CN106883339B - 水溶性或在水中可崩解的共聚物 - Google Patents
水溶性或在水中可崩解的共聚物 Download PDFInfo
- Publication number
- CN106883339B CN106883339B CN201610949468.4A CN201610949468A CN106883339B CN 106883339 B CN106883339 B CN 106883339B CN 201610949468 A CN201610949468 A CN 201610949468A CN 106883339 B CN106883339 B CN 106883339B
- Authority
- CN
- China
- Prior art keywords
- weight
- copolymer
- purposes
- random copolymer
- copolymer according
- 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.)
- Active
Links
- 229920001577 copolymer Polymers 0.000 title claims abstract description 160
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title description 30
- 239000000203 mixture Substances 0.000 claims abstract description 38
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 13
- 239000004609 Impact Modifier Substances 0.000 claims description 41
- 150000002148 esters Chemical class 0.000 claims description 21
- 229920000642 polymer Polymers 0.000 claims description 21
- 230000009477 glass transition Effects 0.000 claims description 20
- 239000000243 solution Substances 0.000 claims description 19
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 7
- 238000007334 copolymerization reaction Methods 0.000 claims description 7
- 238000009826 distribution Methods 0.000 claims description 6
- 239000000155 melt Substances 0.000 claims description 6
- 230000007935 neutral effect Effects 0.000 claims description 6
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 4
- 238000005259 measurement Methods 0.000 claims description 4
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- 239000003795 chemical substances by application Substances 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
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- 239000002245 particle Substances 0.000 claims description 3
- 229920003023 plastic Polymers 0.000 claims description 3
- 239000004033 plastic Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 238000007639 printing Methods 0.000 claims description 3
- 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
- 150000001336 alkenes Chemical class 0.000 claims description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 2
- 238000001746 injection moulding Methods 0.000 claims description 2
- BSDQITJYKQHXQR-UHFFFAOYSA-N methyl prop-2-eneperoxoate Chemical compound COOC(=O)C=C BSDQITJYKQHXQR-UHFFFAOYSA-N 0.000 claims description 2
- 150000002762 monocarboxylic acid derivatives Chemical class 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
- 229920005604 random copolymer Polymers 0.000 claims 24
- 235000003642 hunger Nutrition 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 239000011265 semifinished product Substances 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 16
- 229920001897 terpolymer Polymers 0.000 description 15
- 239000000178 monomer Substances 0.000 description 11
- -1 pharmacy Substances 0.000 description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 229920002125 Sokalan® Polymers 0.000 description 6
- 125000003700 epoxy group Chemical group 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 238000012545 processing Methods 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000003158 alcohol group Chemical group 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000011258 core-shell material Substances 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- XEBWQGVWTUSTLN-UHFFFAOYSA-M phenylmercury acetate Chemical compound CC(=O)O[Hg]C1=CC=CC=C1 XEBWQGVWTUSTLN-UHFFFAOYSA-M 0.000 description 4
- 229920000774 poly(2-methoxyaniline-5-sulfonic acid) polymer Polymers 0.000 description 4
- 239000004584 polyacrylic acid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000008065 acid anhydrides Chemical group 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 125000005250 alkyl acrylate group Chemical group 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000010008 shearing Methods 0.000 description 3
- 229920001059 synthetic polymer Polymers 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
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-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
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-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
- 239000005062 Polybutadiene Substances 0.000 description 2
- 229920002873 Polyethylenimine Polymers 0.000 description 2
- 229920006222 acrylic ester polymer Polymers 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 229920005615 natural polymer Polymers 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
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000003252 repetitive effect Effects 0.000 description 2
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
