CN101343335A - 包含活化剂的乳液聚合物,及其制备方法和在二组分或多组分体系中的用途 - Google Patents
包含活化剂的乳液聚合物,及其制备方法和在二组分或多组分体系中的用途 Download PDFInfo
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- CN101343335A CN101343335A CNA2008101357472A CN200810135747A CN101343335A CN 101343335 A CN101343335 A CN 101343335A CN A2008101357472 A CNA2008101357472 A CN A2008101357472A CN 200810135747 A CN200810135747 A CN 200810135747A CN 101343335 A CN101343335 A CN 101343335A
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- component
- emulsion polymer
- methyl
- monomer
- activator
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- 239000012966 redox initiator Substances 0.000 title claims abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 114
- 239000004908 Emulsion polymer Substances 0.000 claims abstract description 79
- 239000000203 mixture Substances 0.000 claims abstract description 72
- 229920005989 resin Polymers 0.000 claims abstract description 9
- 239000011347 resin Substances 0.000 claims abstract description 9
- 238000000576 coating method Methods 0.000 claims abstract description 8
- 229920001567 vinyl ester resin Polymers 0.000 claims abstract description 6
- 239000000919 ceramic Substances 0.000 claims abstract description 3
- 229920003023 plastic Polymers 0.000 claims abstract description 3
- 239000004033 plastic Substances 0.000 claims abstract description 3
- 229920006337 unsaturated polyester resin Polymers 0.000 claims abstract description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 111
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 75
- 239000012190 activator Substances 0.000 claims description 64
- 230000008961 swelling Effects 0.000 claims description 42
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 35
- 238000006116 polymerization reaction Methods 0.000 claims description 30
- 230000007704 transition Effects 0.000 claims description 27
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims description 25
- 229920000642 polymer Polymers 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 17
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 238000003860 storage Methods 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 8
- 238000007789 sealing Methods 0.000 claims description 8
- 239000012752 auxiliary agent Substances 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
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- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 150000001335 aliphatic alkanes Chemical group 0.000 claims description 3
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 230000032050 esterification Effects 0.000 claims description 3
- 238000005886 esterification reaction Methods 0.000 claims description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 2
- 239000002928 artificial marble Substances 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000004575 stone Substances 0.000 claims 1
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- 150000003839 salts Chemical class 0.000 description 108
- 239000011734 sodium Substances 0.000 description 108
- 239000000243 solution Substances 0.000 description 108
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 57
- 239000012188 paraffin wax Substances 0.000 description 57
- -1 (methyl) methyl Chemical group 0.000 description 54
- XRUKRHLZDVJJSX-UHFFFAOYSA-N 4-cyanopentanoic acid Chemical compound N#CC(C)CCC(O)=O XRUKRHLZDVJJSX-UHFFFAOYSA-N 0.000 description 53
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 46
- 206010042674 Swelling Diseases 0.000 description 41
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyl toluene Natural products CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 41
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 description 36
- 239000000126 substance Substances 0.000 description 33
- 239000006185 dispersion Substances 0.000 description 28
- 238000002474 experimental method Methods 0.000 description 27
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 21
- 239000007787 solid Substances 0.000 description 18
- 238000000034 method Methods 0.000 description 15
- 239000004342 Benzoyl peroxide Substances 0.000 description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 13
- 239000000843 powder Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 12
- 230000002579 anti-swelling effect Effects 0.000 description 12
- 125000003368 amide group Chemical group 0.000 description 11
