JP2004536917A5 - - Google Patents
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- JP2004536917A5 JP2004536917A5 JP2003515578A JP2003515578A JP2004536917A5 JP 2004536917 A5 JP2004536917 A5 JP 2004536917A5 JP 2003515578 A JP2003515578 A JP 2003515578A JP 2003515578 A JP2003515578 A JP 2003515578A JP 2004536917 A5 JP2004536917 A5 JP 2004536917A5
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- polycarbonate
- carbonate
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- 229920000515 polycarbonate Polymers 0.000 claims description 19
- 239000004417 polycarbonate Substances 0.000 claims description 19
- 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 11
- 239000003054 catalyst Substances 0.000 claims description 10
- 238000005809 transesterification reaction Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 6
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims description 6
- -1 diaryl carbonate Chemical class 0.000 claims description 5
- 229960001047 methyl salicylate Drugs 0.000 claims description 3
- 229930185605 Bisphenol Natural products 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims 8
- 239000002243 precursor Substances 0.000 claims 8
- 125000003118 aryl group Chemical group 0.000 claims 7
- TZSMWSKOPZEMAJ-UHFFFAOYSA-N bis[(2-methoxyphenyl)methyl] carbonate Chemical compound COC1=CC=CC=C1COC(=O)OCC1=CC=CC=C1OC TZSMWSKOPZEMAJ-UHFFFAOYSA-N 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 6
- 150000001491 aromatic compounds Chemical class 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 4
- 239000007858 starting material Substances 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
- 125000000951 phenoxy group Chemical class [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 3
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 2
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims 2
- 125000004442 acylamino group Chemical group 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000005100 aryl amino carbonyl group Chemical group 0.000 claims 2
- 125000001769 aryl amino group Chemical group 0.000 claims 2
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims 2
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000005110 aryl thio group Chemical group 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 239000006227 byproduct Substances 0.000 claims 2
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 2
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims 2
- 125000005167 cycloalkylaminocarbonyl group Chemical group 0.000 claims 2
- 125000005149 cycloalkylsulfinyl group Chemical group 0.000 claims 2
- 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims 2
- 125000005366 cycloalkylthio group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- 239000000047 product Substances 0.000 claims 2
- 125000006736 (C6-C20) aryl group Chemical group 0.000 claims 1
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims 1
