CN1230424C - 羟基取代的n－烷氧基受阻胺 - Google Patents

羟基取代的n－烷氧基受阻胺 Download PDF

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Publication number: CN1230424C
Authority: CN; China
Prior art keywords: acid; methyl; tetramethyl piperidine; compound; butyl
Prior art date: 1999-02-25
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.): Expired - Lifetime

Application number

CNB001065157A

Other languages

English (en)

Chinese (zh)

Other versions

CN1273241A (zh

Inventor

J·P·加波

G·A·卡波西

N·N·克利夫

R·E·德特勒夫森

M·P·迪法兹奥

R·拉维钱德兰

P·S·索勒拉

H·C·格拉斯

C·基尔

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF Schweiz AG

Original Assignee

Ciba Spezialitaetenchemie Holding AG

Priority date (The priority date 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 date listed.)

1999-02-25

Filing date

2000-02-24

Publication date

2005-12-07

1999-02-25 Priority claimed from US09/257,711 external-priority patent/US6271377B1/en

1999-05-20 Priority claimed from US09/315,704 external-priority patent/US6166212A/en

2000-02-24 Application filed by Ciba Spezialitaetenchemie Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG

2000-11-15 Publication of CN1273241A publication Critical patent/CN1273241A/zh

2005-12-07 Application granted granted Critical

2005-12-07 Publication of CN1230424C publication Critical patent/CN1230424C/zh

2020-02-24 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

150000001412 amines Chemical class 0.000 title claims abstract description 81
125000002887 hydroxy group Chemical group [H]O* 0.000 title claims abstract description 33
150000001875 compounds Chemical class 0.000 claims abstract description 289
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 22
-1 acryl Chemical group 0.000 claims description 303
239000000203 mixture Substances 0.000 claims description 243
229910052799 carbon Inorganic materials 0.000 claims description 193
229910052760 oxygen Inorganic materials 0.000 claims description 173
239000001301 oxygen Substances 0.000 claims description 173
229910052757 nitrogen Inorganic materials 0.000 claims description 158
150000001721 carbon Chemical group 0.000 claims description 147
RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims description 146
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 139
238000006243 chemical reaction Methods 0.000 claims description 132
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 85
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 73
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 70
239000002253 acid Substances 0.000 claims description 68
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 64
125000000217 alkyl group Chemical group 0.000 claims description 63
238000000034 method Methods 0.000 claims description 62
OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims description 61
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239000002184 metal Substances 0.000 claims description 46
125000002252 acyl group Chemical group 0.000 claims description 42
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 39
239000000463 material Substances 0.000 claims description 38
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 37
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OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 33
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239000003973 paint Substances 0.000 claims description 31
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125000003118 aryl group Chemical group 0.000 claims description 11
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230000000694 effects Effects 0.000 claims description 10
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230000003197 catalytic effect Effects 0.000 claims description 8
CFHIDWOYWUOIHU-UHFFFAOYSA-N oxomethyl Chemical compound O=[CH] CFHIDWOYWUOIHU-UHFFFAOYSA-N 0.000 claims description 8
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ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 6
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230000002378 acidificating effect Effects 0.000 claims description 6
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
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239000003963 antioxidant agent Substances 0.000 claims description 5
BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical class CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims description 5
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150000002432 hydroperoxides Chemical class 0.000 claims description 5
229910044991 metal oxide Inorganic materials 0.000 claims description 5
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229920000620 organic polymer Polymers 0.000 claims description 5
125000002769 thiazolinyl group Chemical group 0.000 claims description 5
FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 claims description 4
239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 claims description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
230000003078 antioxidant effect Effects 0.000 claims description 4
235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 claims description 4
150000002500 ions Chemical class 0.000 claims description 4
150000004706 metal oxides Chemical class 0.000 claims description 4
229910052723 transition metal Inorganic materials 0.000 claims description 4
HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims description 3
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims description 3
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150000003016 phosphoric acids Chemical class 0.000 claims description 3
125000004076 pyridyl group Chemical group 0.000 claims description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
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RAABOESOVLLHRU-UHFFFAOYSA-N diazene Chemical compound N=N RAABOESOVLLHRU-UHFFFAOYSA-N 0.000 claims description 2
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125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
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KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 1
XHGIFBQQEGRTPB-UHFFFAOYSA-N tris(prop-2-enyl) phosphate Chemical compound C=CCOP(=O)(OCC=C)OCC=C XHGIFBQQEGRTPB-UHFFFAOYSA-N 0.000 description 1
229960004418 trolamine Drugs 0.000 description 1
229920001862 ultra low molecular weight polyethylene Polymers 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
HQYCOEXWFMFWLR-UHFFFAOYSA-K vanadium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[V+3] HQYCOEXWFMFWLR-UHFFFAOYSA-K 0.000 description 1
230000008016 vaporization Effects 0.000 description 1
229920001866 very low density polyethylene Polymers 0.000 description 1
239000011345 viscous material Substances 0.000 description 1
235000019154 vitamin C Nutrition 0.000 description 1
239000011718 vitamin C Substances 0.000 description 1
235000019165 vitamin E Nutrition 0.000 description 1
239000011709 vitamin E Substances 0.000 description 1
229940046009 vitamin E Drugs 0.000 description 1
238000003809 water extraction Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1
BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
239000002076 α-tocopherol Substances 0.000 description 1
235000004835 α-tocopherol Nutrition 0.000 description 1
WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 1
239000002478 γ-tocopherol Substances 0.000 description 1
QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
239000002446 δ-tocopherol 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- 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
- C07D211/98—Nitrogen atom

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Hydrogenated Pyridines (AREA)
Compositions Of Macromolecular Compounds (AREA)
Paints Or Removers (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Silver Salt Photography Or Processing Solution Therefor (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Inks, Pencil-Leads, Or Crayons (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Plural Heterocyclic Compounds (AREA)
Saccharide Compounds (AREA)
Heat Sensitive Colour Forming Recording (AREA)

CNB001065157A 1999-02-25 2000-02-24 羟基取代的n－烷氧基受阻胺 Expired - Lifetime CN1230424C (zh)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US09/257,711 US6271377B1 (en)	1999-02-25	1999-02-25	Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith
US09/257711		1999-02-25
US09/315,704 US6166212A (en)	1999-05-20	1999-05-20	Process for the synthesis of N-(hydroxyalkoxy) substituted hindered amine stabilizers
US09/315704		1999-05-20

Publications (2)

Publication Number	Publication Date
CN1273241A CN1273241A (zh)	2000-11-15
CN1230424C true CN1230424C (zh)	2005-12-07

Family

ID=26946156

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CNB001065157A Expired - Lifetime CN1230424C (zh)	1999-02-25	2000-02-24	羟基取代的n－烷氧基受阻胺

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Country	Link
JP (1)	JP4757977B2 (2)
KR (1)	KR100676473B1 (2)
CN (1)	CN1230424C (2)
AR (1)	AR028816A1 (2)
AU (1)	AU773104B2 (2)
BE (1)	BE1013530A5 (2)
BR (1)	BR0000666B1 (2)
CA (1)	CA2299754C (2)
DE (1)	DE10008367B4 (2)
ES (1)	ES2195674B1 (2)
FR (1)	FR2790259B1 (2)
GB (2)	GB0003326D0 (2)
IN (1)	IN2000CH00150A (2)
IT (1)	IT1319167B1 (2)
MX (1)	MXPA00001961A (2)
NL (1)	NL1014414C2 (2)
RU (1)	RU2243216C2 (2)
TW (1)	TW491876B (2)

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US10767073B2 (en) *	2016-10-18	2020-09-08	Ppg Industries Ohio, Inc.	Curable film-forming compositions containing hydroxyl functional, branched acrylic polymers and multilayer composite coatings
KR102201293B1 (ko) *	2019-05-15	2021-01-11	한국신발피혁연구원	웨더 스트립용 우레탄 아크릴레이트계 하이브리드 코팅 조성물
CN112126060B (zh) *	2019-06-25	2022-05-31	北京天罡助剂有限责任公司	一种聚合型高分子空间位阻胺及其制备方法
CN110606986B (zh) *	2019-09-20	2020-05-22	杭州聚丰新材料有限公司	一种硅橡胶交联剂及其制备方法与应用
CN110903237A (zh) *	2019-12-16	2020-03-24	兰州精细化工有限责任公司	一种双(1-辛氧基-2,2,6,6-四甲基-4-哌啶基)癸二酸酯的制备方法
WO2021132597A1 (ja)	2019-12-27	2021-07-01	大八化学工業株式会社	難燃剤組成物および該難燃剤組成物を含む難燃性熱可塑性樹脂組成物
CN116547346A (zh) *	2020-12-09	2023-08-04	巴斯夫欧洲公司	添加剂混合物
KR20230116038A (ko) *	2020-12-09	2023-08-03	바스프 에스이	유기 물질 기반의 성형 물품
CN112778990B (zh) *	2021-02-05	2022-06-03	西南石油大学	一种用于油田注水井的污水混配暂堵剂及其制备方法
CN113582914B (zh) *	2021-08-02	2023-11-03	天津利安隆新材料股份有限公司	含羟基的受阻胺光稳定剂的制备方法
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2000
- 2000-02-15 GB GBGB0003326.6A patent/GB0003326D0/en not_active Ceased
- 2000-02-17 NL NL1014414A patent/NL1014414C2/nl not_active IP Right Cessation
- 2000-02-23 AR ARP000100764A patent/AR028816A1/es active IP Right Grant
- 2000-02-23 CA CA2299754A patent/CA2299754C/en not_active Expired - Lifetime
- 2000-02-23 ES ES200000419A patent/ES2195674B1/es not_active Expired - Fee Related
- 2000-02-23 GB GB0004127A patent/GB2347928B/en not_active Expired - Lifetime
- 2000-02-23 TW TW089103127A patent/TW491876B/zh not_active IP Right Cessation
- 2000-02-23 DE DE10008367.6A patent/DE10008367B4/de not_active Expired - Lifetime
- 2000-02-23 IT IT2000MI000327A patent/IT1319167B1/it active
- 2000-02-24 KR KR1020000009171A patent/KR100676473B1/ko not_active Expired - Lifetime
- 2000-02-24 BE BE2000/0146A patent/BE1013530A5/fr not_active IP Right Cessation
- 2000-02-24 AU AU19454/00A patent/AU773104B2/en not_active Expired
- 2000-02-24 FR FR0002308A patent/FR2790259B1/fr not_active Expired - Lifetime
- 2000-02-24 CN CNB001065157A patent/CN1230424C/zh not_active Expired - Lifetime
- 2000-02-25 MX MXPA00001961A patent/MXPA00001961A/es active IP Right Grant
- 2000-02-25 JP JP2000049615A patent/JP4757977B2/ja not_active Expired - Lifetime
- 2000-02-25 IN IN150CH2000 patent/IN2000CH00150A/en unknown
- 2000-02-25 BR BRPI0000666-1A patent/BR0000666B1/pt not_active IP Right Cessation
- 2000-02-25 RU RU2000104534/04A patent/RU2243216C2/ru active

Also Published As

Publication number	Publication date
GB0004127D0 (en)	2000-04-12
JP2000302758A (ja)	2000-10-31
ITMI20000327A1 (it)	2001-08-23
CN1273241A (zh)	2000-11-15
NL1014414C2 (nl)	2001-07-17
GB2347928A (en)	2000-09-20
CA2299754A1 (en)	2000-08-25
FR2790259B1 (fr)	2004-10-01
TW491876B (en)	2002-06-21
BR0000666B1 (pt)	2011-03-09
ES2195674B1 (es)	2005-03-16
BE1013530A5 (fr)	2002-03-05
JP4757977B2 (ja)	2011-08-24
IN2000CH00150A (2)	2007-04-27
KR20010014505A (ko)	2001-02-26
AR028816A1 (es)	2003-05-28
BR0000666A (pt)	2001-01-16
IT1319167B1 (it)	2003-09-26
CA2299754C (en)	2010-02-09
ITMI20000327A0 (it)	2000-02-23
DE10008367A1 (de)	2000-08-31
GB2347928B (en)	2001-11-28
ES2195674A1 (es)	2003-12-01
GB0003326D0 (en)	2000-04-05
FR2790259A1 (fr)	2000-09-01
MXPA00001961A (es)	2002-05-23
AU773104B2 (en)	2004-05-13
NL1014414A1 (nl)	2000-08-28
DE10008367B4 (de)	2014-08-28
RU2243216C2 (ru)	2004-12-27
KR100676473B1 (ko)	2007-02-05
AU1945400A (en)	2000-09-14

Legal Events

Date	Code	Title	Description
2000-11-15	C06	Publication
2000-11-15	PB01	Publication
2002-05-01	C10	Entry into substantive examination
2002-05-01	SE01	Entry into force of request for substantive examination
2005-12-07	C14	Grant of patent or utility model
2005-12-07	GR01	Patent grant
2020-03-20	CX01	Expiry of patent term
2020-03-20	CX01	Expiry of patent term	Granted publication date: 20051207

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