- 150000001721 carbon Chemical group 0.000 description 11
- 230000002349 favourable effect Effects 0.000 description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 239000000945 filler Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 239000003999 initiator Substances 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 238000001879 gelation Methods 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 238000011068 loading method Methods 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Natural products OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 239000004902 Softening Agent Substances 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- 238000007720 emulsion polymerization reaction Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical group OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
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- 230000002411 adverse Effects 0.000 description 3
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
- 230000008859 change Effects 0.000 description 3
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- 238000007046 ethoxylation reaction Methods 0.000 description 3
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- 230000009477 glass transition Effects 0.000 description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000004999 plastisol Substances 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
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- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 2
- 150000005207 1,3-dihydroxybenzenes Chemical class 0.000 description 2
- ZMARGGQEAJXRFP-UHFFFAOYSA-N 1-hydroxypropan-2-yl 2-methylprop-2-enoate Chemical compound OCC(C)OC(=O)C(C)=C ZMARGGQEAJXRFP-UHFFFAOYSA-N 0.000 description 2
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 2
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- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 2
- QXIQCNFSNJEMOD-UHFFFAOYSA-N 3-hydroxybutan-2-yl prop-2-enoate Chemical compound CC(O)C(C)OC(=O)C=C QXIQCNFSNJEMOD-UHFFFAOYSA-N 0.000 description 2
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- NGMNTLCQDNNBNT-UHFFFAOYSA-N C(C=C)(=O)OC.C(CS)(=O)OCCOC(CS)=O Chemical compound C(C=C)(=O)OC.C(CS)(=O)OCCOC(CS)=O NGMNTLCQDNNBNT-UHFFFAOYSA-N 0.000 description 2
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
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- 238000001035 drying Methods 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
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- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 125000002347 octyl 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])[H] 0.000 description 2
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
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- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
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- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- HYQASEVIBPSPMK-UHFFFAOYSA-N 12-(2-methylprop-2-enoyloxy)dodecyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCCCCCCCOC(=O)C(C)=C HYQASEVIBPSPMK-UHFFFAOYSA-N 0.000 description 1
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F218/02—Esters of monocarboxylic acids
- C08F218/04—Vinyl esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F285/00—Macromolecular compounds obtained by polymerising monomers on to preformed graft polymers
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- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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- 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
- C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
- C09D151/003—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
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- 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
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Polymerisation Methods In General (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (3)
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| DE102007032836.4 | 2007-07-12 | ||
| DE102008001583.0 | 2008-05-06 |
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| CN101343335A true CN101343335A (zh) | 2009-01-14 |
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| CN200810135746.8A Expired - Fee Related CN101348536B (zh) | 2007-07-12 | 2008-07-11 | 包含活化剂的乳液聚合物,及其制备方法和在二组分或多组分体系中的用途 |
| CNA2008101756646A Pending CN101392042A (zh) | 2007-07-12 | 2008-07-11 | 具有可控制的有效使用期的通过氧化还原引发体系固化的双组分或更多组分体系以及其用途 |
Family Applications After (2)
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| CN200810135746.8A Expired - Fee Related CN101348536B (zh) | 2007-07-12 | 2008-07-11 | 包含活化剂的乳液聚合物,及其制备方法和在二组分或多组分体系中的用途 |
| CNA2008101756646A Pending CN101392042A (zh) | 2007-07-12 | 2008-07-11 | 具有可控制的有效使用期的通过氧化还原引发体系固化的双组分或更多组分体系以及其用途 |
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| EP (1) | EP2164880B1 (enExample) |
| JP (1) | JP5615172B2 (enExample) |
| KR (1) | KR101517640B1 (enExample) |
| CN (3) | CN101343335A (enExample) |
| AU (1) | AU2008274370B2 (enExample) |
| BR (1) | BRPI0814227A2 (enExample) |
| CA (1) | CA2693637C (enExample) |
| DE (1) | DE102007032836A1 (enExample) |
| ES (1) | ES2388360T3 (enExample) |
| RU (1) | RU2510405C9 (enExample) |
| TW (1) | TWI471338B (enExample) |
| WO (1) | WO2009007254A1 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101805552A (zh) * | 2010-04-22 | 2010-08-18 | 山西长达交通设施有限公司 | 高抗污性道路标线涂料及其制法 |
| CN101665649B (zh) * | 2009-09-25 | 2013-11-20 | 北京红狮漆业有限公司 | 一种丙烯酸酯树脂石英石地坪漆及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2693019A1 (en) * | 2007-07-12 | 2009-01-15 | Evonik Roehm Gmbh | Two-component or multicomponent system which cures by means of a redox initiator system and has a controllable pot life and also its use |
| EP2164884A1 (de) * | 2007-07-12 | 2010-03-24 | Evonik Röhm GmbH | Emulsionspolymerisat enthaltend aktivatoren, verfahren zu dessen herstellung sowie dessen verwendung in zwei- oder mehrkomponentenssytemen |
| DE102009043792B4 (de) * | 2009-09-30 | 2013-04-11 | Hilti Aktiengesellschaft | Zweikomponenten-Mörtelmasse und ihre Verwendung |
| JP5000018B1 (ja) * | 2011-03-03 | 2012-08-15 | 田岡化学工業株式会社 | ２−シアノアクリレートの精製方法 |
| GB201205677D0 (en) | 2012-03-30 | 2012-05-16 | Internat Uk Ltd | A two part acrylic composition |
| EP2945994B1 (en) | 2013-01-18 | 2018-07-11 | Basf Se | Acrylic dispersion-based coating compositions |
| GB201317299D0 (en) | 2013-09-30 | 2013-11-13 | Lucite Int Uk Ltd | A hardenable multi-part acrylic composition |
| EP3161027A1 (en) * | 2014-06-27 | 2017-05-03 | Illinois Tool Works Inc. | Methacrylate structural adhesive formulation and process for the use thereof |
| GB201412263D0 (en) * | 2014-07-10 | 2014-08-27 | Lucite Internat Speciality Polymers And Resins Ltd | A multi-part acrylic cold-curing composition |
| FR3028859B1 (fr) * | 2014-11-24 | 2018-02-16 | Arkema France | Procede de fabrication multietapes d'un polymere, sa composition, son utilisation et composition comprenant celui-ci |
| EP3231588A1 (de) * | 2016-04-12 | 2017-10-18 | Evonik Röhm GmbH | Sprühgetrocknetes weichphasenemulsionspolymerisat für das auffüllen der zwickel in perlpolymerisatschichten im binder jetting verfahren |
| EP3543264A1 (de) | 2018-03-22 | 2019-09-25 | HILTI Aktiengesellschaft | System zur befestigung eines konstruktionselements und verfahren zum befestigen des konstruktionselements |
| DE102019107633A1 (de) * | 2019-03-25 | 2020-10-29 | Sphera Technology Gmbh | Mehrkomponentensystem und Verfahren zur Herstellung eines Mehrkomponentensystems |
| CN110157362B (zh) * | 2019-06-10 | 2021-03-19 | 浙江理工大学 | 一种水性阻燃型纳米复合黏合剂的制备方法 |
| EP4056608A4 (en) * | 2019-11-29 | 2023-01-18 | Showa Denko Materials Co., Ltd. | COMPOSITION ASSEMBLY CONTAINING A COMPOUND HAVING A POLYOXYALKYLENE CHAIN |
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| DE1544924C3 (de) | 1965-10-22 | 1974-02-14 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Dentalformkörpern |
| US3886116A (en) * | 1971-06-15 | 1975-05-27 | Goodyear Tire & Rubber | Oxidation resistant polymeric compositions |
| GB1415060A (en) * | 1972-09-07 | 1975-11-26 | Ceskoslovenska Akademie Ved | Method for polymerizing n-alkyl-n-arylaminoethyl esters of acrylic acid and acrylic acid derivatives |
| JPS58170737A (ja) * | 1982-03-31 | 1983-10-07 | Lion Corp | プロピルメタクリレ−ト誘導体及び該化合物からなる歯科用接着組成物用重合性単量体 |
| DE3843965A1 (de) | 1988-12-24 | 1990-07-12 | Roehm Gmbh | Mehrphasige, waessrige kunststoffdispersion und ihre verwendung in ueberzugsmittel |
| DE4315788C2 (de) | 1993-05-12 | 2001-04-26 | Roehm Gmbh | Dübelharze |
| JP4125821B2 (ja) * | 1997-06-23 | 2008-07-30 | 電気化学工業株式会社 | 硬化性樹脂組成物、硬化体、コンクリート積層体、コーティング剤、接着剤、シーラント及びレジンコンクリート |
| JP2001517721A (ja) | 1997-09-20 | 2001-10-09 | レーム ゲゼルシヤフト ミツト ベシユレンクテル ハフツング ウント コンパニー コマンディートゲゼルシャフト | 重合可能な成分（反応性プラスチゾル）を有する熱的に皮膜形成可能な材料 |
| DE19826412C2 (de) * | 1998-06-16 | 2002-10-10 | Roehm Gmbh | Geruchsvermindertes, kalthärtendes (Meth)acrylat-Reaktionsharz für Bodenbeschichtungen, dieses Reaktionsharz aufweisende Bodenbeschichtungen sowie Verfahren zur Herstellung solcher Bodenbeschichtungen |
| CA2402815A1 (en) * | 2000-04-03 | 2001-10-11 | 3M Innovative Properties Company | Dental materials with extendable work time, kits, and methods |
| AR034127A1 (es) | 2000-07-21 | 2004-02-04 | Schering Corp | Imidazolidinonas como inhibidores de ns3-serina proteasa del virus de hepatitis c, composicion farmaceutica, un metodo para su preparacion, y el uso de las mismas para la manufactura de un medicamento |
| DE10051762B4 (de) | 2000-10-18 | 2006-11-16 | Röhm Gmbh | Wässriges Monomer-Polymer-System und dessen Verwendung |
| EP1225189A1 (en) * | 2000-12-22 | 2002-07-24 | Dsm N.V. | Two-component chemical fastening systems |
| US6762260B2 (en) * | 2002-03-05 | 2004-07-13 | Dow Global Technologies Inc. | Organoborane amine complex polymerization initiators and polymerizable compositions |
| US6989416B2 (en) * | 2002-05-07 | 2006-01-24 | Sika Technology Ag | Methacrylate structural adhesive |
| DE10339329A1 (de) * | 2003-08-25 | 2005-03-24 | Röhm GmbH & Co. KG | Monomer - Polymer-Systeme mit steuerbarer Topfzeit |
| DE102004011497B4 (de) * | 2004-03-09 | 2008-05-21 | Ivoclar Vivadent Ag | Dentalwerkstoffe mit verbesserter Verträglichkeit |
| DE102006010075B4 (de) * | 2006-03-04 | 2010-01-28 | Ivoclar Vivadent Ag | Verfahren zur Herstellung von im Dentalbereich einsetzbaren Kunststoffformteilen |
| US7989015B2 (en) | 2007-01-11 | 2011-08-02 | Kraft Foods Global Brands Llc | Methods of forming heat stable soy milk concentrates |
| EP2164884A1 (de) * | 2007-07-12 | 2010-03-24 | Evonik Röhm GmbH | Emulsionspolymerisat enthaltend aktivatoren, verfahren zu dessen herstellung sowie dessen verwendung in zwei- oder mehrkomponentenssytemen |
| CA2693019A1 (en) * | 2007-07-12 | 2009-01-15 | Evonik Roehm Gmbh | Two-component or multicomponent system which cures by means of a redox initiator system and has a controllable pot life and also its use |
-
2007
- 2007-07-12 DE DE102007032836A patent/DE102007032836A1/de not_active Withdrawn
-
2008
- 2008-06-27 AU AU2008274370A patent/AU2008274370B2/en not_active Ceased
- 2008-06-27 JP JP2010515463A patent/JP5615172B2/ja not_active Expired - Fee Related
- 2008-06-27 ES ES08774394T patent/ES2388360T3/es active Active
- 2008-06-27 KR KR1020107000568A patent/KR101517640B1/ko not_active Expired - Fee Related
- 2008-06-27 WO PCT/EP2008/058223 patent/WO2009007254A1/de not_active Ceased
- 2008-06-27 EP EP08774394A patent/EP2164880B1/de not_active Not-in-force
- 2008-06-27 CA CA2693637A patent/CA2693637C/en not_active Expired - Fee Related
- 2008-06-27 BR BRPI0814227-0A2A patent/BRPI0814227A2/pt not_active IP Right Cessation
- 2008-06-27 US US12/668,450 patent/US8168736B2/en not_active Expired - Fee Related
- 2008-06-27 RU RU2010104643/04A patent/RU2510405C9/ru not_active IP Right Cessation
- 2008-07-09 TW TW97125908A patent/TWI471338B/zh not_active IP Right Cessation
- 2008-07-11 CN CNA2008101357472A patent/CN101343335A/zh active Pending
- 2008-07-11 CN CN200810135746.8A patent/CN101348536B/zh not_active Expired - Fee Related
- 2008-07-11 CN CNA2008101756646A patent/CN101392042A/zh active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101665649B (zh) * | 2009-09-25 | 2013-11-20 | 北京红狮漆业有限公司 | 一种丙烯酸酯树脂石英石地坪漆及其制备方法 |
| CN101805552A (zh) * | 2010-04-22 | 2010-08-18 | 山西长达交通设施有限公司 | 高抗污性道路标线涂料及其制法 |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2010104643A (ru) | 2011-08-20 |
| US8168736B2 (en) | 2012-05-01 |
| JP2010532810A (ja) | 2010-10-14 |
| CA2693637C (en) | 2015-07-28 |
| CN101348536B (zh) | 2014-06-11 |
| CN101348536A (zh) | 2009-01-21 |
| EP2164880A1 (de) | 2010-03-24 |
| AU2008274370A1 (en) | 2009-01-15 |
| JP5615172B2 (ja) | 2014-10-29 |
| CA2693637A1 (en) | 2009-01-15 |
| KR20100037594A (ko) | 2010-04-09 |
| US20100174028A1 (en) | 2010-07-08 |
| EP2164880B1 (de) | 2012-06-06 |
| CN101392042A (zh) | 2009-03-25 |
| ES2388360T3 (es) | 2012-10-11 |
| TW200918560A (en) | 2009-05-01 |
| RU2510405C9 (ru) | 2014-09-20 |
| TWI471338B (zh) | 2015-02-01 |
| WO2009007254A1 (de) | 2009-01-15 |
| BRPI0814227A2 (pt) | 2015-01-06 |
| RU2510405C2 (ru) | 2014-03-27 |
| KR101517640B1 (ko) | 2015-05-07 |
| AU2008274370B2 (en) | 2013-08-29 |
| DE102007032836A1 (de) | 2009-01-15 |
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