TWI353366B - Method for producing polycarbonate - Google Patents
Method for producing polycarbonate Download PDFInfo
- Publication number
- TWI353366B TWI353366B TW093127773A TW93127773A TWI353366B TW I353366 B TWI353366 B TW I353366B TW 093127773 A TW093127773 A TW 093127773A TW 93127773 A TW93127773 A TW 93127773A TW I353366 B TWI353366 B TW I353366B
- Authority
- TW
- Taiwan
- Prior art keywords
- acetone
- carbonate
- diphenyl carbonate
- liquid mixture
- polycarbonate
- Prior art date
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 38
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 38
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 35
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 153
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims abstract description 65
- 239000007788 liquid Substances 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 30
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 125000003118 aryl group Chemical group 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims description 38
- 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 26
- 229930185605 Bisphenol Natural products 0.000 claims description 25
- -1 alkylene carbonate Chemical compound 0.000 claims description 11
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 239000001569 carbon dioxide Substances 0.000 claims description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 2
- FHWFURWDUGYUMA-UHFFFAOYSA-N dinonyl carbonate Chemical compound CCCCCCCCCOC(=O)OCCCCCCCCC FHWFURWDUGYUMA-UHFFFAOYSA-N 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 230000010354 integration Effects 0.000 claims description 2
- 235000021419 vinegar Nutrition 0.000 claims description 2
- 239000000052 vinegar Substances 0.000 claims description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- PTYMQUSHTAONGW-UHFFFAOYSA-N carbonic acid;hydrazine Chemical compound NN.OC(O)=O PTYMQUSHTAONGW-UHFFFAOYSA-N 0.000 claims 1
- 150000005676 cyclic carbonates Chemical class 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 230000008569 process Effects 0.000 description 14
- 239000000463 material Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000003860 storage Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- 238000000746 purification Methods 0.000 description 6
- 238000000926 separation method Methods 0.000 description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- 239000004305 biphenyl Substances 0.000 description 4
- 235000010290 biphenyl Nutrition 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 239000002699 waste material Substances 0.000 description 3
- 125000005233 alkylalcohol group Chemical group 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 239000011344 liquid material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- UVCBVNDFDCGFKI-UHFFFAOYSA-N benzene;carbonic acid Chemical compound OC(O)=O.C1=CC=CC=C1 UVCBVNDFDCGFKI-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- HSNQKJVQUFYBBY-UHFFFAOYSA-N dipentyl carbonate Chemical compound CCCCCOC(=O)OCCCCC HSNQKJVQUFYBBY-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000010309 melting process Methods 0.000 description 1
- 238000005832 oxidative carbonylation reaction Methods 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000000066 reactive distillation Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005406 washing Methods 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
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
-
- 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
-
- 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
-
- 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
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50304003P | 2003-09-15 | 2003-09-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200524968A TW200524968A (en) | 2005-08-01 |
| TWI353366B true TWI353366B (en) | 2011-12-01 |
Family
ID=34312432
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093127773A TWI353366B (en) | 2003-09-15 | 2004-09-14 | Method for producing polycarbonate |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US7067610B2 (https=) |
| EP (1) | EP1668061B1 (https=) |
| JP (1) | JP4149492B2 (https=) |
| KR (1) | KR101161031B1 (https=) |
| CN (2) | CN100404584C (https=) |
| AT (1) | ATE386765T1 (https=) |
| BR (1) | BRPI0414263A (https=) |
| DE (1) | DE602004011960T2 (https=) |
| ES (1) | ES2298811T3 (https=) |
| MY (1) | MY141753A (https=) |
| TW (1) | TWI353366B (https=) |
| WO (1) | WO2005026235A1 (https=) |
| ZA (1) | ZA200601416B (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104629035A (zh) * | 2007-07-18 | 2015-05-20 | 国际壳牌研究有限公司 | 贮存和/或运输双酚a的方法和制备芳族聚碳酸酯的方法 |
| EP2692766B8 (en) | 2012-07-30 | 2016-03-16 | SABIC Global Technologies B.V. | Continuous process for the production of melt polycarbonate |
| EP2711353B1 (en) | 2012-09-20 | 2018-10-31 | SABIC Global Technologies B.V. | Process for the continuous manufacture of aryl alkyl carbonate and diaryl carbonate using vapor recompression |
| JP2017517588A (ja) | 2014-04-02 | 2017-06-29 | ユニベーション・テクノロジーズ・エルエルシー | 触媒組成物、調製方法、及び重合プロセスにおける使用 |
| US9738590B1 (en) | 2014-09-05 | 2017-08-22 | Sabic Global Technologies B.V. | Method of melt polymerizing polycarbonate and the polycarbonate made therefrom |
| WO2016071815A1 (en) * | 2014-11-05 | 2016-05-12 | Sabic Global Technologies B.V. | Method for making polycarbonate using a liquid ketone mixture |
| ES2827699T3 (es) | 2014-12-23 | 2021-05-24 | Shell Int Research | Composición que comprende alcóxido o arilóxido de titanio o zirconio y uso del mismo |
| TWI689527B (zh) | 2015-01-15 | 2020-04-01 | 荷蘭商蜆殼國際研究所 | 包含鈦或鋯烷氧化物或芳氧化物之組合物於芳香族碳酸酯之製備方法中之用途 |
| SG11201803481PA (en) | 2015-11-26 | 2018-06-28 | Shell Int Research | Process for preparing a diaryl carbonate |
| TWI725094B (zh) | 2015-12-22 | 2021-04-21 | 荷蘭商蜆殼國際研究所 | 製造聚碳酸酯之方法 |
| KR20180094927A (ko) | 2015-12-22 | 2018-08-24 | 쉘 인터내셔날 리써취 마트샤피지 비.브이. | 폴리카보네이트의 제조 방법 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3509094A (en) * | 1968-05-09 | 1970-04-28 | Mobay Chemical Corp | Process for making polycarbonates |
| US3689462A (en) * | 1971-05-19 | 1972-09-05 | Ppg Industries Inc | Process for preparing polycarbonates |
| CA1305579C (en) * | 1987-09-28 | 1992-07-21 | Shinsuke Fukuoka | Method for producing a crystallized aromatic polycarbonate, and a crystallized aromatic polycarbonate obtained thereby |
| US5204377A (en) * | 1988-12-27 | 1993-04-20 | Asahi Kasei Kogyo Kabushiki Kaisha | Porous, crystallized, aromatic polycarbonate prepolymer, a porous, crystallized aromatic polycarbonate, and production methods |
| US5320161A (en) * | 1992-08-14 | 1994-06-14 | Atlantic Richfield Company | Gelled formaldehyde transport method |
| US5589564A (en) * | 1993-07-23 | 1996-12-31 | Asahi Kasei Kogyo Kabushiki Kaisha | Wire-wetting fall polymonization process for the production of polycarbonates |
| US5574609A (en) * | 1994-01-12 | 1996-11-12 | Harris Corporation | Fail-safe MOS shutdown circuitry |
| TW310322B (https=) * | 1994-05-25 | 1997-07-11 | Nippon Catalytic Chem Ind | |
| SG52906A1 (en) | 1996-01-17 | 1998-09-28 | Asahi Chemical Ind | Method for producing an aromatic polycarbonate having improved melt stability |
| DE19640710A1 (de) * | 1996-10-02 | 1998-04-09 | Phenolchemie Gmbh | Verfahren zum Transport und zur Lagerung von Phenol |
| US6277941B1 (en) * | 1997-09-12 | 2001-08-21 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane composition |
| JP4182305B2 (ja) | 1998-07-28 | 2008-11-19 | 新日本理化株式会社 | 水素化ビスフェノールａ異性体組成物 |
| JP3967009B2 (ja) * | 1998-08-05 | 2007-08-29 | 旭化成ケミカルズ株式会社 | 芳香族ポリカーボネートの製造方法 |
| USH1943H1 (en) | 1998-12-15 | 2001-02-06 | General Electric Co. | Process for the manufacture of bisphenol-A |
| DE19923389A1 (de) * | 1999-05-21 | 2000-08-17 | Basf Ag | Verfahren zum Lagern und/oder Transportieren von Reinacrylsäure |
| US6307004B1 (en) * | 1999-09-20 | 2001-10-23 | General Electric Company | Method for parallel melt-polymerization |
| WO2001040352A1 (en) * | 1999-12-03 | 2001-06-07 | Teijin Limited | Aromatic polycarbonate, process for producing the same, and molded article |
| US6362006B1 (en) * | 2000-03-13 | 2002-03-26 | General Electric Company | Rapid parallel determination of non-volatile analytes in complex combinatorial samples |
| KR20020084251A (ko) * | 2000-04-07 | 2002-11-04 | 데이진 가부시키가이샤 | 방향족 카보네이트의 분리회수방법 및 제조방법 |
-
2004
- 2004-09-10 MY MYPI20043681A patent/MY141753A/en unknown
- 2004-09-14 JP JP2006525839A patent/JP4149492B2/ja not_active Expired - Fee Related
- 2004-09-14 EP EP04766783A patent/EP1668061B1/en not_active Expired - Lifetime
- 2004-09-14 CN CNB2004800265651A patent/CN100404584C/zh not_active Expired - Fee Related
- 2004-09-14 BR BRPI0414263-2A patent/BRPI0414263A/pt not_active IP Right Cessation
- 2004-09-14 KR KR1020067005099A patent/KR101161031B1/ko not_active Expired - Fee Related
- 2004-09-14 TW TW093127773A patent/TWI353366B/zh not_active IP Right Cessation
- 2004-09-14 US US10/940,181 patent/US7067610B2/en not_active Expired - Lifetime
- 2004-09-14 CN CN200710167122XA patent/CN101139437B/zh not_active Expired - Fee Related
- 2004-09-14 AT AT04766783T patent/ATE386765T1/de not_active IP Right Cessation
- 2004-09-14 DE DE602004011960T patent/DE602004011960T2/de not_active Expired - Lifetime
- 2004-09-14 WO PCT/EP2004/052160 patent/WO2005026235A1/en not_active Ceased
- 2004-09-14 ES ES04766783T patent/ES2298811T3/es not_active Expired - Lifetime
-
2006
- 2006-02-17 ZA ZA200601416A patent/ZA200601416B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN100404584C (zh) | 2008-07-23 |
| ZA200601416B (en) | 2007-05-30 |
| KR20060086939A (ko) | 2006-08-01 |
| EP1668061B1 (en) | 2008-02-20 |
| MY141753A (en) | 2010-06-30 |
| CN1852938A (zh) | 2006-10-25 |
| TW200524968A (en) | 2005-08-01 |
| BRPI0414263A (pt) | 2006-11-07 |
| ATE386765T1 (de) | 2008-03-15 |
| JP2007505952A (ja) | 2007-03-15 |
| CN101139437B (zh) | 2012-07-11 |
| JP4149492B2 (ja) | 2008-09-10 |
| EP1668061A1 (en) | 2006-06-14 |
| WO2005026235A1 (en) | 2005-03-24 |
| DE602004011960D1 (de) | 2008-04-03 |
| US7067610B2 (en) | 2006-06-27 |
| ES2298811T3 (es) | 2008-05-16 |
| KR101161031B1 (ko) | 2012-06-28 |
| DE602004011960T2 (de) | 2009-02-26 |
| US20050090638A1 (en) | 2005-04-28 |
| CN101139437A (zh) | 2008-03-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |