JP2656417B2 - 重合性フェノ−ル誘導体 - Google Patents
重合性フェノ−ル誘導体Info
- Publication number
- JP2656417B2 JP2656417B2 JP3333774A JP33377491A JP2656417B2 JP 2656417 B2 JP2656417 B2 JP 2656417B2 JP 3333774 A JP3333774 A JP 3333774A JP 33377491 A JP33377491 A JP 33377491A JP 2656417 B2 JP2656417 B2 JP 2656417B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- phenol derivative
- polymerizable
- polymerizable phenol
- general formula
- 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.)
- Expired - Fee Related
Links
- 150000002989 phenols Chemical class 0.000 title claims description 9
- -1 acryloyloxy group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005641 methacryl group Chemical group 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 4
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- QGNLHMKIGMZKJX-UHFFFAOYSA-N 3-chloro-4-hydroxybenzoic acid Chemical class OC(=O)C1=CC=C(O)C(Cl)=C1 QGNLHMKIGMZKJX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- ZSBIMTDWIGWJPW-UHFFFAOYSA-N methyl 3-chloro-4-hydroxybenzoate Chemical compound COC(=O)C1=CC=C(O)C(Cl)=C1 ZSBIMTDWIGWJPW-UHFFFAOYSA-N 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- QFMCJTPLTCLMLX-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 3-chloro-4-hydroxybenzoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C1=CC=C(O)C(Cl)=C1 QFMCJTPLTCLMLX-UHFFFAOYSA-N 0.000 description 1
- WTPYFJNYAMXZJG-UHFFFAOYSA-N 2-[4-(2-hydroxyethoxy)phenoxy]ethanol Chemical compound OCCOC1=CC=C(OCCO)C=C1 WTPYFJNYAMXZJG-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000002009 diols Chemical group 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/88—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/90—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified hydroxyl and carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Color Printing (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3333774A JP2656417B2 (ja) | 1991-12-18 | 1991-12-18 | 重合性フェノ−ル誘導体 |
| GB9226017A GB2262738B (en) | 1991-12-18 | 1992-12-14 | Polymerizable phenol compound |
| DE4242147A DE4242147A1 (enExample) | 1991-12-18 | 1992-12-14 | |
| US07/992,540 US5334749A (en) | 1991-12-18 | 1992-12-17 | Polymerizable phenol compound |
| FR9215674A FR2685321B1 (fr) | 1991-12-18 | 1992-12-18 | Compose phenolique polymerisable. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3333774A JP2656417B2 (ja) | 1991-12-18 | 1991-12-18 | 重合性フェノ−ル誘導体 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05163207A JPH05163207A (ja) | 1993-06-29 |
| JP2656417B2 true JP2656417B2 (ja) | 1997-09-24 |
Family
ID=18269808
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3333774A Expired - Fee Related JP2656417B2 (ja) | 1991-12-18 | 1991-12-18 | 重合性フェノ−ル誘導体 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5334749A (enExample) |
| JP (1) | JP2656417B2 (enExample) |
| DE (1) | DE4242147A1 (enExample) |
| FR (1) | FR2685321B1 (enExample) |
| GB (1) | GB2262738B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6904920B2 (en) * | 1998-07-10 | 2005-06-14 | Semitool, Inc. | Method and apparatus for cleaning containers |
| CN1193986C (zh) * | 1999-10-04 | 2005-03-23 | 日本曹达株式会社 | 苯酚化合物和使用它的记录材料 |
| HK1042687B (en) * | 2000-01-21 | 2009-05-29 | Dic株式会社 | Polymerizable composition showing liquid-crystal phase and optically anisotropic film prepared from said compsition |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3645970A (en) * | 1969-10-01 | 1972-02-29 | Ciba Geigy Corp | Benzoate homopolymers hindered phenolic groups as stabilizers |
| JPS5983693A (ja) * | 1982-11-05 | 1984-05-15 | Ricoh Co Ltd | ロイコ染料用顕色剤 |
| JPS60141587A (ja) * | 1983-12-28 | 1985-07-26 | Fuji Photo Film Co Ltd | 記録材料 |
| JPS6299346A (ja) * | 1985-10-24 | 1987-05-08 | Nippon Shokubai Kagaku Kogyo Co Ltd | 新規メタクリル酸エステル |
| JPS6299190A (ja) * | 1985-10-25 | 1987-05-08 | Ricoh Co Ltd | 感熱記録材料 |
| JPH0657473B2 (ja) * | 1985-11-14 | 1994-08-03 | 株式会社リコー | 感熱記録材料 |
| JPS62263086A (ja) * | 1986-05-10 | 1987-11-16 | Nippon Shokubai Kagaku Kogyo Co Ltd | 感熱記録紙 |
| US5019280A (en) * | 1986-11-14 | 1991-05-28 | The Procter & Gamble Company | Ion-pair complex conditioning agent with benzene sulfonate/alkyl benzene sulfonate anionic component and compositions containing same |
| JPS63173682A (ja) * | 1987-01-14 | 1988-07-18 | Fuji Photo Film Co Ltd | 記録材料 |
| JPS63268780A (ja) * | 1987-04-28 | 1988-11-07 | G C Dental Ind Corp | 歯質接着性化合物 |
| JPH04226944A (ja) * | 1990-06-08 | 1992-08-17 | Fuji Photo Film Co Ltd | 重合性エチレン基を有するレゾルシン酸エステル誘導体 |
| US5202304A (en) * | 1990-06-14 | 1993-04-13 | Fuji Photo Film Co., Ltd. | Recording medium |
-
1991
- 1991-12-18 JP JP3333774A patent/JP2656417B2/ja not_active Expired - Fee Related
-
1992
- 1992-12-14 GB GB9226017A patent/GB2262738B/en not_active Expired - Fee Related
- 1992-12-14 DE DE4242147A patent/DE4242147A1/de not_active Withdrawn
- 1992-12-17 US US07/992,540 patent/US5334749A/en not_active Expired - Fee Related
- 1992-12-18 FR FR9215674A patent/FR2685321B1/fr not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE4242147A1 (enExample) | 1993-07-08 |
| JPH05163207A (ja) | 1993-06-29 |
| GB2262738A (en) | 1993-06-30 |
| GB2262738B (en) | 1995-08-30 |
| US5334749A (en) | 1994-08-02 |
| FR2685321A1 (fr) | 1993-06-25 |
| FR2685321B1 (fr) | 1995-05-05 |
| GB9226017D0 (en) | 1993-02-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |