) | 2010-07-15 | 2012-07-05 | Jeffrey John Scheibel | Detergent compositions comprising microbially produced fatty alcohols and derivatives thereof |
| BR112013019684A2 (pt) | 2011-02-17 | 2016-10-18 | Procter & Gamble | alquil-fenil-sulfonatos lineares biobaseados |
| EP2678410B1 (en) | 2011-02-17 | 2017-09-13 | The Procter and Gamble Company | Composiitons comprising mixtures of c10-c13 alkylphenyl sulfonates |
| US20140141126A1 (en) | 2011-06-29 | 2014-05-22 | Solae Llc | Baked food compositions comprising soy whey proteins that have been isolated from processing streams |
| WO2013043805A1 (en) | 2011-09-20 | 2013-03-28 | The Procter & Gamble Company | Detergent compositions comprising primary surfactant systems comprising highly branched surfactants especially isoprenoid - based surfactants |
| AR088758A1 (es) | 2011-09-20 | 2014-07-02 | Procter & Gamble | Composiciones detergentes de facil enjuague que comprenden surfactantes basados en isoprenoides |
| AR088757A1 (es) | 2011-09-20 | 2014-07-02 | Procter & Gamble | Composiciones detergentes con alta espuma que comprenden surfactantes con base de isoprenoide |
| EP2758503A2 (en) | 2011-09-20 | 2014-07-30 | The Procter and Gamble Company | Detergent compositions comprising specific blend ratios of isoprenoid-based surfactants |
| BR112014006583A2 (pt) | 2011-09-20 | 2017-03-28 | Procter & Gamble | composições detergentes que compreendem sistemas tensoativos sustentáveis que compreendem tensoativos derivados de isoprenoide |
| CN103930092B (zh) | 2011-11-11 | 2016-08-03 | 宝洁公司 | 包含屏蔽盐的表面处理组合物 |
| CN106906573B (zh) | 2012-01-04 | 2019-08-27 | 宝洁公司 | 具有不同密度的多个区域的含活性物质纤维结构 |
| RU2591704C2 (ru) | 2012-01-04 | 2016-07-20 | Дзе Проктер Энд Гэмбл Компани | Содержащие активные агенты волокнистые структуры с множеством областей |
| JP2015530424A (ja) | 2012-07-26 | 2015-10-15 | ザ プロクター アンド ギャンブルカンパニー | 酵素を有する低ｐＨ液体洗浄組成物 |
| MX2015013672A (es) | 2013-03-28 | 2016-02-16 | Procter & Gamble | Composiciones de limpieza que contiene una polieteramina, un polimero para el desprendimiento de la suciedad y una carboximetilcelulosa. |
| DE112014005598B4 (de) | 2013-12-09 | 2022-06-09 | The Procter & Gamble Company | Faserstrukturen einschließlich einer Wirksubstanz und mit darauf gedruckter Grafik |
| US20150210964A1 (en) | 2014-01-24 | 2015-07-30 | The Procter & Gamble Company | Consumer Product Compositions |
| EP2987848A1 (en) | 2014-08-19 | 2016-02-24 | The Procter & Gamble Company | Method of laundering a fabric |
| US9617502B2 (en) | 2014-09-15 | 2017-04-11 | The Procter & Gamble Company | Detergent compositions containing salts of polyetheramines and polymeric acid |
| CN107743421B (zh) | 2015-06-11 | 2021-02-09 | 宝洁公司 | 用于将组合物施涂至表面的装置和方法 |
| EP3272850A1 (en) | 2016-07-19 | 2018-01-24 | Henkel AG & Co. KGaA | Easy ironing/anti-wrinkle/less crease benefit of fabric treatment compositions with the help of soil release polymers |
| US10421932B2 (en) | 2016-07-21 | 2019-09-24 | The Procter & Gamble Company | Cleaning composition with insoluble quaternized cellulose particles and non-anionic performance polymers |
| US12049608B2 (en) | 2016-11-01 | 2024-07-30 | The Procter & Gamble Company | Leuco colorants as bluing agents in laundry care compositions |
| BR112019006576A2 (pt) | 2016-11-01 | 2019-07-02 | Milliken & Co | corantes leuco como agentes de azulamento em composições de cuidados de lavanderia |
| US20180119070A1 (en) | 2016-11-01 | 2018-05-03 | The Procter & Gamble Company | Leuco colorants as bluing agents in laundry care compositions, packaging, kits and methods thereof |
| EP3327106A1 (en) | 2016-11-25 | 2018-05-30 | Henkel AG & Co. KGaA | Easy ironing/anti-wrinkle/less crease benefit by use of cationic polymers and its derivatives |
| EP3327108A1 (en) | 2016-11-25 | 2018-05-30 | Henkel AG & Co. KGaA | Easy ironing/anti-wrinkle/less crease benefit of detergents with the help of bentonite or its derivatives |
| WO2019075148A1 (en) | 2017-10-12 | 2019-04-18 | The Procter & Gamble Company | LEUCO-COLORANTS AS AZURING AGENTS IN LAUNDRY CARE COMPOSITIONS |
| CN111194348B (zh) | 2017-10-12 | 2021-12-03 | 宝洁公司 | 衣物洗涤护理组合物中的与作为上蓝剂的第二增白剂组合的隐色着色剂 |
| US10717950B2 (en) | 2017-10-12 | 2020-07-21 | The Procter & Gamble Company | Leuco colorants as bluing agents in laundry care composition |
| TWI715878B (zh) | 2017-10-12 | 2021-01-11 | 美商美力肯及公司 | 隱色著色劑及組成物 |
| JP7230043B2 (ja) | 2017-11-01 | 2023-02-28 | ミリケン・アンド・カンパニー | ロイコ化合物、着色剤化合物、およびそれらを含有する組成物 |
| WO2020109227A1 (en) | 2018-11-28 | 2020-06-04 | Unilever N.V. | Large particles |
| JP7452424B2 (ja) * | 2019-04-19 | 2024-03-19 | 東レ株式会社 | ポリエステル組成物 |
| CA3173147A1 (en) | 2020-06-05 | 2021-12-09 | Phillip Kyle Vinson | Detergent compositions containing a branched surfactant |
| EP3978589A1 (en) | 2020-10-01 | 2022-04-06 | The Procter & Gamble Company | Narrow range alcohol alkoxylates and derivatives thereof |
| WO2022093189A1 (en) | 2020-10-27 | 2022-05-05 | Milliken & Company | Compositions comprising leuco compounds and colorants |
| US20230174902A1 (en) | 2021-12-03 | 2023-06-08 | The Procter & Gamble Company | Detergent compositions |
| NL2033782B1 (en) | 2022-12-21 | 2024-06-27 | Stahl Int B V | Process for the manufacture of sulfited polyesters and their use as re-tanning agents |
| US20250011687A1 (en) | 2023-06-30 | 2025-01-09 | The Procter & Gamble Company | Biodegradable chelating agents and methods for fabric care |
| WO2025064739A1 (en) | 2023-09-22 | 2025-03-27 | The Procter & Gamble Company | Water-soluble unit dose article comprising a phosphonate-free chelating agent |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3563942A (en) * | 1967-11-29 | 1971-02-16 | Du Pont | Aqueous dispersion of copolyesters modified with a sulfonated aromatic compound |
| JPS5249515B2 (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) * | 1972-09-11 | 1977-12-17 | ||
| US3853820A (en) * | 1973-07-23 | 1974-12-10 | Eastman Kodak Co | Blends of linear water-dissipatable polyesters and aliphatic or cycloaliphatic dicarboxylic acids |
| DE2516305A1 (de) * | 1975-04-15 | 1976-10-28 | Dynamit Nobel Ag | Wasserdispergierbare esterharze |
| JPS5933143B2 (ja) * | 1976-06-29 | 1984-08-14 | 東洋紡績株式会社 | ポリエステル系コ−テイング剤 |
| US4158083A (en) * | 1976-07-02 | 1979-06-12 | Basf Wyandotte Corporation | Fibrous article sized with a branched water-dispersible polyester |
| DE2633418B2 (de) * | 1976-07-24 | 1979-01-25 | Hoechst Ag, 6000 Frankfurt | Haarbehandlungsmittel |
| DE2637926A1 (de) * | 1976-08-23 | 1978-03-02 | Cassella Farbwerke Mainkur Ag | In wasser loesliche oder dispergierbare verzweigte polyester und ihre verwendung als faerbereihilfsmittel |
| JPS5688454A (en) * | 1979-12-21 | 1981-07-17 | Toyobo Co Ltd | Aqueous dispersion |
| US4299743A (en) * | 1980-05-27 | 1981-11-10 | Ppg Industries, Inc. | Sulfonate-containing polymer |
| US4427557A (en) * | 1981-05-14 | 1984-01-24 | Ici Americas Inc. | Anionic textile treating compositions |
| JPS57207640A (en) * | 1981-06-16 | 1982-12-20 | Toyobo Co Ltd | Treating agent composition |
| US4401787A (en) * | 1981-07-07 | 1983-08-30 | Eastman Kodak Company | Latex compositions for water resistant coating applications |
| JPS5933143A (ja) * | 1982-08-18 | 1984-02-22 | 池田物産株式会社 | 熱可塑性樹脂シ−トを用いた成形品の製造方法 |
| US4499262A (en) * | 1984-03-09 | 1985-02-12 | Eastman Kodak Company | Process for the preparation of sulfo-modified polyesters |
-
1984
- 1984-04-16 US US06/600,862 patent/US4525524A/en not_active Expired - Fee Related
-
1985
- 1985-02-26 IN IN154/DEL/85A patent/IN160959B/en unknown
- 1985-04-02 CA CA000478109A patent/CA1248685A/en not_active Expired
- 1985-04-03 BR BR8501597A patent/BR8501597A/pt not_active IP Right Cessation
- 1985-04-15 KR KR1019850002503A patent/KR920000696B1/ko not_active Expired
- 1985-04-16 DE DE8585630055T patent/DE3579615D1/de not_active Expired - Fee Related
- 1985-04-16 EP EP85630055A patent/EP0159283B1/en not_active Expired - Lifetime
- 1985-04-16 JP JP60081195A patent/JPS60233127A/ja active Pending
-
1991
- 1991-10-10 HK HK801/91A patent/HK80191A/en not_active IP Right Cessation
-
1992
- 1992-12-16 JP JP4361748A patent/JPH06184416A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| KR850007451A (ko) | 1985-12-04 |
| US4525524A (en) | 1985-06-25 |
| JPS60233127A (ja) | 1985-11-19 |
| BR8501597A (pt) | 1985-12-03 |
| EP0159283A3 (en) | 1987-06-16 |
| JPH06184416A (ja) | 1994-07-05 |
| HK80191A (en) | 1991-10-18 |
| IN160959B (c_deeref_Disk_and_Scratch_Disk_Pools_and_Their_Defaults.html) | 1987-08-22 |
| KR920000696B1 (ko) | 1992-01-20 |
| EP0159283A2 (en) | 1985-10-23 |
| EP0159283B1 (en) | 1990-09-12 |
| DE3579615D1 (de) | 1990-10-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |