CA1051575A - Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse - Google Patents

Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse

Info

Publication number: CA1051575A
Authority: CA; Canada
Prior art keywords: weight; polymer; parts; composition according; hydrophilic
Prior art date: 1974-07-11
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

Application number

CA204,608A

Other languages

English (en)

Other versions

CA204608S (en

Inventor

Raymond L. Drury (Jr.)

James W. Hines

Charles S. Nevin

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.)

Primary Products Ingredients Americas LLC

Original Assignee

Tate and Lyle Ingredients Americas LLC

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.)

1974-07-11

Filing date

1974-07-11

Publication date

1979-03-27

1974-07-11 Application filed by Tate and Lyle Ingredients Americas LLC filed Critical Tate and Lyle Ingredients Americas LLC

1974-07-11 Priority to CA204,608A priority Critical patent/CA1051575A/fr

1979-03-27 Application granted granted Critical

1979-03-27 Publication of CA1051575A publication Critical patent/CA1051575A/fr

Status Expired legal-status Critical Current

Links

150000001408 amides Chemical class 0.000 title claims abstract description 41
239000000203 mixture Substances 0.000 title claims description 74
229920000642 polymer Polymers 0.000 claims abstract description 99
239000000178 monomer Substances 0.000 claims abstract description 37
125000005907 alkyl ester group Chemical group 0.000 claims abstract description 28
150000001412 amines Chemical class 0.000 claims abstract description 23
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 11
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
239000000049 pigment Substances 0.000 claims description 29
125000004432 carbon atom Chemical group C* 0.000 claims description 22
239000007787 solid Substances 0.000 claims description 19
-1 alkyl acrylic acid Chemical compound 0.000 claims description 16
125000002947 alkylene group Chemical group 0.000 claims description 15
150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 15
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 14
239000002253 acid Substances 0.000 claims description 14
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical group O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 12
239000000839 emulsion Substances 0.000 claims description 11
239000003795 chemical substances by application Substances 0.000 claims description 10
239000002904 solvent Substances 0.000 claims description 10
239000001301 oxygen Substances 0.000 claims description 9
229910052760 oxygen Inorganic materials 0.000 claims description 9
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 8
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 8
125000003368 amide group Chemical group 0.000 claims description 8
229910052799 carbon Inorganic materials 0.000 claims description 8
229910052757 nitrogen Inorganic materials 0.000 claims description 8
125000000217 alkyl group Chemical group 0.000 claims description 7
150000001732 carboxylic acid derivatives Chemical group 0.000 claims description 7
238000000034 method Methods 0.000 claims description 7
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 6
238000007720 emulsion polymerization reaction Methods 0.000 claims description 6
125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
125000004430 oxygen atom Chemical group O* 0.000 claims description 6
229920003169 water-soluble polymer Polymers 0.000 claims description 6
239000008135 aqueous vehicle Substances 0.000 claims description 5
230000001747 exhibiting effect Effects 0.000 claims description 5
239000008240 homogeneous mixture Substances 0.000 claims description 5
230000002378 acidificating effect Effects 0.000 claims description 4
238000002156 mixing Methods 0.000 claims description 4
150000005846 sugar alcohols Polymers 0.000 claims description 4
239000007795 chemical reaction product Substances 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
229910052751 metal Inorganic materials 0.000 claims description 3
239000002184 metal Substances 0.000 claims description 3
125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 3
238000001035 drying Methods 0.000 claims description 2
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
125000000896 monocarboxylic acid group Chemical group 0.000 claims 2
238000005917 acylation reaction Methods 0.000 claims 1
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238000001704 evaporation Methods 0.000 claims 1
230000008020 evaporation Effects 0.000 claims 1
238000011065 in-situ storage Methods 0.000 claims 1
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150000001735 carboxylic acids Chemical class 0.000 abstract description 2
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239000000976 ink Substances 0.000 description 76
238000009472 formulation Methods 0.000 description 22
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RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Chemical class C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 11
KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Chemical class O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 11
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Chemical class OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 11
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
238000012360 testing method Methods 0.000 description 10
238000005227 gel permeation chromatography Methods 0.000 description 7
239000000376 reactant Substances 0.000 description 7
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 6
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238000013019 agitation Methods 0.000 description 6
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DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
239000011230 binding agent Substances 0.000 description 4
238000009826 distribution Methods 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
239000003973 paint Substances 0.000 description 4
229910052700 potassium Inorganic materials 0.000 description 4
238000000926 separation method Methods 0.000 description 4
239000003981 vehicle Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000010640 amide synthesis reaction Methods 0.000 description 3
238000004458 analytical method Methods 0.000 description 3
235000010323 ascorbic acid Nutrition 0.000 description 3
229960005070 ascorbic acid Drugs 0.000 description 3
239000011668 ascorbic acid Substances 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
239000001913 cellulose Substances 0.000 description 3
229920002678 cellulose Polymers 0.000 description 3
239000003431 cross linking reagent Substances 0.000 description 3
229920001477 hydrophilic polymer Polymers 0.000 description 3
238000005259 measurement Methods 0.000 description 3
125000005395 methacrylic acid group Chemical group 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000002245 particle Substances 0.000 description 3
239000002798 polar solvent Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
239000000758 substrate Substances 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
238000012546 transfer Methods 0.000 description 3
239000002966 varnish Substances 0.000 description 3
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 2
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
229940035437 1,3-propanediol Drugs 0.000 description 2
GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
239000004859 Copal Substances 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
241000782205 Guibourtia conjugata Species 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
229920000877 Melamine resin Polymers 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 2
229920001800 Shellac Polymers 0.000 description 2
240000008548 Shorea javanica Species 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
239000013011 aqueous formulation Substances 0.000 description 2
239000003899 bactericide agent Substances 0.000 description 2
238000000498 ball milling Methods 0.000 description 2
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150000001721 carbon Chemical group 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000004132 cross linking Methods 0.000 description 2
239000013530 defoamer Substances 0.000 description 2
239000000975 dye Substances 0.000 description 2
229920001971 elastomer Polymers 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
239000011953 free-radical catalyst Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
239000010931 gold Substances 0.000 description 2
229910052737 gold Inorganic materials 0.000 description 2
238000000227 grinding Methods 0.000 description 2
239000007970 homogeneous dispersion Substances 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
239000000463 material Substances 0.000 description 2
239000003607 modifier Substances 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
239000004014 plasticizer Substances 0.000 description 2
229920000166 polytrimethylene carbonate Polymers 0.000 description 2
YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 2
239000011253 protective coating Substances 0.000 description 2
239000004208 shellac Substances 0.000 description 2
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical class OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 2
229940113147 shellac Drugs 0.000 description 2
235000013874 shellac Nutrition 0.000 description 2
239000000243 solution Substances 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 2
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BTANRVKWQNVYAZ-SCSAIBSYSA-N (2R)-butan-2-ol Chemical compound CC[C@@H](C)O BTANRVKWQNVYAZ-SCSAIBSYSA-N 0.000 description 1
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FGLBSLMDCBOPQK-UHFFFAOYSA-N 2-nitropropane Chemical compound CC(C)[N+]([O-])=O FGLBSLMDCBOPQK-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 1
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239000006185 dispersion Substances 0.000 description 1
239000002612 dispersion medium Substances 0.000 description 1
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239000004862 elemi Substances 0.000 description 1
239000003759 ester based solvent Substances 0.000 description 1
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125000000524 functional group Chemical group 0.000 description 1
238000001879 gelation Methods 0.000 description 1
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229920001519 homopolymer Polymers 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
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229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
229940011051 isopropyl acetate Drugs 0.000 description 1
GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
230000000670 limiting effect Effects 0.000 description 1
238000011068 loading method Methods 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000000025 natural resin Substances 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
229920001220 nitrocellulos Polymers 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
125000000962 organic group Chemical group 0.000 description 1
239000012860 organic pigment Substances 0.000 description 1
238000012856 packing Methods 0.000 description 1
239000011087 paperboard Substances 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920000233 poly(alkylene oxides) Polymers 0.000 description 1
229920001748 polybutylene Polymers 0.000 description 1
229940094537 polyester-10 Drugs 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
159000000001 potassium salts Chemical class 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000012545 processing Methods 0.000 description 1
NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
VVNRQZDDMYBBJY-UHFFFAOYSA-M sodium 1-[(1-sulfonaphthalen-2-yl)diazenyl]naphthalen-2-olate Chemical compound [Na+].C1=CC=CC2=C(S([O-])(=O)=O)C(N=NC3=C4C=CC=CC4=CC=C3O)=CC=C21 VVNRQZDDMYBBJY-UHFFFAOYSA-M 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
JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
FCZYGJBVLGLYQU-UHFFFAOYSA-M sodium;2-[2-[2-[4-(2,4,4-trimethylpentan-2-yl)phenoxy]ethoxy]ethoxy]ethanesulfonate Chemical compound [Na+].CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCS([O-])(=O)=O)C=C1 FCZYGJBVLGLYQU-UHFFFAOYSA-M 0.000 description 1
235000015096 spirit Nutrition 0.000 description 1
239000010959 steel Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229920001909 styrene-acrylic polymer Polymers 0.000 description 1
239000013589 supplement Substances 0.000 description 1
229920003002 synthetic resin Polymers 0.000 description 1
239000000057 synthetic resin Substances 0.000 description 1
SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
150000004764 thiosulfuric acid derivatives Chemical class 0.000 description 1
230000000007 visual effect Effects 0.000 description 1
210000000707 wrist Anatomy 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Landscapes

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

CA204,608A 1974-07-11 1974-07-11 Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse Expired CA1051575A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA204,608A CA1051575A (fr)	1974-07-11	1974-07-11	Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA204,608A CA1051575A (fr)	1974-07-11	1974-07-11	Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse

Publications (1)

Publication Number	Publication Date
CA1051575A true CA1051575A (fr)	1979-03-27

Family

ID=4100634

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA204,608A Expired CA1051575A (fr)	1974-07-11	1974-07-11	Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse

Country Status (1)

Country	Link
CA (1)	CA1051575A (fr)

1974
- 1974-07-11 CA CA204,608A patent/CA1051575A/fr not_active Expired

Publication	Publication Date	Title
US3950290A (en)	1976-04-13	Aqueous coating and printing compositions
US4141868A (en)	1979-02-27	Water-based coating compositions
US2795564A (en)	1957-06-11	Aqueous paint bases and water-base paints and process for preparing them
US3686111A (en)	1972-08-22	Non-aqueous polymeric pseudo-dispersion
US3248356A (en)	1966-04-26	Multisperse acrylic latexes
CA1296440C (fr)	1992-02-25	Additif pour liant de revetement
US4131580A (en)	1978-12-26	Water-based coating compositions comprising a vinyl addition polymer and an acrylic ester of dicyclopentadiene
US3951892A (en)	1976-04-20	Aqueous printing vehicle
US3825514A (en)	1974-07-23	Film forming hydrophilic amide polymer compositions
US3764587A (en)	1973-10-09	Acrylic interpolymers for flexographic inks
US4016127A (en)	1977-04-05	Emulsion copolymers of acrolein and their use in treating leather
US2595952A (en)	1952-05-06	Polyvinyl acetate emulsion containing a polyalkylene glycol
US2628948A (en)	1953-02-17	Polyvinyl acetate emulsion containing an acetic acid ester of glycerol
AU606926B2 (en)	1991-02-21	Aqueous lacquers with two constituents, for the single-layer coating of high-resistance finish foils and continuous edges
CA1051575A (fr)	1979-03-27	Produits d'interpolymeres d'amides hydrophyles formant une pellicule aqueuse
US3595823A (en)	1971-07-27	Stable aqueous emulsions of styrene-acrylonitrile-acrylic therpolymers
US6903157B2 (en)	2005-06-07	Thickened aqueous coating compositions containing film-forming polymeric binder
US3896085A (en)	1975-07-22	Emulsion copolymers of acrolein and their use in treating leather
US2588543A (en)	1952-03-11	Polyvinyl acetate emulsion
US2595953A (en)	1952-05-06	Polyvinyl acetate emulsion containing an alkoxy glycol ether, and a base coated therewith
US3547849A (en)	1970-12-15	Alkyd modified vinyl acetate-ethylene copolymer emulsion paint
US4321179A (en)	1982-03-23	Process for producing an aqueous liquid dispersion of polymers
US3245936A (en)	1966-04-12	Vinyl acetate copolymeric emulsions with acrylic acid
US2595956A (en)	1952-05-06	Polyvinyl acetate emulsion containing an alkoxy acetate, and base coated therewith
AU604978B2 (en)	1991-01-03	Thickeners for physically drying paints and coating materials and preparation of the thickeners