CA1297124C - Copolymeres utilises comme adjuvant et agent d'epaissiseur de systemes d'enduction au latex - Google Patents

Copolymeres utilises comme adjuvant et agent d'epaissiseur de systemes d'enduction au latex

Info

Publication number: CA1297124C
Authority: CA; Canada
Prior art keywords: percent; meth; copolymer; units; monomer
Prior art date: 1987-05-06
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

Application number

CA000565503A

Other languages

English (en)

Inventor

Milagros Cordero Barron

Ronald L. Swope

John M. Wilkerson, Iii

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Ablestik Laboratories

Original Assignee

Ablestik Laboratories

Priority date (The priority date 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 date listed.)

1987-05-06

Filing date

1988-04-29

Publication date

1992-03-10

1988-04-29 Application filed by Ablestik Laboratories filed Critical Ablestik Laboratories

1992-03-10 Application granted granted Critical

1992-03-10 Publication of CA1297124C publication Critical patent/CA1297124C/fr

2009-03-10 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920001577 copolymer Polymers 0.000 title claims abstract description 92
229920000126 latex Polymers 0.000 title claims abstract description 38
239000004816 latex Substances 0.000 title claims abstract description 34
239000002562 thickening agent Substances 0.000 title description 21
239000003607 modifier Substances 0.000 title description 2
239000000178 monomer Substances 0.000 claims abstract description 69
-1 sorbitan ester Chemical class 0.000 claims abstract description 34
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 27
239000004094 surface-active agent Substances 0.000 claims abstract description 26
239000002736 nonionic surfactant Substances 0.000 claims abstract description 22
239000007795 chemical reaction product Substances 0.000 claims abstract description 13
125000005907 alkyl ester group Chemical group 0.000 claims abstract description 12
150000001412 amines Chemical group 0.000 claims abstract description 12
230000008719 thickening Effects 0.000 claims abstract description 10
150000002148 esters Chemical class 0.000 claims abstract description 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
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 claims abstract description 6
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 5
229910052700 potassium Inorganic materials 0.000 claims abstract description 5
229910052708 sodium Inorganic materials 0.000 claims abstract description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 4
239000011591 potassium Substances 0.000 claims abstract description 4
239000011734 sodium Substances 0.000 claims abstract description 4
239000000243 solution Substances 0.000 claims description 52
239000000203 mixture Substances 0.000 claims description 24
125000000217 alkyl group Chemical group 0.000 claims description 23
125000004432 carbon atom Chemical group C* 0.000 claims description 16
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical group [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 14
239000000047 product Substances 0.000 claims description 13
238000000034 method Methods 0.000 claims description 12
239000002253 acid Substances 0.000 claims description 10
230000007062 hydrolysis Effects 0.000 claims description 10
238000006460 hydrolysis reaction Methods 0.000 claims description 10
125000003342 alkenyl group Chemical group 0.000 claims description 8
RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 claims description 8
150000001252 acrylic acid derivatives Chemical class 0.000 claims description 7
239000007864 aqueous solution Substances 0.000 claims description 7
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
150000001991 dicarboxylic acids Chemical class 0.000 claims description 6
ZVEMLYIXBCTVOF-UHFFFAOYSA-N 1-(2-isocyanatopropan-2-yl)-3-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC(C(C)(C)N=C=O)=C1 ZVEMLYIXBCTVOF-UHFFFAOYSA-N 0.000 claims description 5
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
238000004132 cross linking Methods 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
238000006386 neutralization reaction Methods 0.000 claims description 5
239000007787 solid Substances 0.000 claims description 5
MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 claims description 4
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 4
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
125000002947 alkylene group Chemical group 0.000 claims description 3
SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical compound C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 claims description 3
125000005702 oxyalkylene group Chemical group 0.000 claims description 3
NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical group [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 claims description 3
PSZAEHPBBUYICS-UHFFFAOYSA-N 2-methylidenepropanedioic acid Chemical compound OC(=O)C(=C)C(O)=O PSZAEHPBBUYICS-UHFFFAOYSA-N 0.000 claims description 2
239000004641 Diallyl-phthalate Substances 0.000 claims description 2
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
125000002877 alkyl aryl group Chemical group 0.000 claims description 2
QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical group C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 2
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
IYNRVIKPUTZSOR-HWKANZROSA-N ethenyl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC=C IYNRVIKPUTZSOR-HWKANZROSA-N 0.000 claims description 2
150000002191 fatty alcohols Chemical class 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
238000000518 rheometry Methods 0.000 claims description 2
239000012948 isocyanate Substances 0.000 claims 2
150000002513 isocyanates Chemical class 0.000 claims 2
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
229940048053 acrylate Drugs 0.000 claims 1
239000004202 carbamide Substances 0.000 claims 1
NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims 1
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims 1
150000005215 alkyl ethers Chemical class 0.000 abstract description 2
150000001990 dicarboxylic acid derivatives Chemical class 0.000 abstract 1
238000000576 coating method Methods 0.000 description 37
239000011248 coating agent Substances 0.000 description 21
238000006243 chemical reaction Methods 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
238000009472 formulation Methods 0.000 description 8
239000000839 emulsion Substances 0.000 description 7
238000006116 polymerization reaction Methods 0.000 description 7
239000000758 substrate Substances 0.000 description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
239000002174 Styrene-butadiene Substances 0.000 description 5
239000002585 base Substances 0.000 description 5
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 5
238000007334 copolymerization reaction Methods 0.000 description 5
239000011115 styrene butadiene Substances 0.000 description 5
229920003048 styrene butadiene rubber Polymers 0.000 description 5
238000012360 testing method Methods 0.000 description 5
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
239000003513 alkali Substances 0.000 description 4
239000008199 coating composition Substances 0.000 description 4
238000007720 emulsion polymerization reaction Methods 0.000 description 4
239000000945 filler Substances 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
239000000853 adhesive Substances 0.000 description 3
230000001070 adhesive effect Effects 0.000 description 3
229910000019 calcium carbonate Inorganic materials 0.000 description 3
125000004185 ester group Chemical group 0.000 description 3
230000032050 esterification Effects 0.000 description 3
238000005886 esterification reaction Methods 0.000 description 3
239000000463 material Substances 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
238000010992 reflux Methods 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
IGFHQQFPSIBGKE-UHFFFAOYSA-N 4-nonylphenol Chemical compound CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
YAVWDJDEOLOYQO-UHFFFAOYSA-N OOOOOOOOOO Chemical compound OOOOOOOOOO YAVWDJDEOLOYQO-UHFFFAOYSA-N 0.000 description 2
229920001214 Polysorbate 60 Polymers 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 2
239000004809 Teflon Substances 0.000 description 2
229920006362 Teflon® Polymers 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
230000008901 benefit Effects 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
238000001816 cooling Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
239000004744 fabric Substances 0.000 description 2
239000012467 final product Substances 0.000 description 2
238000010528 free radical solution polymerization reaction Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000003999 initiator Substances 0.000 description 2
150000002500 ions Chemical class 0.000 description 2
238000002156 mixing Methods 0.000 description 2
229920000847 nonoxynol Polymers 0.000 description 2
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
230000035515 penetration Effects 0.000 description 2
229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 2
229920000058 polyacrylate Polymers 0.000 description 2
150000003141 primary amines Chemical class 0.000 description 2
238000000746 purification Methods 0.000 description 2
239000000376 reactant Substances 0.000 description 2
239000001587 sorbitan monostearate Substances 0.000 description 2
235000011076 sorbitan monostearate Nutrition 0.000 description 2
229940035048 sorbitan monostearate Drugs 0.000 description 2
229940045860 white wax Drugs 0.000 description 2
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
RTTAGBVNSDJDTE-UHFFFAOYSA-N 4-ethoxy-2-methylidene-4-oxobutanoic acid Chemical compound CCOC(=O)CC(=C)C(O)=O RTTAGBVNSDJDTE-UHFFFAOYSA-N 0.000 description 1
XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
101150047265 COR2 gene Proteins 0.000 description 1
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
229920002319 Poly(methyl acrylate) Polymers 0.000 description 1
101100467189 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) QCR2 gene Proteins 0.000 description 1
229920002125 Sokalan® Polymers 0.000 description 1
239000012190 activator Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
238000005273 aeration Methods 0.000 description 1
238000013019 agitation Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
229910001870 ammonium persulfate Inorganic materials 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
150000001734 carboxylic acid salts Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
230000008859 change Effects 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
239000003431 cross linking reagent Substances 0.000 description 1
230000002950 deficient Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000010931 ester hydrolysis Methods 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000002194 fatty esters Chemical class 0.000 description 1
239000004088 foaming agent Substances 0.000 description 1
235000019256 formaldehyde Nutrition 0.000 description 1
238000001513 hot isostatic pressing Methods 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
230000000977 initiatory effect Effects 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
239000007788 liquid Substances 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
230000007246 mechanism Effects 0.000 description 1
239000000155 melt Substances 0.000 description 1
150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
125000006353 oxyethylene group Chemical group 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000008569 process Effects 0.000 description 1
FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
238000005086 pumping Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000017550 sodium carbonate Nutrition 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
229940035044 sorbitan monolaurate Drugs 0.000 description 1
239000001593 sorbitan monooleate Substances 0.000 description 1
235000011069 sorbitan monooleate Nutrition 0.000 description 1
229940035049 sorbitan monooleate Drugs 0.000 description 1
238000003756 stirring Methods 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1
238000009864 tensile test Methods 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
239000004753 textile Substances 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
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA000565503A 1987-05-06 1988-04-29 Copolymeres utilises comme adjuvant et agent d'epaissiseur de systemes d'enduction au latex Expired - Lifetime CA1297124C (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US4645887A	1987-05-06	1987-05-06
US046,458		1987-05-06

Publications (1)

Publication Number	Publication Date
CA1297124C true CA1297124C (fr)	1992-03-10

Family

ID=21943571

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000565503A Expired - Lifetime CA1297124C (fr)	1987-05-06	1988-04-29	Copolymeres utilises comme adjuvant et agent d'epaissiseur de systemes d'enduction au latex

Country Status (1)

Country	Link
CA (1)	CA1297124C (fr)

1988
- 1988-04-29 CA CA000565503A patent/CA1297124C/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
1998-03-10	MKLA	Lapsed

Publication	Publication Date	Title
US5011978A (en)	1991-04-30	Copolymers as thickeners and modifiers for latex systems
EP0173109B1 (fr)	1989-10-18	Agent épaississant pour latex soluble dans un milieu alcalin
EP0197635B1 (fr)	1991-11-13	Copolymères acryliques en émulsion comme agent épaississant dans des systèmes aqueux et monomères émulsifiants copolymérisables utilisables dans ces copolymères
US4916183A (en)	1990-04-10	Copolymers as thickeners and modifiers for latex systems
AU668647B2 (en)	1996-05-09	Novel associative monomers and polymers
US4745154A (en)	1988-05-17	Water soluble polymers, their preparation and their uses
US4521565A (en)	1985-06-04	Aqueous dispersion
EP0979833A2 (fr)	2000-02-16	Agent épaississant à viscosité stabile à température haute
EP0157928A1 (fr)	1985-10-16	Dispersion aqueuse d'une résine vinylique copolymère
EP1060201A1 (fr)	2000-12-20	Stabilisation d'emulsions de copolymeres fluorochimiques
JP2001525875A (ja)	2001-12-11	コロイドとして安定化されたブタジエンエマルジョン
EP1209198A1 (fr)	2002-05-29	Composition polymere carboxylee
CN114213602B (zh)	2023-08-15	一种降粘型减水剂及其制备方法
US5013787A (en)	1991-05-07	Copolymers as thickeners and modifiers for latex systems
CA1297124C (fr)	1992-03-10	Copolymeres utilises comme adjuvant et agent d'epaissiseur de systemes d'enduction au latex
JPH11335509A (ja)	1999-12-07	水性組成物
JPH04502929A (ja)	1992-05-28	プロポキシル化アルカリ可溶性増粘剤
JP3484708B2 (ja)	2004-01-06	撥水撥油剤組成物
JPS6384625A (ja)	1988-04-15	水性樹脂分散体用乳化剤
JPH041034B2 (fr)	1992-01-09
JPS6312334A (ja)	1988-01-19	乳化重合用乳化剤
JP3049415B2 (ja)	2000-06-05	水系感圧接着剤組成物及びそれを用いてなる粘着テープまたはシート
JPS58108263A (ja)	1983-06-28	塗料用粘弾性調整剤および粘弾性調整法
JP2906051B1 (ja)	1999-06-14	乳化重合用乳化剤および樹脂水性分散体の製造方法
JP3423641B2 (ja)	2003-07-07	ビニル系樹脂水性分散体組成物