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrocyanic acid Natural products N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- HORFQRWZOKVZDT-UHFFFAOYSA-N bis[(2-phenylmethoxyphenyl)methyl] carbonate Chemical compound C=1C=CC=C(OCC=2C=CC=CC=2)C=1COC(=O)OCC1=CC=CC=C1OCC1=CC=CC=C1 HORFQRWZOKVZDT-UHFFFAOYSA-N 0.000 claims 1
- VWEMVBHVVPCHLV-UHFFFAOYSA-N bis[(2-propoxyphenyl)methyl] carbonate Chemical compound CCCOC1=CC=CC=C1COC(=O)OCC1=CC=CC=C1OCCC VWEMVBHVVPCHLV-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 238000001125 extrusion Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 238000010298 pulverizing process Methods 0.000 claims 1
- 239000008247 solid mixture Substances 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 2
- ROORDVPLFPIABK-UHFFFAOYSA-N O=C(Oc1ccccc1)Oc1ccccc1 Chemical compound O=C(Oc1ccccc1)Oc1ccccc1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- HGPXWXLYXNVULB-UHFFFAOYSA-M lithium stearate Chemical compound [Li+].CCCCCCCCCCCCCCCCCC([O-])=O HGPXWXLYXNVULB-UHFFFAOYSA-M 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
何年か前、米国特許第4323668号に、ホスゲンとサリチル酸メチルの反応によって生成したジアリールカーボネートを、BPAのようなビスフェノールと反応させて比較的温和な条件下でポリカーボネートを製造できるということが報じられた。この方法では、高分子量のポリカーボネートを得るために比較的高レベルのエステル交換触媒(ステアリン酸リチウムなど)を使用している。この触媒は反応後生成物ポリカーボネート中に残存するので、溶融ポリカーボネート反応において高い触媒使用量は極めて望ましくない。ポリカーボネート中にエステル交換触媒が存在すると、吸水の増大、高温でのポリマー分解及び変色の促進によって、ポリマーから製造された製品の有用寿命を短縮しかねない。
米国特許第4323668号
欧州特許出願公開第0982340号明細書
特開昭63−023926号公報
米国特許第5696222号明細書
米国特許第6300459号明細書
Claims (10)
- 100〜350℃の温度範囲の1以上の温度、毎分50〜500回転のスクリュー速度範囲の1以上のスクリュー速度で、エステル交換触媒の存在下、
(A)エステル置換ジアリールカーボネートと1種以上のジヒドロキシ芳香族化合物を含む混合物、及び
(B)エステル置換フェノキシ末端基を含む1種以上の前駆体ポリカーボネート
からなる群から選択される1種以上の出発材料を押出すことを含んでなるポリカーボネートの製造方法。 - 前記エステル置換ジアリールカーボネートが下記式の構造Iを有する、請求項1記載の方法。
- 前記エステル置換ジアリールカーボネートが、ビス(メチルサリチル)カーボネート、ビス(プロピルサリチル)カーボネート及びビス(ベンジルサリチル)カーボネートからなる群から選択される、請求項2記載の方法。
- 前記ジヒドロキシ芳香族化合物が下記式の構造IIを有するビスフェノールである、請求項1記載の方法。
- 前記前駆体ポリカーボネートが下記式の構造IIIを有するエステル置換フェノキシ末端基を含む、請求項1記載の方法。
- ビスフェノールAとビス(メチルサリチル)カーボネートとエステル交換触媒を含む固体混合物を、100〜350℃の範囲の1以上の温度、50〜500rpmの範囲の1以上のスクリュー速度で押出して生成物ポリカーボネートを形成することを含んでなるポリカーボネートの製造方法であって、上記混合物が、混合物中に存在するジヒドロキシ芳香族化合物1モル当たり0.95〜1.05モルのビス(メチルサリチル)カーボネートを含む、方法。
- ビスフェノールAとビス(メチルサリチル)カーボネートとエステル交換触媒を含む混合物を1〜100mmHgの圧力で150〜200℃の範囲の温度に加熱しながら副生物のサリチル酸メチルを除去して一部結晶性の前駆体ポリカーボネートを得る段階(I)、
上記一部結晶性の前駆体ポリカーボネートを粉砕する段階(II)、
上記一部結晶性の前駆体ポリカーボネートを100〜350℃の範囲の1以上の温度、50〜500rpmの範囲の1以上のスクリュー速度で押出す段階(III)
を含んでなるポリカーボネートの製造方法。 - ビスフェノールAとビス(メチルサリチル)カーボネートとエステル交換触媒を含む混合物を1〜100mmHgの圧力で150〜200℃の範囲の温度に加熱しながら副生物のサリチル酸メチルを除去して前駆体ポリカーボネートを得る段階(I)と、
上記前駆体ポリカーボネートを100〜350℃の範囲の1以上の温度、50〜500rpmの範囲の1以上のスクリュー速度で押出す段階(II)と
を含んでなるポリカーボネートの製造方法。 - 100〜350℃の温度範囲の1以上の温度で、エステル交換触媒の存在下、
(A)エステル置換ジアリールカーボネートと1種以上のジヒドロキシ芳香族化合物を含む混合物、及び
(B)エステル置換フェノキシ末端基を含む1種以上の前駆体ポリカーボネート
からなる群から選択される1種以上の出発材料を押出すことを含んでなるポリカーボネートの製造方法であって、
上記押出があるスクリュー速度を有する押出機で実施され、上記出発材料がある供給速度で押出機に導入され、供給速度とスクリュー速度とがある比を有しており、押出機中に導入される出発材料(ポンド/時)と毎分回転数(rpm)で表したスクリュー速度との比が0.01〜100の範囲内に入るように押出機を作動させる、方法。 - (A)ビスフェノールAとビス(メチルサリチル)カーボネートとエステル交換触媒を含む混合物であって、混合物中に存在するジヒドロキシ芳香族化合物1モル当たり0.95〜1.05モルのビス(メチルサリチル)カーボネートを含む混合物を、あるスクリュー速度を有する押出機にある供給速度で導入し(供給速度とスクリュー速度とはある比を有する)、ポンド/時で表した供給速度と毎分回転数(rpm)で表したスクリュー速度との比が0.01〜100の範囲内に入るように作動させた押出機で100〜350℃の範囲の1以上の温度で押出し、
(B)生成物ポリカーボネートを回収する
ことを含んでなるポリカーボネートの製造方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/911,439 US6420512B1 (en) | 2001-07-24 | 2001-07-24 | Extrusion method for making polycarbonate |
US10/167,903 US6506871B1 (en) | 2001-07-24 | 2002-06-12 | Extrusion method for making polycarbonate |
PCT/US2002/023310 WO2003010220A1 (en) | 2001-07-24 | 2002-07-17 | Extrusion method for making polycarbonate |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2004536917A JP2004536917A (ja) | 2004-12-09 |
JP2004536917A5 true JP2004536917A5 (ja) | 2006-01-05 |
Family
ID=26863580
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003515578A Ceased JP2004536917A (ja) | 2001-07-24 | 2002-07-17 | ポリカーボネートを製造するための押出法 |
Country Status (10)
Country | Link |
---|---|
US (1) | US6506871B1 (ja) |
EP (1) | EP1414888B1 (ja) |
JP (1) | JP2004536917A (ja) |
KR (1) | KR100874297B1 (ja) |
CN (2) | CN1556826B (ja) |
AT (1) | ATE328025T1 (ja) |
DE (1) | DE60211914T2 (ja) |
ES (1) | ES2265046T3 (ja) |
TW (1) | TW548292B (ja) |
WO (1) | WO2003010220A1 (ja) |
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US5696222A (en) | 1995-09-19 | 1997-12-09 | Teijin Limited | Process for the production of polycarbonate |
US6410777B1 (en) | 1997-04-04 | 2002-06-25 | Teijin Limited | Salicylic acid ester derivative and its production |
JP4286914B2 (ja) | 1998-03-17 | 2009-07-01 | 帝人株式会社 | 芳香族ポリカーボネートの製造方法 |
JP2000044669A (ja) * | 1998-08-04 | 2000-02-15 | Teijin Ltd | 芳香族ポリカーボネートの製造方法および真空捕集系 |
WO2000063274A1 (en) | 1999-04-20 | 2000-10-26 | Teijin Limited | Process for producing polyarylate |
TW500741B (en) | 2000-03-22 | 2002-09-01 | Teijin Ltd | Polycarbonate, a method for preparing thereof and molded products thereof |
-
2002
- 2002-06-12 US US10/167,903 patent/US6506871B1/en not_active Expired - Lifetime
- 2002-07-17 WO PCT/US2002/023310 patent/WO2003010220A1/en active IP Right Grant
- 2002-07-17 AT AT02747077T patent/ATE328025T1/de not_active IP Right Cessation
- 2002-07-17 JP JP2003515578A patent/JP2004536917A/ja not_active Ceased
- 2002-07-17 ES ES02747077T patent/ES2265046T3/es not_active Expired - Lifetime
- 2002-07-17 DE DE60211914T patent/DE60211914T2/de not_active Expired - Lifetime
- 2002-07-17 EP EP02747077A patent/EP1414888B1/en not_active Expired - Lifetime
- 2002-07-17 KR KR1020047000963A patent/KR100874297B1/ko active IP Right Grant
- 2002-07-17 CN CN028186176A patent/CN1556826B/zh not_active Expired - Fee Related
- 2002-07-17 CN CN2012101956615A patent/CN102702499A/zh active Pending
- 2002-07-19 TW TW091116165A patent/TW548292B/zh not_active IP Right Cessation
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