JP2002520379A5 - - Google Patents
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- Publication number
- JP2002520379A5 JP2002520379A5 JP2000560075A JP2000560075A JP2002520379A5 JP 2002520379 A5 JP2002520379 A5 JP 2002520379A5 JP 2000560075 A JP2000560075 A JP 2000560075A JP 2000560075 A JP2000560075 A JP 2000560075A JP 2002520379 A5 JP2002520379 A5 JP 2002520379A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- oxyl
- unsaturated
- tetramethylpiperidin
- chr
- 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
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- -1 neopentanetetrayl group Chemical group 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- DREPONDJUKIQLX-UHFFFAOYSA-N 1-[ethenyl(ethoxy)phosphoryl]oxyethane Chemical compound CCOP(=O)(C=C)OCC DREPONDJUKIQLX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000002028 premature Effects 0.000 description 2
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NSFKEBLXUBQUEX-UHFFFAOYSA-N (1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl) 2-(2-methoxyethoxy)acetate Chemical compound COCCOCC(=O)OC1CC(C)(C)N(O)C(C)(C)C1 NSFKEBLXUBQUEX-UHFFFAOYSA-N 0.000 description 1
- LRAGTTAEYLSEDX-UHFFFAOYSA-N 1-butyl-3-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)urea Chemical compound CCCCNC(=O)NC1CC(C)(C)N(O)C(C)(C)C1 LRAGTTAEYLSEDX-UHFFFAOYSA-N 0.000 description 1
- RVVOYCHAGDXJOZ-UHFFFAOYSA-N 2-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)oxyacetic acid Chemical compound CC1(C)CC(OCC(O)=O)CC(C)(C)N1O RVVOYCHAGDXJOZ-UHFFFAOYSA-N 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- BORNAUFUJHAOHO-UHFFFAOYSA-N CC1(CC(CC(N1O)(C)C)CC(CC(=O)O)C(=O)O)C Chemical compound CC1(CC(CC(N1O)(C)C)CC(CC(=O)O)C(=O)O)C BORNAUFUJHAOHO-UHFFFAOYSA-N 0.000 description 1
- BDFDBJOULMVSBC-UHFFFAOYSA-N CC1(CC(CC(N1O)(C)C)CCCCNC(=O)O)C Chemical compound CC1(CC(CC(N1O)(C)C)CCCCNC(=O)O)C BDFDBJOULMVSBC-UHFFFAOYSA-N 0.000 description 1
- LECKSNGMIQEFQK-UHFFFAOYSA-N CC1(CC(CC(N1O)(C)C)COCC(=O)O)C Chemical compound CC1(CC(CC(N1O)(C)C)COCC(=O)O)C LECKSNGMIQEFQK-UHFFFAOYSA-N 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 125000006309 butyl amino group Chemical group 0.000 description 1
- SRDIPZXHNCTYGQ-UHFFFAOYSA-N ethyl 2-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)oxyacetate Chemical compound CCOC(=O)COC1CC(C)(C)N(O)C(C)(C)C1 SRDIPZXHNCTYGQ-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- WKFCLWOGUNVKSJ-UHFFFAOYSA-N n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2-(2-methoxyethoxy)acetamide Chemical compound COCCOCC(=O)NC1CC(C)(C)N(O)C(C)(C)C1 WKFCLWOGUNVKSJ-UHFFFAOYSA-N 0.000 description 1
- UJJRRWWEYXTWKF-UHFFFAOYSA-N n-(1-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2-methoxyacetamide Chemical compound COCC(=O)NC1CC(C)(C)N(O)C(C)(C)C1 UJJRRWWEYXTWKF-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/EP1998/004382 WO2000003965A1 (en) | 1998-07-14 | 1998-07-14 | Derivatives of 1-oxyl-4-hydroxy- or 4-amino-2,2,6,6-tetramethylpiperidine as polymerization inhibitors for (meth)acrylate monomers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002520379A JP2002520379A (ja) | 2002-07-09 |
| JP2002520379A5 true JP2002520379A5 (https=) | 2006-01-05 |
| JP4499919B2 JP4499919B2 (ja) | 2010-07-14 |
Family
ID=8167003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000560075A Expired - Fee Related JP4499919B2 (ja) | 1998-07-14 | 1998-07-14 | （メタ）アクリレートモノマーのための重合防止剤としての１−オキシル−４−ヒドロキシ−または４−アミノ−２，２，６，６−テトラメチルピペリジンの誘導体 |
Country Status (8)
| Country | Link |
|---|---|
| EP (2) | EP2030963B1 (https=) |
| JP (1) | JP4499919B2 (https=) |
| KR (1) | KR20010106405A (https=) |
| AU (1) | AU8542498A (https=) |
| CA (1) | CA2337032C (https=) |
| DE (1) | DE69840389D1 (https=) |
| ES (2) | ES2364724T3 (https=) |
| WO (1) | WO2000003965A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100417098B1 (ko) * | 1998-07-27 | 2004-02-05 | 니폰 쇼쿠바이 컴파니 리미티드 | 비닐 화합물의 중합 억제 방법 |
| JP3863694B2 (ja) * | 1999-12-24 | 2006-12-27 | 株式会社日本触媒 | ビニル化合物中のｎ−オキシル化合物の安定化方法 |
| BR0110854B1 (pt) | 2000-05-19 | 2017-10-24 | Ciba Specialty Chemicals Holdings Inc | Method for reducing the polypropylene molecular weight, propylene copolymers or polypropylene mixtures, as a compound |
| WO2005061556A1 (ja) * | 2003-12-24 | 2005-07-07 | Mitsubishi Chemical Corporation | （メタ）アクリル酸混合物の重合性の評価方法 |
| ES2317123T5 (es) | 2005-09-27 | 2017-05-05 | Nestec S.A. | Módulo de extracción para un dispositivo de producción de bebidas a partir de cápsulas |
| JP4961176B2 (ja) * | 2006-07-31 | 2012-06-27 | 三菱レイヨン株式会社 | 含酸素アルコール残基を有する（メタ）アクリル酸エステル用重合防止剤および該（メタ）アクリル酸エステルの混合物 |
| JP5191702B2 (ja) * | 2006-08-01 | 2013-05-08 | 三菱レイヨン株式会社 | Ｎ−オキシル化合物、その製造方法および重合防止方法 |
| KR100891954B1 (ko) * | 2007-05-02 | 2009-04-07 | 전병준 | 비닐아세테이트 단량체 제조공정중의 중합방지방법 |
| US9399622B2 (en) | 2013-12-03 | 2016-07-26 | Ecolab Usa Inc. | Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes |
| CN116410124A (zh) * | 2023-03-01 | 2023-07-11 | 烟台新特路新材料科技有限公司 | 一种含不饱和烃和自由基的自修复高分子助剂及其合成方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1127127A (en) | 1966-04-26 | 1968-09-11 | Bp Chem Int Ltd | Stabilization of acrylic acid |
| GB1124009A (en) | 1966-04-26 | 1968-08-14 | Bp Chem Int Ltd | Polymerization of chloroprene |
| GB1346774A (en) | 1970-10-05 | 1974-02-13 | Bp Chem Int Ltd | Stabilisation of acrylonitrile |
| US4472547A (en) | 1983-06-30 | 1984-09-18 | Ciba-Geigy Corporation | N-Piperidyl lactam light stabilizers |
| JPS6036501A (ja) | 1983-08-10 | 1985-02-25 | Adeka Argus Chem Co Ltd | ビニル重合禁止剤 |
| ATE49588T1 (de) | 1984-10-10 | 1990-02-15 | Amoco Corp | Verfahren zur reinigung von methacrylsaeure. |
| DE69108626T2 (de) * | 1990-07-20 | 1995-08-24 | Ciba Geigy Ag | Stabilisierte Monomerenzusammensetzungen. |
| JP3227204B2 (ja) | 1992-05-21 | 2001-11-12 | 株式会社クラレ | （メタ）アクリル酸の重合防止方法 |
| JP3197947B2 (ja) | 1992-05-21 | 2001-08-13 | 株式会社クラレ | （メタ）アクリル酸の重合防止法 |
| US5254760A (en) | 1992-07-29 | 1993-10-19 | Ciba-Geigy Corporation | Inhibiting polymerization of vinyl aromatic monomers |
| US5322960A (en) | 1993-04-15 | 1994-06-21 | Nippon Shokubai Co., Ltd. | Method for inhibiting polymerization of (meth) acrylic acid and esters thereof |
| TW294658B (https=) | 1994-06-02 | 1997-01-01 | Nippon Catalytic Chem Ind | |
| EP0697386B1 (de) | 1994-08-19 | 1998-11-25 | Hüls Aktiengesellschaft | Inhibierung der Polymerisation von Styrol |
| US5545786C1 (en) | 1994-11-28 | 2001-10-16 | Ciba Geigy Corp | Method for inhibiting premature polymerization of vinyl aromatic monomers |
| DE19510184A1 (de) | 1995-03-21 | 1996-09-26 | Basf Ag | 4-Acylaminopiperidin-N-oxyle |
| EP0791573A1 (en) | 1996-02-21 | 1997-08-27 | Nalco/Exxon Chemicals Company L.P. | Nitroxides as antipolymerants for vinyl acetate units |
| DE19609312A1 (de) | 1996-03-09 | 1997-09-11 | Basf Ag | Stabilisierte Monomerenzusammensetzung |
| JPH09268138A (ja) | 1996-04-02 | 1997-10-14 | Hakuto Co Ltd | スチレン類の重合抑制方法 |
| DE69701590T2 (de) | 1996-05-27 | 2000-09-07 | Mitsubishi Chemical Corp., Tokio/Tokyo | Verfahren zur Polymerisationsinhibierung von (Meth-)Acrylsäure und ihrer Ester |
| GB9614854D0 (en) * | 1996-07-15 | 1996-09-04 | Marks A H & Co Ltd | Free radical scavengers |
| US5877344A (en) * | 1997-06-13 | 1999-03-02 | Ciba Specialty Chemicals Corporation | Polymerization inhibition of acrylates using blends of nitroxides |
| RU2223985C2 (ru) * | 1997-07-23 | 2004-02-20 | Циба Спешиалти Кемикалз Холдинг Инк. | Ингибирование пожелтения целлюлозы и бумаги с использованием нитроксидов и других совместно вводимых добавок |
| JP4137228B2 (ja) * | 1998-04-27 | 2008-08-20 | 旭化成ケミカルズ株式会社 | メタクリル酸シクロヘキシルの製造方法 |
-
1998
- 1998-07-14 WO PCT/EP1998/004382 patent/WO2000003965A1/en not_active Ceased
- 1998-07-14 ES ES08168030T patent/ES2364724T3/es not_active Expired - Lifetime
- 1998-07-14 EP EP08168030A patent/EP2030963B1/en not_active Expired - Lifetime
- 1998-07-14 KR KR1020017000584A patent/KR20010106405A/ko not_active Ceased
- 1998-07-14 JP JP2000560075A patent/JP4499919B2/ja not_active Expired - Fee Related
- 1998-07-14 ES ES98936423T patent/ES2316167T3/es not_active Expired - Lifetime
- 1998-07-14 EP EP98936423A patent/EP1095006B1/en not_active Expired - Lifetime
- 1998-07-14 AU AU85424/98A patent/AU8542498A/en not_active Abandoned
- 1998-07-14 DE DE69840389T patent/DE69840389D1/de not_active Expired - Lifetime
- 1998-07-14 CA CA002337032A patent/CA2337032C/en not_active Expired - Fee Related
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