CA2170019C - Prepolymere de polycarbonate poreux, cristallise, aromatique, et polycarbonate poreux, cristallise, aromatique; methodes de preparation - Google Patents

Prepolymere de polycarbonate poreux, cristallise, aromatique, et polycarbonate poreux, cristallise, aromatique; methodes de preparation Download PDF

Info

Publication number: CA2170019C
Authority: CA; Canada
Prior art keywords: prepolymer; crystallized; porous; polycarbonate; aromatic polycarbonate
Prior art date: 1988-12-27
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 - Lifetime

Application number

CA002170019A

Other languages

English (en)

Other versions

CA2170019A1 (fr

Inventor

Isaburo Fukawa

Shinsuke Fukuoka

Kyosuke Komiya

Yoro Sasaki

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Asahi Kasei Corp

Original Assignee

Asahi Kasei Kogyo KK

Priority date (The priority date 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 date listed.)

1988-12-27

Filing date

1989-10-04

Publication date

2000-05-02

1988-12-27 Priority claimed from JP63327678A external-priority patent/JPH0757795B2/ja

1989-07-04 Priority claimed from JP1171084A external-priority patent/JPH0757793B2/ja

1989-07-27 Priority claimed from JP19267089A external-priority patent/JPH06104721B2/ja

1989-10-04 Application filed by Asahi Kasei Kogyo KK filed Critical Asahi Kasei Kogyo KK

1989-10-04 Priority claimed from CA002000163A external-priority patent/CA2000163C/fr

1990-06-28 Publication of CA2170019A1 publication Critical patent/CA2170019A1/fr

2000-05-02 Application granted granted Critical

2000-05-02 Publication of CA2170019C publication Critical patent/CA2170019C/fr

2009-10-04 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

239000004417 polycarbonate Substances 0.000 title claims abstract description 422
125000003118 aryl group Chemical group 0.000 title claims abstract description 366
229920000515 polycarbonate Polymers 0.000 title claims abstract description 349
238000004519 manufacturing process Methods 0.000 title claims description 36
238000000034 method Methods 0.000 claims abstract description 138
238000012643 polycondensation polymerization Methods 0.000 claims abstract description 128
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 71
150000001875 compounds Chemical class 0.000 claims abstract description 56
239000002904 solvent Substances 0.000 claims abstract description 51
125000005587 carbonate group Chemical group 0.000 claims abstract description 45
239000000843 powder Substances 0.000 claims description 151
238000010438 heat treatment Methods 0.000 claims description 68
239000002245 particle Substances 0.000 claims description 64
239000011261 inert gas Substances 0.000 claims description 59
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 51
239000006227 byproduct Substances 0.000 claims description 35
239000007789 gas Substances 0.000 claims description 32
239000007787 solid Substances 0.000 claims description 26
238000002844 melting Methods 0.000 claims description 25
230000008018 melting Effects 0.000 claims description 25
230000000694 effects Effects 0.000 claims description 21
230000009477 glass transition Effects 0.000 claims description 21
238000010008 shearing Methods 0.000 claims description 20
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 18
239000008187 granular material Substances 0.000 claims description 16
238000000465 moulding Methods 0.000 claims description 16
239000008188 pellet Substances 0.000 claims description 12
238000007599 discharging Methods 0.000 claims description 3
229920001730 Moisture cure polyurethane Polymers 0.000 abstract description 40
230000008569 process Effects 0.000 abstract description 39
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 19
239000012535 impurity Substances 0.000 abstract description 14
229910052801 chlorine Inorganic materials 0.000 abstract description 13
239000000155 melt Substances 0.000 abstract description 13
239000000460 chlorine Substances 0.000 abstract description 12
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 11
239000000463 material Substances 0.000 abstract description 8
238000010521 absorption reaction Methods 0.000 abstract description 5
229920006351 engineering plastic Polymers 0.000 abstract description 5
239000003463 adsorbent Substances 0.000 abstract description 4
230000003287 optical effect Effects 0.000 abstract description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 171
238000006116 polymerization reaction Methods 0.000 description 151
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 135
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 description 74
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 60
229920000642 polymer Polymers 0.000 description 51
-1 diaryl carbonate Chemical compound 0.000 description 49
229940073584 methylene chloride Drugs 0.000 description 45
238000006243 chemical reaction Methods 0.000 description 44
239000011572 manganese Substances 0.000 description 43
238000002425 crystallisation Methods 0.000 description 37
230000008025 crystallization Effects 0.000 description 37
ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 37
239000003054 catalyst Substances 0.000 description 35
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 30
239000000243 solution Substances 0.000 description 27
239000011148 porous material Substances 0.000 description 26
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 24
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
238000003756 stirring Methods 0.000 description 21
230000015572 biosynthetic process Effects 0.000 description 19
238000005755 formation reaction Methods 0.000 description 19
125000004432 carbon atom Chemical group C* 0.000 description 17
238000009826 distribution Methods 0.000 description 17
238000005809 transesterification reaction Methods 0.000 description 16
239000011541 reaction mixture Substances 0.000 description 15
238000001878 scanning electron micrograph Methods 0.000 description 15
230000000052 comparative effect Effects 0.000 description 14
239000000839 emulsion Substances 0.000 description 14
PBBJBFOOHLPWOV-UHFFFAOYSA-N 1,1'-biphenyl;carbonic acid Chemical compound OC(O)=O.C1=CC=CC=C1C1=CC=CC=C1 PBBJBFOOHLPWOV-UHFFFAOYSA-N 0.000 description 13
229910001873 dinitrogen Inorganic materials 0.000 description 13
238000001125 extrusion Methods 0.000 description 13
239000002253 acid Substances 0.000 description 12
229910052784 alkaline earth metal Inorganic materials 0.000 description 12
235000017168 chlorine Nutrition 0.000 description 10
229940060038 chlorine Drugs 0.000 description 10
238000005469 granulation Methods 0.000 description 10
239000000203 mixture Substances 0.000 description 10
239000007858 starting material Substances 0.000 description 10
239000003513 alkali Substances 0.000 description 9
239000011521 glass Substances 0.000 description 9
238000010298 pulverizing process Methods 0.000 description 9
239000002002 slurry Substances 0.000 description 9
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
238000002441 X-ray diffraction Methods 0.000 description 8
230000003179 granulation Effects 0.000 description 8
239000000047 product Substances 0.000 description 8
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 7
239000007864 aqueous solution Substances 0.000 description 7
239000010419 fine particle Substances 0.000 description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
238000011282 treatment Methods 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 6
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
125000003545 alkoxy group Chemical group 0.000 description 6
125000000217 alkyl group Chemical group 0.000 description 6
230000000875 corresponding effect Effects 0.000 description 6
238000001035 drying Methods 0.000 description 6
229920000728 polyester Polymers 0.000 description 6
238000009877 rendering Methods 0.000 description 6
239000011163 secondary particle Substances 0.000 description 6
125000001424 substituent group Chemical group 0.000 description 6
239000000370 acceptor Substances 0.000 description 5
238000005054 agglomeration Methods 0.000 description 5
230000002776 aggregation Effects 0.000 description 5
150000001335 aliphatic alkanes Chemical class 0.000 description 5
150000001342 alkaline earth metals Chemical class 0.000 description 5
150000001805 chlorine compounds Chemical class 0.000 description 5
238000001816 cooling Methods 0.000 description 5
125000005912 ethyl carbonate group Chemical group 0.000 description 5
238000005259 measurement Methods 0.000 description 5
125000005911 methyl carbonate group Chemical group 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
229920003023 plastic Polymers 0.000 description 5
239000004033 plastic Substances 0.000 description 5
238000000746 purification Methods 0.000 description 5
239000002994 raw material Substances 0.000 description 5
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
230000002411 adverse Effects 0.000 description 4
229910052783 alkali metal Inorganic materials 0.000 description 4
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical group OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 4
238000000748 compression moulding Methods 0.000 description 4
238000009833 condensation Methods 0.000 description 4
230000005494 condensation Effects 0.000 description 4
238000006482 condensation reaction Methods 0.000 description 4
238000003379 elimination reaction Methods 0.000 description 4
239000000835 fiber Substances 0.000 description 4
125000005843 halogen group Chemical group 0.000 description 4
230000000977 initiatory effect Effects 0.000 description 4
230000035484 reaction time Effects 0.000 description 4
239000011369 resultant mixture Substances 0.000 description 4
238000000926 separation method Methods 0.000 description 4
229910052709 silver Inorganic materials 0.000 description 4
239000004332 silver Substances 0.000 description 4
239000011780 sodium chloride Substances 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 3
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-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
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
238000013019 agitation Methods 0.000 description 3
239000000956 alloy Substances 0.000 description 3
229910045601 alloy Inorganic materials 0.000 description 3
239000002585 base Substances 0.000 description 3
230000008901 benefit Effects 0.000 description 3
238000007664 blowing Methods 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
229960001701 chloroform Drugs 0.000 description 3
238000007796 conventional method Methods 0.000 description 3
125000000753 cycloalkyl group Chemical group 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
229910000041 hydrogen chloride Inorganic materials 0.000 description 3
239000007788 liquid Substances 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
238000005453 pelletization Methods 0.000 description 3
239000005020 polyethylene terephthalate Substances 0.000 description 3
238000000634 powder X-ray diffraction Methods 0.000 description 3
230000009467 reduction Effects 0.000 description 3
239000000126 substance Substances 0.000 description 3
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 3
229910052719 titanium Inorganic materials 0.000 description 3
239000010936 titanium Substances 0.000 description 3
238000005406 washing Methods 0.000 description 3
239000008096 xylene Substances 0.000 description 3
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
229920002302 Nylon 6,6 Polymers 0.000 description 2
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
230000009471 action Effects 0.000 description 2
239000000853 adhesive Substances 0.000 description 2
230000001070 adhesive effect Effects 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
150000001340 alkali metals Chemical group 0.000 description 2
150000004703 alkoxides Chemical class 0.000 description 2
125000005910 alkyl carbonate group Chemical group 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
229920006125 amorphous polymer Polymers 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
229910052786 argon Inorganic materials 0.000 description 2
