JP2015101724A5 - - Google Patents
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- Publication number
- JP2015101724A5 JP2015101724A5 JP2014227561A JP2014227561A JP2015101724A5 JP 2015101724 A5 JP2015101724 A5 JP 2015101724A5 JP 2014227561 A JP2014227561 A JP 2014227561A JP 2014227561 A JP2014227561 A JP 2014227561A JP 2015101724 A5 JP2015101724 A5 JP 2015101724A5
- Authority
- JP
- Japan
- Prior art keywords
- copolymer
- acid
- weight
- phosphorus
- telomerized
- 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.)
- Granted
Links
- 229920001577 copolymer Polymers 0.000 claims description 70
- 229910052698 phosphorus Inorganic materials 0.000 claims description 38
- 239000002253 acid Substances 0.000 claims description 33
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 31
- 150000003839 salts Chemical class 0.000 claims description 31
- 239000011574 phosphorus Substances 0.000 claims description 30
- 239000000178 monomer Substances 0.000 claims description 29
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 24
- 239000000376 reactant Substances 0.000 claims description 20
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 19
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 18
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 11
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 125000004437 phosphorous atom Chemical group 0.000 claims description 9
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 9
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000005600 alkyl phosphonate group Chemical group 0.000 claims description 6
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- 229910001379 sodium hypophosphite Inorganic materials 0.000 claims description 5
- -1 alkyl phosphinate Chemical compound 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 238000006114 decarboxylation reaction Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- MLCHBQKMVKNBOV-UHFFFAOYSA-N phenylphosphinic acid Chemical compound OP(=O)C1=CC=CC=C1 MLCHBQKMVKNBOV-UHFFFAOYSA-N 0.000 claims description 3
- 150000003017 phosphorus Chemical class 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000047 product Substances 0.000 claims 2
- 239000012736 aqueous medium Substances 0.000 claims 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims 1
- 230000001737 promoting effect Effects 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000012986 chain transfer agent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- HNXCLJDYSGGFPS-UHFFFAOYSA-N C(C(=C)C)(=O)O.C(C=C)(=O)O.[P] Chemical compound C(C(=C)C)(=O)O.C(C=C)(=O)O.[P] HNXCLJDYSGGFPS-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical group CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000012711 chain transfer polymerization Methods 0.000 description 1
- 230000000911 decarboxylating effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- JTXAHXNXKFGXIT-UHFFFAOYSA-N propane;prop-1-ene Chemical compound CCC.CC=C JTXAHXNXKFGXIT-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361907702P | 2013-11-22 | 2013-11-22 | |
| US61/907,702 | 2013-11-22 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015101724A JP2015101724A (ja) | 2015-06-04 |
| JP2015101724A5 true JP2015101724A5 (enExample) | 2019-02-21 |
| JP6600132B2 JP6600132B2 (ja) | 2019-10-30 |
Family
ID=51900180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014227561A Expired - Fee Related JP6600132B2 (ja) | 2013-11-22 | 2014-11-07 | (メタ)アクリルプロペンコポリマー及びその作製方法 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US9284396B2 (enExample) |
| EP (1) | EP2876117B1 (enExample) |
| JP (1) | JP6600132B2 (enExample) |
| CN (1) | CN104650273B (enExample) |
| BR (1) | BR102014027956B1 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN118139901B (zh) * | 2021-10-26 | 2025-10-31 | 3M创新有限公司 | 阻燃型压敏粘合剂及制备方法 |
| WO2025065547A1 (en) * | 2023-09-28 | 2025-04-03 | Saudi Arabian Oil Company | Phosphonate-tagged polymeric scale inhibitors and methods for production and use thereof |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5640616A (en) * | 1979-09-11 | 1981-04-16 | Sanabotsuto Kk | Decarboxylation of carboxylic acids |
| GB8400848D0 (en) * | 1984-01-13 | 1984-02-15 | Ciba Geigy Ag | Cotelomer compounds |
| GB8822144D0 (en) | 1988-09-21 | 1988-10-26 | Ciba Geigy Ag | Compounds |
| US5256746A (en) | 1991-04-25 | 1993-10-26 | Rohm And Haas Company | Low molecular weight monoalkyl substituted phosphinate and phosphonate copolymers |
| GB9111704D0 (en) | 1991-05-31 | 1991-07-24 | Ciba Geigy | Telomers |
| US5294686A (en) | 1993-03-29 | 1994-03-15 | Rohm And Haas Company | Process for efficient utilization of chain transfer agent |
| AU728096B2 (en) * | 1996-03-01 | 2001-01-04 | Rohm And Haas Company | Process for preparing phosphonate-terminated polymers |
| DE19843730A1 (de) | 1998-09-24 | 2000-03-30 | Sueddeutsche Kalkstickstoff | Stabilisierte, wasserlösliche Polymerpulver auf Basis von Polyoxyalkylenglykol-Carboxylaten und Verfahren zu deren Herstellung |
| JP5054709B2 (ja) * | 2008-02-12 | 2012-10-24 | ローム アンド ハース カンパニー | 処理されたセルロース系繊維およびそれから製造された吸収性物品 |
| US9499642B2 (en) * | 2011-11-11 | 2016-11-22 | Rohm And Haas Company | Small particle size hypophosphite telomers of unsaturated carboxylic acids |
| EP2748214A1 (en) * | 2011-11-11 | 2014-07-02 | Rohm and Haas Company | Polymethacrylic acid anhydride telomers |
| EP2778183B1 (en) * | 2013-03-15 | 2015-04-29 | Rohm and Haas Company | Polymethacrylic acid anhydride telomers |
-
2014
- 2014-11-07 BR BR102014027956-3A patent/BR102014027956B1/pt not_active IP Right Cessation
- 2014-11-07 EP EP14192359.9A patent/EP2876117B1/en active Active
- 2014-11-07 JP JP2014227561A patent/JP6600132B2/ja not_active Expired - Fee Related
- 2014-11-12 CN CN201410634887.XA patent/CN104650273B/zh not_active Expired - Fee Related
- 2014-11-17 US US14/543,036 patent/US9284396B2/en not_active Expired - Fee Related
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