JPS6051719A - 縮合重合体の製法 - Google Patents
縮合重合体の製法Info
- Publication number
- JPS6051719A JPS6051719A JP59138093A JP13809384A JPS6051719A JP S6051719 A JPS6051719 A JP S6051719A JP 59138093 A JP59138093 A JP 59138093A JP 13809384 A JP13809384 A JP 13809384A JP S6051719 A JPS6051719 A JP S6051719A
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- formula
- boron
- nitrogen
- group
- 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
- 239000000203 mixture Substances 0.000 title claims description 35
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052796 boron Inorganic materials 0.000 title claims description 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 title claims description 5
- 229920000515 polycarbonate Polymers 0.000 title description 15
- 239000004417 polycarbonate Substances 0.000 title description 15
- 230000015572 biosynthetic process Effects 0.000 title description 4
- 238000003786 synthesis reaction Methods 0.000 title 1
- 239000003153 chemical reaction reagent Substances 0.000 claims description 31
- -1 diaryl carbonate Chemical compound 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 27
- 125000004432 carbon atom Chemical group C* 0.000 claims description 20
- 239000003054 catalyst Substances 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 15
- TZHYBRCGYCPGBQ-UHFFFAOYSA-N [B].[N] Chemical compound [B].[N] TZHYBRCGYCPGBQ-UHFFFAOYSA-N 0.000 claims description 14
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 125000001424 substituent group Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 150000001491 aromatic compounds Chemical class 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 8
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 7
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 7
- 239000004327 boric acid Substances 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 7
- 239000011541 reaction mixture Substances 0.000 claims description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical group C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims description 5
- 239000000908 ammonium hydroxide Substances 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 150000005690 diesters Chemical class 0.000 claims description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 3
- MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical group C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 claims description 3
- OWEYKIWAZBBXJK-UHFFFAOYSA-N 1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene Chemical group C1=CC(O)=CC=C1C(=C(Cl)Cl)C1=CC=C(O)C=C1 OWEYKIWAZBBXJK-UHFFFAOYSA-N 0.000 claims description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 2
- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical group CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 claims description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical group OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims 2
- GHXRKGHKMRZBJH-UHFFFAOYSA-N boric acid Chemical group OB(O)O.OB(O)O GHXRKGHKMRZBJH-UHFFFAOYSA-N 0.000 claims 1
- HPGJOUYGWKFYQW-UHFFFAOYSA-N diphenyl benzene-1,4-dicarboxylate Chemical compound C=1C=C(C(=O)OC=2C=CC=CC=2)C=CC=1C(=O)OC1=CC=CC=C1 HPGJOUYGWKFYQW-UHFFFAOYSA-N 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000005809 transesterification reaction Methods 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- FLLNLJJKHKZKMB-UHFFFAOYSA-N boron;tetramethylazanium Chemical compound [B].C[N+](C)(C)C FLLNLJJKHKZKMB-UHFFFAOYSA-N 0.000 description 2
- 239000012018 catalyst precursor Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- SCMJJGWRVSLYLK-UHFFFAOYSA-N 4-phenoxycarbonylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)OC1=CC=CC=C1 SCMJJGWRVSLYLK-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 244000205754 Colocasia esculenta Species 0.000 description 1
- 235000006481 Colocasia esculenta Nutrition 0.000 description 1
- 241000257465 Echinoidea Species 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitrogen oxide Substances O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 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 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000002156 mixing Methods 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
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000006069 physical mixture Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- AJSTXXYNEIHPMD-UHFFFAOYSA-N triethyl borate Chemical compound CCOB(OCC)OCC AJSTXXYNEIHPMD-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/64—Polyesters containing both carboxylic ester groups and carbonate groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
- C08G64/307—General preparatory processes using carbonates and phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US510500 | 1983-07-05 | ||
| US06/510,500 US4590257A (en) | 1983-07-05 | 1983-07-05 | Boron- and nitrogen-containing compositions and their use in polycarbonate and polyester-polycarbonate synthesis |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6051719A true JPS6051719A (ja) | 1985-03-23 |
| JPS6410003B2 JPS6410003B2 (https=) | 1989-02-21 |
Family
ID=24031003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59138093A Granted JPS6051719A (ja) | 1983-07-05 | 1984-07-05 | 縮合重合体の製法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4590257A (https=) |
| EP (1) | EP0130512B1 (https=) |
| JP (1) | JPS6051719A (https=) |
| AU (1) | AU2992484A (https=) |
| BR (1) | BR8403323A (https=) |
| DE (1) | DE3474557D1 (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02124934A (ja) * | 1988-07-11 | 1990-05-14 | Nippon G Ii Plast Kk | ポリカーボネートの製造方法 |
| JPH02175722A (ja) * | 1988-09-22 | 1990-07-09 | Nippon G Ii Plast Kk | ポリカーボネートの製造方法 |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4605731A (en) * | 1985-04-16 | 1986-08-12 | General Electric Company | Method for preparing linear polycarbonate from cyclic oligomer with aryl carbanion generating catalyst |
| SG73354A1 (en) * | 1988-07-11 | 2000-06-20 | Ge Plastics Japan Ltd | Process for preparing polycarbonates |
| US4876391A (en) * | 1988-09-15 | 1989-10-24 | General Electric Company | Process for preparation and purification of bisphenols |
| EP0360578B1 (en) * | 1988-09-22 | 1998-08-05 | Ge Plastics Japan Ltd. | Process for the production of polycarbonates |
| JP3122721B2 (ja) * | 1989-12-28 | 2001-01-09 | 日本ジーイープラスチックス株式会社 | ポリカーボネート組成物およびその製造方法 |
| DE4238123C2 (de) * | 1992-11-12 | 2000-03-09 | Bayer Ag | Verfahren zur Herstellung von thermoplastischen Polycarbonaten |
| DE4240314A1 (de) * | 1992-12-01 | 1994-06-09 | Bayer Ag | Verfahren zur Herstellung von thermoplastischen Polycarbonaten |
| JP3509060B2 (ja) * | 1998-05-28 | 2004-03-22 | 松下電器産業株式会社 | 表示制御装置および方法 |
| DE102004004797A1 (de) * | 2004-01-30 | 2005-09-01 | Zimmer Ag | Verfahren zur Herstellung von Diaryl- und Polycarbonaten |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2629732A (en) * | 1951-05-10 | 1953-02-24 | Callery Chemical Co | Ammonia-methyl borate compound |
| US3153008A (en) * | 1955-07-05 | 1964-10-13 | Gen Electric | Aromatic carbonate resins and preparation thereof |
| US3065236A (en) * | 1959-07-27 | 1962-11-20 | Dow Chemical Co | Method for the preparation of alkyl borate-amine compounds |
| US3321506A (en) * | 1961-01-17 | 1967-05-23 | Texaco Inc | Borate amine salt |
| US4330664A (en) * | 1979-12-26 | 1982-05-18 | General Electric Company | Polycarbonate transesterification with catalyst containing aluminum hydride or borohydride group |
| US4345062A (en) * | 1979-12-26 | 1982-08-17 | General Electric Company | Polycarbonate transesterification with tetraborate or tetraaluminate anion containing catalyst |
| US4329443A (en) * | 1980-04-23 | 1982-05-11 | General Electric Company | Process for polyester-carbonate transesterifications |
| US4529529A (en) * | 1984-02-01 | 1985-07-16 | Mobil Oil Corporation | Borated dihydrocarbylenetriamine amides and lubricant and fuel compositions containing same |
-
1983
- 1983-07-05 US US06/510,500 patent/US4590257A/en not_active Expired - Lifetime
-
1984
- 1984-06-23 DE DE8484107239T patent/DE3474557D1/de not_active Expired
- 1984-06-23 EP EP84107239A patent/EP0130512B1/en not_active Expired
- 1984-06-27 AU AU29924/84A patent/AU2992484A/en not_active Abandoned
- 1984-07-02 BR BR8403323A patent/BR8403323A/pt unknown
- 1984-07-05 JP JP59138093A patent/JPS6051719A/ja active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02124934A (ja) * | 1988-07-11 | 1990-05-14 | Nippon G Ii Plast Kk | ポリカーボネートの製造方法 |
| JPH02175722A (ja) * | 1988-09-22 | 1990-07-09 | Nippon G Ii Plast Kk | ポリカーボネートの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6410003B2 (https=) | 1989-02-21 |
| BR8403323A (pt) | 1985-06-18 |
| AU2992484A (en) | 1985-01-10 |
| EP0130512A2 (en) | 1985-01-09 |
| EP0130512B1 (en) | 1988-10-12 |
| EP0130512A3 (en) | 1986-04-30 |
| US4590257A (en) | 1986-05-20 |
| DE3474557D1 (en) | 1988-11-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |