ES2912329T3 - El uso de compuestos de hidroxilamina lipófilos estables para inhibir la polimerización de monómeros de vinilo - Google Patents
El uso de compuestos de hidroxilamina lipófilos estables para inhibir la polimerización de monómeros de vinilo Download PDFInfo
- Publication number
- ES2912329T3 ES2912329T3 ES16765703T ES16765703T ES2912329T3 ES 2912329 T3 ES2912329 T3 ES 2912329T3 ES 16765703 T ES16765703 T ES 16765703T ES 16765703 T ES16765703 T ES 16765703T ES 2912329 T3 ES2912329 T3 ES 2912329T3
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- Spain
- Prior art keywords
- polymerization
- butyl
- unsaturated compound
- vinyl
- styrene
- Prior art date
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- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 53
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- 238000000034 method Methods 0.000 claims abstract description 56
- 150000001875 compounds Chemical class 0.000 claims abstract description 44
- -1 hydroxylamine compound Chemical class 0.000 claims abstract description 30
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 8
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims abstract description 5
- 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 claims abstract description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims abstract description 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 40
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 26
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 14
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- 238000005194 fractionation Methods 0.000 claims description 6
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
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- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
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- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 125000001072 heteroaryl group Chemical group 0.000 description 10
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
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- 230000005764 inhibitory process Effects 0.000 description 9
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 9
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- 239000004810 polytetrafluoroethylene Substances 0.000 description 8
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 8
- BXGUTTFOYJLXCS-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethyl-4-phenylmethoxypiperidine Chemical compound C1C(C)(C)N(O)C(C)(C)CC1OCC1=CC=CC=C1 BXGUTTFOYJLXCS-UHFFFAOYSA-N 0.000 description 7
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- 239000004342 Benzoyl peroxide Substances 0.000 description 5
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 5
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- 125000000732 arylene group Chemical group 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000001484 phenothiazinyl group Chemical class C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000006337 tetrafluoro ethyl group Chemical group 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/62—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
- C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Hydrogenated Pyridines (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562134811P | 2015-03-18 | 2015-03-18 | |
| PCT/US2016/022731 WO2016149433A1 (en) | 2015-03-18 | 2016-03-17 | The use of stable lipophilic hydroxylamine compounds for inhibiting polymerization of vinyl monomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2912329T3 true ES2912329T3 (es) | 2022-05-25 |
Family
ID=56919278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES16765703T Active ES2912329T3 (es) | 2015-03-18 | 2016-03-17 | El uso de compuestos de hidroxilamina lipófilos estables para inhibir la polimerización de monómeros de vinilo |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US9914701B2 (https=) |
| EP (1) | EP3271331B1 (https=) |
| JP (1) | JP6730303B2 (https=) |
| KR (1) | KR102583199B1 (https=) |
| CN (1) | CN107406388B (https=) |
| AR (1) | AR103961A1 (https=) |
| BR (1) | BR112017018283B1 (https=) |
| CA (1) | CA2979828C (https=) |
| ES (1) | ES2912329T3 (https=) |
| RU (1) | RU2715559C2 (https=) |
| TW (1) | TWI680964B (https=) |
| WO (1) | WO2016149433A1 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2870125T3 (es) * | 2017-03-09 | 2021-10-26 | Ecolab Usa Inc | Composiciones de inhibidores de polimerización |
| EP3947271A1 (en) | 2019-04-02 | 2022-02-09 | Ecolab Usa Inc. | Pure chlorine dioxide generation system with reduced acid usage |
| TW202348787A (zh) | 2022-04-01 | 2023-12-16 | 美商藝康美國公司 | 用於乙烯系單體流之高苛刻度加工的防汙劑組成物 |
| TW202404930A (zh) | 2022-04-01 | 2024-02-01 | 美商藝康美國公司 | 在共軛二烯單體之萃取蒸餾期間減少非所要之乳化聚合 |
| TW202348786A (zh) | 2022-04-01 | 2023-12-16 | 美商藝康美國公司 | 用於蒸氣空間應用之防汙劑組成物 |
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-
2016
- 2016-03-17 JP JP2017548947A patent/JP6730303B2/ja active Active
- 2016-03-17 US US15/072,780 patent/US9914701B2/en active Active
- 2016-03-17 ES ES16765703T patent/ES2912329T3/es active Active
- 2016-03-17 BR BR112017018283-1A patent/BR112017018283B1/pt active IP Right Grant
- 2016-03-17 RU RU2017132514A patent/RU2715559C2/ru active
- 2016-03-17 TW TW105108239A patent/TWI680964B/zh active
- 2016-03-17 KR KR1020177030075A patent/KR102583199B1/ko active Active
- 2016-03-17 AR ARP160100716A patent/AR103961A1/es active IP Right Grant
- 2016-03-17 EP EP16765703.0A patent/EP3271331B1/en active Active
- 2016-03-17 CN CN201680016419.3A patent/CN107406388B/zh active Active
- 2016-03-17 CA CA2979828A patent/CA2979828C/en active Active
- 2016-03-17 WO PCT/US2016/022731 patent/WO2016149433A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| CA2979828C (en) | 2023-08-29 |
| JP2018511592A (ja) | 2018-04-26 |
| JP6730303B2 (ja) | 2020-07-29 |
| EP3271331B1 (en) | 2022-03-02 |
| CN107406388B (zh) | 2021-06-18 |
| TW201704212A (zh) | 2017-02-01 |
| CN107406388A (zh) | 2017-11-28 |
| RU2715559C2 (ru) | 2020-03-02 |
| CA2979828A1 (en) | 2016-09-22 |
| EP3271331A1 (en) | 2018-01-24 |
| BR112017018283A2 (pt) | 2018-04-10 |
| KR20170129242A (ko) | 2017-11-24 |
| RU2017132514A (ru) | 2019-04-18 |
| EP3271331A4 (en) | 2018-08-15 |
| AR103961A1 (es) | 2017-06-14 |
| RU2017132514A3 (https=) | 2019-08-28 |
| US20160272586A1 (en) | 2016-09-22 |
| TWI680964B (zh) | 2020-01-01 |
| WO2016149433A1 (en) | 2016-09-22 |
| US9914701B2 (en) | 2018-03-13 |
| BR112017018283B1 (pt) | 2022-07-12 |
| KR102583199B1 (ko) | 2023-09-25 |
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