- 229920006132 styrene block copolymer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- IAXXETNIOYFMLW-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) 2-methylprop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C(=C)C)CC1C2(C)C IAXXETNIOYFMLW-UHFFFAOYSA-N 0.000 description 1
- 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 class CCOCCOC(=O)C(C)=C SFPNZPQIIAJXGL-UHFFFAOYSA-N 0.000 description 1
- 238000010146 3D printing Methods 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-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
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000005600 alkyl phosphonate group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- WJAKXPUSJAKPHH-UHFFFAOYSA-N buta-1,3-diene;ethene;styrene Chemical compound C=C.C=CC=C.C=CC1=CC=CC=C1 WJAKXPUSJAKPHH-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229950005499 carbon tetrachloride Drugs 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000011960 computer-aided design Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000005553 drilling Methods 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
- XSMJZKTTXZAXHD-UHFFFAOYSA-N ethene;2-methylprop-2-enoic acid Chemical group C=C.CC(=C)C(O)=O XSMJZKTTXZAXHD-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 239000003889 eye drop Substances 0.000 description 1
- 229940012356 eye drops Drugs 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- VUVZASHBYYMLRC-UHFFFAOYSA-N heptane-2,3-diol Chemical compound CCCCC(O)C(C)O VUVZASHBYYMLRC-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- XIKIUQUXDNHBFR-UHFFFAOYSA-N monobenzyl phthalate Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 XIKIUQUXDNHBFR-UHFFFAOYSA-N 0.000 description 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000003058 plasma substitute Substances 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001721 polyimide Polymers 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
- 238000002360 preparation method Methods 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
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 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
- 238000000518 rheometry Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 230000011218 segmentation Effects 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000002002 slurry Substances 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
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 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
- 229940034610 toothpaste Drugs 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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 |
|---|---|---|---|
| EP10189433.5A EP2447292B1 (de) | 2010-10-29 | 2010-10-29 | Wasserlösliches bzw. in wasser desintegrierbares copolymer |
| EP10189433.5 | 2010-10-29 | ||
| CN201180051582.0A CN103314022B (zh) | 2010-10-29 | 2011-10-27 | 水溶性或在水中可崩解的共聚物 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180051582.0A Division CN103314022B (zh) | 2010-10-29 | 2011-10-27 | 水溶性或在水中可崩解的共聚物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106883339A CN106883339A (zh) | 2017-06-23 |
| CN106883339B true CN106883339B (zh) | 2019-07-23 |
Family
ID=43799696
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610949468.4A Active CN106883339B (zh) | 2010-10-29 | 2011-10-27 | 水溶性或在水中可崩解的共聚物 |
| CN201180051582.0A Active CN103314022B (zh) | 2010-10-29 | 2011-10-27 | 水溶性或在水中可崩解的共聚物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201180051582.0A Active CN103314022B (zh) | 2010-10-29 | 2011-10-27 | 水溶性或在水中可崩解的共聚物 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US9399691B2 (enExample) |
| EP (1) | EP2447292B1 (enExample) |
| JP (2) | JP2013540874A (enExample) |
| CN (2) | CN106883339B (enExample) |
| ES (1) | ES2625878T3 (enExample) |
| TW (1) | TW201229066A (enExample) |
| WO (1) | WO2012055972A1 (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2625878T3 (es) * | 2010-10-29 | 2017-07-20 | Bellandtechnology Ag | Copolímero soluble en agua o desintegrable en agua |
| 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 |
| EP3107735B1 (de) * | 2014-02-20 | 2018-05-02 | Gallus Ferd. Rüesch AG | Siebdruckschablone und verfahren zu deren bebilderung |
| 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 |
| 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 |
| 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 |
| WO2016106062A1 (en) | 2014-12-23 | 2016-06-30 | Bridgestone Americas Tire Operations, Llc | Actinic radiation curable polymeric mixtures, cured polymeric mixtures and related processes |
| EP3251818B1 (en) * | 2015-01-26 | 2019-12-11 | KJ Chemicals Corporation | Active energy ray-curable resin composition for three-dimensional model supporting material |
| KR102064816B1 (ko) | 2015-06-19 | 2020-01-10 | 스트래터시스,인코포레이티드 | 적층 제조에 사용되는 수계 분산형 중합체 |
| 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 |
| WO2018081053A1 (en) | 2016-10-27 | 2018-05-03 | Bridgestone Americas Tire Operations, Llc | Processes for producing cured polymeric products by additive manufacturing |
| US11220062B2 (en) | 2017-10-10 | 2022-01-11 | 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 |
| JP2021507957A (ja) * | 2017-12-22 | 2021-02-25 | ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． | 接着剤組成物及び３ｄ印刷におけるその使用 |
| WO2020077127A1 (en) | 2018-10-10 | 2020-04-16 | 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 |
| 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 |
| US12157800B2 (en) | 2021-04-12 | 2024-12-03 | Stratasys, Inc. | Method for underwater processing of water-dispersible materials |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101027170A (zh) * | 2004-07-26 | 2007-08-29 | 斯特拉塔西斯公司 | 可溶性材料和用于三维造型的方法 |
Family Cites Families (24)
| 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 |
| JPS6131333A (ja) * | 1984-07-20 | 1986-02-13 | 花王株式会社 | セメント混和剤 |
| US4711725A (en) * | 1985-06-26 | 1987-12-08 | Rohm And Haas Co. | Method of stabilizing aqueous systems |
| JPH0713115B2 (ja) * | 1986-12-02 | 1995-02-15 | ライオン株式会社 | 水溶性ポリマ− |
| DE3818425A1 (de) * | 1988-05-31 | 1989-12-07 | Basf Ag | Verwendung von wasserloeslichen polymerisaten als klebstoff |
| 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 |
| CA2240711C (en) * | 1995-12-22 | 2003-09-16 | Janice E. Losasso | Low molecular weight structured polymers |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| CN102458633A (zh) | 2009-06-11 | 2012-05-16 | 东亚合成株式会社 | 颜料用分散剂及其用途 |
| EA025196B1 (ru) * | 2010-07-21 | 2016-11-30 | Басф Се | Способ получения ароматических соединений из метана |
| ES2625878T3 (es) * | 2010-10-29 | 2017-07-20 | Bellandtechnology Ag | Copolímero soluble en agua o desintegrable en agua |
-
2010
- 2010-10-29 ES ES10189433.5T patent/ES2625878T3/es active Active
- 2010-10-29 EP EP10189433.5A patent/EP2447292B1/de active Active
-
2011
- 2011-10-27 CN CN201610949468.4A patent/CN106883339B/zh active Active
- 2011-10-27 US US13/881,536 patent/US9399691B2/en active Active
- 2011-10-27 CN CN201180051582.0A patent/CN103314022B/zh active Active
- 2011-10-27 WO PCT/EP2011/068879 patent/WO2012055972A1/de not_active Ceased
- 2011-10-27 JP JP2013535441A patent/JP2013540874A/ja active Pending
- 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 (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101027170A (zh) * | 2004-07-26 | 2007-08-29 | 斯特拉塔西斯公司 | 可溶性材料和用于三维造型的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20130225779A1 (en) | 2013-08-29 |
| JP6343598B2 (ja) | 2018-06-13 |
| US9399691B2 (en) | 2016-07-26 |
| US20160297910A1 (en) | 2016-10-13 |
| EP2447292A1 (de) | 2012-05-02 |
| ES2625878T3 (es) | 2017-07-20 |
| JP2016135589A (ja) | 2016-07-28 |
| CN103314022B (zh) | 2016-11-09 |
| TW201229066A (en) | 2012-07-16 |
| US20180022847A1 (en) | 2018-01-25 |
| US10308743B2 (en) | 2019-06-04 |
| EP2447292B1 (de) | 2017-03-29 |
| WO2012055972A1 (de) | 2012-05-03 |
| JP2013540874A (ja) | 2013-11-07 |
| CN103314022A (zh) | 2013-09-18 |
| US9777090B2 (en) | 2017-10-03 |
| CN106883339A (zh) | 2017-06-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN106883339B (zh) | 水溶性或在水中可崩解的共聚物 | |
| CN103146164B (zh) | 用于快速成型的纳米增韧聚乳酸材料及其制备方法 | |
| CN107540975B (zh) | 一种高抗冲聚氯乙烯给水管材及其制备方法 | |
| CN102782040A (zh) | 树脂组合物以及使用其的多层结构体 | |
| CN109721940A (zh) | 一种rABS/PBT/ASG复合材料及其制备方法 | |
| CN105542412A (zh) | 聚乳酸/聚苯乙烯增容共混材料及其制备方法 | |
| CN109071717A (zh) | 具有提高的熔体强度的热塑性配制物 | |
| CN103282430B (zh) | 热塑性组合物、其制备方法和由其制备的制品 | |
| KR20020020735A (ko) | 유동성이 향상된 내충격성 개질된 폴리메타크릴레이트성형 재료 | |
| CN104844767A (zh) | 一种聚苯醚与聚酰胺的增韧相容剂 | |
| CN113045819B (zh) | 一种玻璃微球填充聚丙烯组合物及其制备方法 | |
| JP6677652B2 (ja) | ポリマー組成物、該ポリマー組成物を含むキャップストック、及びそのようなキャップストックを作製するためのプロセス | |
| TW200418919A (en) | Thickener for thermoplastic polyester resin, thermoplastic polyester resin composition containing the same, and molded object obtained the same | |
| KR20130045305A (ko) | 아스팔트 개질제 조성물 및 이를 함유하는 아스팔트 조성물 | |
| CN101094871A (zh) | 有组成梯度的共聚物作为乳液自由基聚合中的稳定剂的用途 | |
| CN106188952A (zh) | 一种pvc加工用助剂及其制备方法 | |
| CN103819617B (zh) | 工程塑料合金相容改性核/壳聚合物 | |
| JP6026769B2 (ja) | 熱可塑性樹脂水性分散液の製造方法 | |
| WO2012044145A1 (es) | Nueva composición para la producción de materiales vinil-aromáticos con resistencia al impacto mejorada con un aditivo modificador de estructura | |
| CN109071905A (zh) | 提高取向聚氯乙烯组合物熔体强度的方法 | |
| JP6428061B2 (ja) | スチレン系樹脂組成物及びその製造方法 | |
| JP2017149882A (ja) | 重合体微粒子及び熱可塑性樹脂組成物 | |
| Liu et al. | Preparation of Core/Shell Composite Latex Particles and Toughening Modification for Polyamide 6 | |
| CN105968330A (zh) | 抗冲击改性剂、改性的聚氯乙烯管道及制备方法 | |
| CN109071904A (zh) | 包含聚氯乙烯制剂和作为加工助剂的丙烯酸类共聚物的取向热塑性聚合物组合物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |