NL9201164A - Bisbenzofuran-2-onen. - Google Patents
Bisbenzofuran-2-onen. Download PDFInfo
- Publication number
- NL9201164A NL9201164A NL9201164A NL9201164A NL9201164A NL 9201164 A NL9201164 A NL 9201164A NL 9201164 A NL9201164 A NL 9201164A NL 9201164 A NL9201164 A NL 9201164A NL 9201164 A NL9201164 A NL 9201164A
- Authority
- NL
- Netherlands
- Prior art keywords
- tert
- butyl
- bis
- alkyl
- hydroxy
- Prior art date
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- -1 Cg-C ^ g alkenoyloxy Chemical group 0.000 claims description 84
- 150000001875 compounds Chemical class 0.000 claims description 61
- 239000000203 mixture Substances 0.000 claims description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 239000001257 hydrogen Substances 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 9
- 239000011368 organic material Substances 0.000 claims description 9
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000004423 acyloxy group Chemical group 0.000 claims description 7
- 230000015556 catabolic process Effects 0.000 claims description 7
- 230000000087 stabilizing effect Effects 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 238000006731 degradation reaction Methods 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 6
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 239000002530 phenolic antioxidant Substances 0.000 claims description 4
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 3
- 125000002071 phenylalkoxy group Chemical group 0.000 claims description 3
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 3
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 claims description 2
- 229920001059 synthetic polymer Polymers 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 1
- 239000005416 organic matter Substances 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 42
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 229920001577 copolymer Polymers 0.000 description 20
- 229910052757 nitrogen Inorganic materials 0.000 description 18
- 229920000642 polymer Polymers 0.000 description 18
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 15
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- 239000003381 stabilizer Substances 0.000 description 12
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- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 9
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- 229920000877 Melamine resin Polymers 0.000 description 7
- 239000005062 Polybutadiene Substances 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 7
- 230000006641 stabilisation Effects 0.000 description 7
- 238000011105 stabilization Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
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- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical group O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 description 5
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- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229960002510 mandelic acid Drugs 0.000 description 5
- 239000000463 material Substances 0.000 description 5
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- 150000005846 sugar alcohols Polymers 0.000 description 5
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 description 4
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- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 4
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
- JLROQXJOSBAIBZ-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;2-[2-(2-hydroxyethoxy)ethoxy]ethanol Chemical compound OCC(CO)(CO)CO.OCCOCCOCCO JLROQXJOSBAIBZ-UHFFFAOYSA-N 0.000 description 3
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- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 3
- ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 3
- TXYRFLUDJODGTP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(3-tert-butyl-4-hydroxyphenyl)cyclohexyl]phenol Chemical compound C1=C(O)C(C(C)(C)C)=CC(C2(CCCCC2)C=2C=C(C(O)=CC=2)C(C)(C)C)=C1 TXYRFLUDJODGTP-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
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- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 3
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- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
- C07D307/83—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Furan Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Laminated Bodies (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH193591 | 1991-07-01 | ||
| CH193591 | 1991-07-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL9201164A true NL9201164A (nl) | 1993-02-01 |
Family
ID=4222048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL9201164A NL9201164A (nl) | 1991-07-01 | 1992-06-30 | Bisbenzofuran-2-onen. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5216052A (cs) |
| JP (1) | JP3062977B2 (cs) |
| KR (1) | KR100218594B1 (cs) |
| BE (1) | BE1005299A3 (cs) |
| CA (1) | CA2072717A1 (cs) |
| DE (1) | DE4221068A1 (cs) |
| FR (1) | FR2678616B1 (cs) |
| GB (1) | GB2257140B (cs) |
| IT (1) | IT1255191B (cs) |
| NL (1) | NL9201164A (cs) |
| TW (1) | TW206220B (cs) |
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Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2754490A1 (de) * | 1977-12-07 | 1979-06-13 | Haarmann & Reimer Gmbh | Verfahren zur herstellung von 3,4-methylendioxymandelsaeure |
| FR2440350A1 (fr) * | 1978-11-03 | 1980-05-30 | Hoechst France | Procede de fabrication de l'acide parahydroxymandelique racemique |
| GB2042562B (en) * | 1979-02-05 | 1983-05-11 | Sandoz Ltd | Stabilising polymers |
| CH647773A5 (en) * | 1980-02-05 | 1985-02-15 | Sandoz Ag | 2-Benzofuranone and 2-indolinone compounds |
| GB2151611B (en) * | 1983-12-16 | 1987-08-26 | Ici Plc | Manufacturing process for benzodifuranones |
| GB8429170D0 (en) * | 1984-11-19 | 1984-12-27 | Ici Plc | Hetero-polycyclic aromatic compound |
| JPS61138648A (ja) * | 1984-12-10 | 1986-06-26 | Mitsui Petrochem Ind Ltd | 光学デイスク |
| DE59007379D1 (de) * | 1989-08-31 | 1994-11-10 | Ciba Geigy Ag | 3-Phenylbenzofuran-2-one. |
| GB2252325A (en) * | 1991-01-31 | 1992-08-05 | Ciba Geigy Ag | Stabilised polyolefin |
-
1992
- 1992-06-11 TW TW081104579A patent/TW206220B/zh active
- 1992-06-12 KR KR1019920010308A patent/KR100218594B1/ko not_active Expired - Fee Related
- 1992-06-24 US US07/903,646 patent/US5216052A/en not_active Expired - Lifetime
- 1992-06-25 BE BE9200595A patent/BE1005299A3/fr not_active IP Right Cessation
- 1992-06-26 GB GB9213596A patent/GB2257140B/en not_active Expired - Fee Related
- 1992-06-26 DE DE4221068A patent/DE4221068A1/de not_active Ceased
- 1992-06-29 CA CA002072717A patent/CA2072717A1/en not_active Abandoned
- 1992-06-30 NL NL9201164A patent/NL9201164A/nl not_active Application Discontinuation
- 1992-06-30 IT ITMI921588A patent/IT1255191B/it active IP Right Grant
- 1992-06-30 FR FR9208016A patent/FR2678616B1/fr not_active Expired - Fee Related
- 1992-07-01 JP JP4197574A patent/JP3062977B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US5216052A (en) | 1993-06-01 |
| ITMI921588A1 (it) | 1993-12-30 |
| KR930002336A (ko) | 1993-02-23 |
| ITMI921588A0 (it) | 1992-06-30 |
| DE4221068A1 (de) | 1993-01-14 |
| JP3062977B2 (ja) | 2000-07-12 |
| GB9213596D0 (en) | 1992-08-12 |
| FR2678616A1 (fr) | 1993-01-08 |
| BE1005299A3 (fr) | 1993-06-22 |
| GB2257140B (en) | 1995-03-01 |
| GB2257140A (en) | 1993-01-06 |
| CA2072717A1 (en) | 1993-01-02 |
| FR2678616B1 (fr) | 1993-12-03 |
| JPH05230050A (ja) | 1993-09-07 |
| TW206220B (cs) | 1993-05-21 |
| IT1255191B (it) | 1995-10-20 |
| KR100218594B1 (en) | 1999-09-01 |
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