JP2013540874A - 水溶解性または水崩壊性の共重合体 - Google Patents
水溶解性または水崩壊性の共重合体 Download PDFInfo
- Publication number
- JP2013540874A JP2013540874A JP2013535441A JP2013535441A JP2013540874A JP 2013540874 A JP2013540874 A JP 2013540874A JP 2013535441 A JP2013535441 A JP 2013535441A JP 2013535441 A JP2013535441 A JP 2013535441A JP 2013540874 A JP2013540874 A JP 2013540874A
- Authority
- JP
- Japan
- Prior art keywords
- copolymer
- impact modifier
- weight
- unsaturated monocarboxylic
- monocarboxylic acid
- 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.)
- Pending
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 181
- 239000004609 Impact Modifier Substances 0.000 claims abstract description 49
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 16
- 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 13
- 238000000034 method Methods 0.000 claims abstract description 11
- 150000002763 monocarboxylic acids Chemical class 0.000 claims abstract description 10
- 230000007935 neutral effect Effects 0.000 claims abstract description 8
- 230000009471 action Effects 0.000 claims abstract description 3
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 18
- 150000002148 esters Chemical class 0.000 claims description 17
- -1 alkoxyalkyl ester Chemical class 0.000 claims description 16
- 230000009477 glass transition Effects 0.000 claims description 16
- 239000000155 melt Substances 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 125000003700 epoxy group Chemical group 0.000 claims description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 5
- 239000004593 Epoxy Substances 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- 230000008569 process Effects 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 3
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 3
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 claims description 2
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 claims description 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 claims description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 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
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 238000010008 shearing Methods 0.000 claims 1
- 229920000642 polymer Polymers 0.000 abstract description 26
- 239000000463 material Substances 0.000 abstract description 10
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 230000015556 catabolic process Effects 0.000 abstract description 3
- 238000006731 degradation reaction Methods 0.000 abstract description 3
- 230000004048 modification Effects 0.000 abstract 1
- 238000012986 modification Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 229920001897 terpolymer Polymers 0.000 description 17
- 239000000178 monomer Substances 0.000 description 15
- 239000000243 solution Substances 0.000 description 13
- 230000008901 benefit Effects 0.000 description 10
- 229920002125 Sokalan® Polymers 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 5
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- 239000004416 thermosoftening plastic Substances 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000011258 core-shell material Substances 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000004584 polyacrylic acid Substances 0.000 description 4
- 238000012545 processing Methods 0.000 description 4
- 229920001059 synthetic polymer Polymers 0.000 description 4
- 238000010146 3D printing Methods 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 229920003169 water-soluble polymer Polymers 0.000 description 3
- FWWXYLGCHHIKNY-UHFFFAOYSA-N 2-ethoxyethyl prop-2-enoate Chemical compound CCOCCOC(=O)C=C FWWXYLGCHHIKNY-UHFFFAOYSA-N 0.000 description 2
- OYFJWLSZXKXLAT-UHFFFAOYSA-N 4-ethoxybutyl prop-2-enoate Chemical compound CCOCCCCOC(=O)C=C OYFJWLSZXKXLAT-UHFFFAOYSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 229920002873 Polyethylenimine Polymers 0.000 description 2
- 150000008064 anhydrides Chemical group 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 230000002051 biphasic effect Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011960 computer-aided design Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 229920005615 natural polymer Polymers 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229920006132 styrene block copolymer Polymers 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- SFPNZPQIIAJXGL-UHFFFAOYSA-N 2-ethoxyethyl 2-methylprop-2-enoate Chemical compound CCOCCOC(=O)C(C)=C SFPNZPQIIAJXGL-UHFFFAOYSA-N 0.000 description 1
- VXASQTMYWZHWMX-UHFFFAOYSA-N 4-ethoxybutyl 2-methylprop-2-enoate Chemical compound CCOCCCCOC(=O)C(C)=C VXASQTMYWZHWMX-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical class CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009739 binding Methods 0.000 description 1
- WWNGFHNQODFIEX-UHFFFAOYSA-N buta-1,3-diene;methyl 2-methylprop-2-enoate;styrene Chemical compound C=CC=C.COC(=O)C(C)=C.C=CC1=CC=CC=C1 WWNGFHNQODFIEX-UHFFFAOYSA-N 0.000 description 1
- FACXGONDLDSNOE-UHFFFAOYSA-N buta-1,3-diene;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 FACXGONDLDSNOE-UHFFFAOYSA-N 0.000 description 1
- 229950005499 carbon tetrachloride Drugs 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001733 carboxylic acid esters Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- DZZVFJCQWKGPNY-UHFFFAOYSA-N ethyl 2-methylprop-2-eneperoxoate Chemical compound CCOOC(=O)C(C)=C DZZVFJCQWKGPNY-UHFFFAOYSA-N 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 229940012356 eye drops Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- MYSWGNHLJGOCPT-UHFFFAOYSA-N methyl prop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C=C MYSWGNHLJGOCPT-UHFFFAOYSA-N 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 239000003058 plasma substitute Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000083 poly(allylamine) Polymers 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 239000011265 semifinished product Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000009875 water degumming Methods 0.000 description 1
Classifications
-
- 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
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- 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
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- 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
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- 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
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/281—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10189433.5 | 2010-10-29 | ||
| EP10189433.5A EP2447292B1 (de) | 2010-10-29 | 2010-10-29 | Wasserlösliches bzw. in wasser desintegrierbares copolymer |
| PCT/EP2011/068879 WO2012055972A1 (de) | 2010-10-29 | 2011-10-27 | Wasserlösliches bzw. in wasser desintegrierbares copolymer |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015246849A Division JP6343598B2 (ja) | 2010-10-29 | 2015-12-18 | 水溶解性または水崩壊性の共重合体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013540874A true JP2013540874A (ja) | 2013-11-07 |
| JP2013540874A5 JP2013540874A5 (OSRAM) | 2014-09-11 |
Family
ID=43799696
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013535441A Pending JP2013540874A (ja) | 2010-10-29 | 2011-10-27 | 水溶解性または水崩壊性の共重合体 |
| JP2015246849A Active JP6343598B2 (ja) | 2010-10-29 | 2015-12-18 | 水溶解性または水崩壊性の共重合体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015246849A Active JP6343598B2 (ja) | 2010-10-29 | 2015-12-18 | 水溶解性または水崩壊性の共重合体 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US9399691B2 (OSRAM) |
| EP (1) | EP2447292B1 (OSRAM) |
| JP (2) | JP2013540874A (OSRAM) |
| CN (2) | CN103314022B (OSRAM) |
| ES (1) | ES2625878T3 (OSRAM) |
| TW (1) | TW201229066A (OSRAM) |
| WO (1) | WO2012055972A1 (OSRAM) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016013658A (ja) * | 2014-07-02 | 2016-01-28 | セイコーエプソン株式会社 | 三次元造形物の製造方法、三次元造形物および三次元造形用組成物 |
| CN111574655A (zh) * | 2020-06-08 | 2020-08-25 | 中国石油化工股份有限公司 | 一种水溶崩解型投球笼及其制备方法 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2447292B1 (de) * | 2010-10-29 | 2017-03-29 | BellandTechnology AG | Wasserlösliches bzw. in wasser desintegrierbares copolymer |
| WO2014076519A1 (fr) | 2012-10-29 | 2014-05-22 | Debiotech S.A. | Dispositif de traitement extra corporel du sang |
| GB201317626D0 (en) * | 2013-10-04 | 2013-11-20 | Schlumberger Holdings | Solids in borehole fluids |
| JP6188964B2 (ja) * | 2014-02-20 | 2017-08-30 | ガルス・フェルト・リュッシュ・アクチェンゲゼルシャフト | スクリーン印刷ステンシル、およびその描画方法 |
| JP5972335B2 (ja) | 2014-10-14 | 2016-08-17 | 花王株式会社 | 三次元造形用可溶性材料 |
| JP6491467B2 (ja) * | 2014-10-14 | 2019-03-27 | 花王株式会社 | 三次元造形用可溶性材料 |
| EP4468081A3 (en) | 2014-12-23 | 2025-07-09 | Bridgestone Americas Tire Operations, LLC | Process for producing a cured polymeric product, kit for use with the process and tire |
| WO2016121587A1 (ja) * | 2015-01-26 | 2016-08-04 | Ｋｊケミカルズ株式会社 | 三次元造型サポート材用活性エネルギー線硬化性樹脂組成物 |
| US11186679B2 (en) | 2015-06-19 | 2021-11-30 | Stratasys, Inc. | Water dispersible polymer for use in additive manufacturing |
| WO2017020020A1 (en) * | 2015-07-30 | 2017-02-02 | Wildcat Dp Llc | Material and method for 3-d fabrication |
| US11097531B2 (en) | 2015-12-17 | 2021-08-24 | Bridgestone Americas Tire Operations, Llc | Additive manufacturing cartridges and processes for producing cured polymeric products by additive manufacturing |
| US11453161B2 (en) | 2016-10-27 | 2022-09-27 | Bridgestone Americas Tire Operations, Llc | Processes for producing cured polymeric products by additive manufacturing |
| EP3694939A1 (en) | 2017-10-10 | 2020-08-19 | Stratasys, Inc. | Water-dispersible thermoplastic material comprising sulfonated copolymer for use in additive manufacturing |
| FR3074181B1 (fr) | 2017-11-28 | 2020-11-06 | Arkema France | Composition copolymerique hydrosoluble a ph neutre |
| CN111491964A (zh) * | 2017-12-22 | 2020-08-04 | 帝斯曼知识产权资产管理有限公司 | 粘合剂组合物及其在3d打印中的用途 |
| EP3864093A1 (en) | 2018-10-10 | 2021-08-18 | Stratasys, Inc. | Water dispersible sulfonated thermoplastic copolymer for use in additive manufacturing |
| FR3088327B1 (fr) | 2018-11-08 | 2021-11-05 | Arkema France | Composition copolymerique hydrosoluble |
| US12157800B2 (en) | 2021-04-12 | 2024-12-03 | Stratasys, Inc. | Method for underwater processing of water-dispersible materials |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6131333A (ja) * | 1984-07-20 | 1986-02-13 | 花王株式会社 | セメント混和剤 |
| JPS63139906A (ja) * | 1986-12-02 | 1988-06-11 | Lion Corp | 水溶性ポリマ− |
| JPH0228278A (ja) * | 1988-05-31 | 1990-01-30 | Basf Ag | 平たい接合材料を製造するための貼合せ用接着剤 |
| JP2008101201A (ja) * | 2006-09-20 | 2008-05-01 | Toray Ind Inc | カルボキシル基含有アクリル共重合体の製造方法 |
| JP2009191089A (ja) * | 2008-02-12 | 2009-08-27 | Toray Ind Inc | 熱可塑性樹脂組成物、その製造方法および成形品 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB833571A (en) * | 1956-03-22 | 1960-04-27 | Monsanto Chemicals | Interpolymers and interpolymerisation processes employing the same |
| US4196272A (en) * | 1978-11-27 | 1980-04-01 | Nalco Chemical Company | Continuous process for the preparation of an acrylic acid-methyl acrylate copolymer in a tubular reactor |
| US4711725A (en) * | 1985-06-26 | 1987-12-08 | Rohm And Haas Co. | Method of stabilizing aqueous systems |
| CN1154375A (zh) * | 1995-10-27 | 1997-07-16 | 罗姆和哈斯公司 | 用于自动洗碗洗涤剂的聚羧酸盐 |
| DE69631969T2 (de) * | 1995-12-22 | 2005-04-07 | Losasso, Janice E. | Strukturierte polymere mit niedrigem molekular gewicht |
| US6013421A (en) * | 1996-07-19 | 2000-01-11 | Fuji Photo Film Co., Ltd. | Silver halide photographic light-sensitive material and image-forming method |
| DE19639347A1 (de) | 1996-09-25 | 1998-03-26 | Belland Ag | Zweiphasige, in wäßrigem Alkali auflösbare Polymerkombination und Verfahren zu ihrer Herstellung |
| JP3031327B2 (ja) | 1998-03-26 | 2000-04-10 | 日本電気株式会社 | スペクトラム拡散通信システムおよびその過負荷制御方法 |
| US7754807B2 (en) * | 1999-04-20 | 2010-07-13 | Stratasys, Inc. | Soluble material and process for three-dimensional modeling |
| JP3648704B2 (ja) * | 2000-02-14 | 2005-05-18 | タムラ化研株式会社 | 活性エネルギー線硬化性組成物及びプリント配線板 |
| US6890989B2 (en) * | 2001-03-12 | 2005-05-10 | Kimberly-Clark Worldwide, Inc. | Water-responsive biodegradable polymer compositions and method of making same |
| JP2007241071A (ja) * | 2006-03-10 | 2007-09-20 | Fujifilm Corp | 反射透過型液晶表示装置 |
| JP5157251B2 (ja) * | 2007-05-21 | 2013-03-06 | 東亞合成株式会社 | 炭酸カルシウム用分散剤 |
| JP5417600B2 (ja) * | 2008-02-15 | 2014-02-19 | 大塚化学株式会社 | 水性顔料分散体及びコーティング剤 |
| US8876513B2 (en) * | 2008-04-25 | 2014-11-04 | 3D Systems, Inc. | Selective deposition modeling using CW UV LED curing |
| FR2937149B1 (fr) * | 2008-10-13 | 2010-12-03 | Commissariat Energie Atomique | Dispositif de mesure en ligne d'un flux de neutrons rapides et epithermiques |
| US8246888B2 (en) * | 2008-10-17 | 2012-08-21 | Stratasys, Inc. | Support material for digital manufacturing systems |
| JP5776549B2 (ja) | 2009-06-11 | 2015-09-09 | 東亞合成株式会社 | 顔料用分散剤及びその用途 |
| PL2595943T3 (pl) * | 2010-07-21 | 2015-10-30 | Basf Se | Sposób wytwarzania węglowodorów aromatycznych z metanu |
| EP2447292B1 (de) * | 2010-10-29 | 2017-03-29 | BellandTechnology AG | Wasserlösliches bzw. in wasser desintegrierbares copolymer |
-
2010
- 2010-10-29 EP EP10189433.5A patent/EP2447292B1/de active Active
- 2010-10-29 ES ES10189433.5T patent/ES2625878T3/es active Active
-
2011
- 2011-10-27 JP JP2013535441A patent/JP2013540874A/ja active Pending
- 2011-10-27 WO PCT/EP2011/068879 patent/WO2012055972A1/de not_active Ceased
- 2011-10-27 CN CN201180051582.0A patent/CN103314022B/zh active Active
- 2011-10-27 US US13/881,536 patent/US9399691B2/en active Active
- 2011-10-27 CN CN201610949468.4A patent/CN106883339B/zh active Active
- 2011-10-28 TW TW100139491A patent/TW201229066A/zh unknown
-
2015
- 2015-12-18 JP JP2015246849A patent/JP6343598B2/ja active Active
-
2016
- 2016-06-21 US US15/187,974 patent/US9777090B2/en active Active
-
2017
- 2017-10-02 US US15/722,091 patent/US10308743B2/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6131333A (ja) * | 1984-07-20 | 1986-02-13 | 花王株式会社 | セメント混和剤 |
| JPS63139906A (ja) * | 1986-12-02 | 1988-06-11 | Lion Corp | 水溶性ポリマ− |
| JPH0228278A (ja) * | 1988-05-31 | 1990-01-30 | Basf Ag | 平たい接合材料を製造するための貼合せ用接着剤 |
| JP2008101201A (ja) * | 2006-09-20 | 2008-05-01 | Toray Ind Inc | カルボキシル基含有アクリル共重合体の製造方法 |
| JP2009191089A (ja) * | 2008-02-12 | 2009-08-27 | Toray Ind Inc | 熱可塑性樹脂組成物、その製造方法および成形品 |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016013658A (ja) * | 2014-07-02 | 2016-01-28 | セイコーエプソン株式会社 | 三次元造形物の製造方法、三次元造形物および三次元造形用組成物 |
| CN111574655A (zh) * | 2020-06-08 | 2020-08-25 | 中国石油化工股份有限公司 | 一种水溶崩解型投球笼及其制备方法 |
| CN111574655B (zh) * | 2020-06-08 | 2022-05-20 | 中国石油化工股份有限公司 | 一种水溶崩解型投球笼及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20180022847A1 (en) | 2018-01-25 |
| CN106883339B (zh) | 2019-07-23 |
| US10308743B2 (en) | 2019-06-04 |
| CN103314022B (zh) | 2016-11-09 |
| US20160297910A1 (en) | 2016-10-13 |
| JP2016135589A (ja) | 2016-07-28 |
| WO2012055972A1 (de) | 2012-05-03 |
| US9777090B2 (en) | 2017-10-03 |
| CN106883339A (zh) | 2017-06-23 |
| TW201229066A (en) | 2012-07-16 |
| US9399691B2 (en) | 2016-07-26 |
| JP6343598B2 (ja) | 2018-06-13 |
| EP2447292B1 (de) | 2017-03-29 |
| ES2625878T3 (es) | 2017-07-20 |
| CN103314022A (zh) | 2013-09-18 |
| US20130225779A1 (en) | 2013-08-29 |
| EP2447292A1 (de) | 2012-05-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6343598B2 (ja) | 水溶解性または水崩壊性の共重合体 | |
| TWI810360B (zh) | 熱塑性樹脂組成物 | |
| KR20130032371A (ko) | 아크릴산을 포함하는 알칼리-팽윤성 아크릴 에멀젼, 수성 제제에서의 이의 용도 및 이를 함유하는 제제 | |
| JP2019522710A (ja) | 多段ポリマー及び２種の異なる（メタ）アクリルポリマーを含む組成物、その製造方法、並びに前記組成物を含む物品 | |
| CN102186891A (zh) | 含有长链丙烯酸酯的共聚物 | |
| KR102661730B1 (ko) | 용융 강도 및 선명성 공정 조제로서 아크릴 코폴리머를 함유하는 열가소성 조성물 | |
| JPH10510303A (ja) | エラストマー系グラフト重合体 | |
| JP2019502804A5 (OSRAM) | ||
| KR102602114B1 (ko) | 윤활 특성을 갖는 용융 강도 공정 조제로서 다단계 코폴리머를 함유하는 열가소성 조성물 | |
| JP2021113310A (ja) | 感温性微粒子 | |
| TW200418919A (en) | Thickener for thermoplastic polyester resin, thermoplastic polyester resin composition containing the same, and molded object obtained the same | |
| JP2022520012A (ja) | 熱可塑性樹脂組成物 | |
| JP2009227876A (ja) | 熱可塑性樹脂組成物及びその成形体 | |
| JPWO2012036173A1 (ja) | 熱可塑性樹脂用加工助剤及びそれを含む熱可塑性樹脂組成物 | |
| CA3021510C (en) | Method for improving the melt strength of an oriented polyvinyl chloride composition | |
| TWI869616B (zh) | 熱塑性樹脂組成物及使用彼所製造之模製品 | |
| JP2006083334A (ja) | 塩化ビニル系共重合樹脂及びその製造方法並びにその樹脂組成物 | |
| KR20160141810A (ko) | 개선된 기계적 특성을 지닌 열가소성 성형 조성물의 제조 방법 | |
| CN115260506B (zh) | 一种阻燃抗菌剂及其制备方法和应用 | |
| JP2006225501A (ja) | 塩化ビニル系樹脂組成物およびその成形体 | |
| AU2017254614B2 (en) | Oriented Thermoplastic Polymer composition comprising Polyvinyl Chloride formulation and an Acrylic Copolymer as process aid | |
| JP2014001370A (ja) | ポリオレフィン樹脂用加工助剤、ポリオレフィン樹脂組成物及び成形体 | |
| JP6398458B2 (ja) | 重合体の製造方法、重合体、及び、芳香族ポリカーボネート系樹脂用流動性向上剤 | |
| JP2019026718A (ja) | 複合ゴム質重合体、グラフト共重合体および熱可塑性樹脂組成物 | |
| JP2018532002A (ja) | 発泡体成形のための加工助剤、これを含む塩化ビニル樹脂系発泡体成形組成物、及び発泡体成形製品 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20130424 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140728 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20140728 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20141225 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20150106 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20150401 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20150818 |