125000006615 aromatic heterocyclic group Chemical group 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
229950005499 carbon tetrachloride Drugs 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
125000004093 cyano group Chemical group *C#N 0.000 description 2
230000006866 deterioration Effects 0.000 description 2
229940117389 dichlorobenzene Drugs 0.000 description 2
238000007865 diluting Methods 0.000 description 2
IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical group COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
239000012153 distilled water Substances 0.000 description 2
230000008030 elimination Effects 0.000 description 2
125000004185 ester group Chemical group 0.000 description 2
DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 2
230000001747 exhibiting effect Effects 0.000 description 2
238000001914 filtration Methods 0.000 description 2
239000000727 fraction Substances 0.000 description 2
238000005227 gel permeation chromatography Methods 0.000 description 2
239000012760 heat stabilizer Substances 0.000 description 2
229960000443 hydrochloric acid Drugs 0.000 description 2
235000011167 hydrochloric acid Nutrition 0.000 description 2
238000001746 injection moulding Methods 0.000 description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
229910052743 krypton Inorganic materials 0.000 description 2
DNNSSWSSYDEUBZ-UHFFFAOYSA-N krypton atom Chemical compound [Kr] DNNSSWSSYDEUBZ-UHFFFAOYSA-N 0.000 description 2
RLSSMJSEOOYNOY-UHFFFAOYSA-N m-methyl-PhOH Natural products CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 2
CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 description 2
XTBFPVLHGVYOQH-UHFFFAOYSA-N methyl phenyl carbonate Chemical compound COC(=O)OC1=CC=CC=C1 XTBFPVLHGVYOQH-UHFFFAOYSA-N 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
QWVGKYWNOKOFNN-UHFFFAOYSA-N o-methyl phenol Natural products CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 2
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
229920005668 polycarbonate resin Polymers 0.000 description 2
239000004431 polycarbonate resin Substances 0.000 description 2
239000001294 propane Substances 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
229920006395 saturated elastomer Polymers 0.000 description 2
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
150000003512 tertiary amines Chemical class 0.000 description 2
150000003606 tin compounds Chemical class 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229910052726 zirconium Inorganic materials 0.000 description 2
QSAWQNUELGIYBC-OLQVQODUSA-N (1s,2r)-cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)[C@H]1CCCC[C@H]1C(O)=O QSAWQNUELGIYBC-OLQVQODUSA-N 0.000 description 1
WDTYGAMSPKPQML-UHFFFAOYSA-N (2,3-ditert-butylphenyl) hydrogen carbonate Chemical compound CC(C)(C)C1=CC=CC(OC(O)=O)=C1C(C)(C)C WDTYGAMSPKPQML-UHFFFAOYSA-N 0.000 description 1
RZUVLSPXCZYMIM-UHFFFAOYSA-N (4-tert-butylphenyl) hydrogen carbonate Chemical group CC(C)(C)C1=CC=C(OC(O)=O)C=C1 RZUVLSPXCZYMIM-UHFFFAOYSA-N 0.000 description 1
MGAXYKDBRBNWKT-UHFFFAOYSA-N (5-oxooxolan-2-yl)methyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCC1OC(=O)CC1 MGAXYKDBRBNWKT-UHFFFAOYSA-N 0.000 description 1
QVLAWKAXOMEXPM-UHFFFAOYSA-N 1,1,1,2-tetrachloroethane Chemical class ClCC(Cl)(Cl)Cl QVLAWKAXOMEXPM-UHFFFAOYSA-N 0.000 description 1
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230000007704 transition Effects 0.000 description 1
238000002834 transmittance Methods 0.000 description 1
YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
PEEVPXQMALOQSR-UHFFFAOYSA-N tributoxy(ethyl)stannane Chemical compound CCCCO[Sn](CC)(OCCCC)OCCCC PEEVPXQMALOQSR-UHFFFAOYSA-N 0.000 description 1
LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
229960002415 trichloroethylene Drugs 0.000 description 1
UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
229960001124 trientine Drugs 0.000 description 1
WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 1
MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 description 1
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
BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
239000004246 zinc acetate Substances 0.000 description 1
150000003752 zinc compounds Chemical class 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
YMTQMTSQMKJKPX-UHFFFAOYSA-L zinc;diphenoxide Chemical compound [Zn+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 YMTQMTSQMKJKPX-UHFFFAOYSA-L 0.000 description 1
150000003755 zirconium compounds Chemical class 0.000 description 1
229910001928 zirconium oxide Inorganic materials 0.000 description 1

Landscapes

Polyesters Or Polycarbonates (AREA)
Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

CA002170019A 1988-12-27 1989-10-04 Prepolymere de polycarbonate poreux, cristallise, aromatique, et polycarbonate poreux, cristallise, aromatique; methodes de preparation Expired - Lifetime CA2170019C (fr)

Applications Claiming Priority (11)

Application Number	Priority Date	Filing Date	Title
JP63327678A JPH0757795B2 (ja)	1988-12-27	1988-12-27	芳香族ポリカーボネートの製造法
JP63-327678		1988-12-27
JP7404889		1989-03-28
JP1-74048		1989-03-28
JP1171084A JPH0757793B2 (ja)	1989-07-04	1989-07-04	芳香族ポリカーボネートの製造方法
JP1-171084		1989-07-04
JP1-180434		1989-07-14
JP18043489		1989-07-14
JP1-192670		1989-07-27
JP19267089A JPH06104721B2 (ja)	1989-07-27	1989-07-27	ポリカーボネートの固相重合法
CA002000163A CA2000163C (fr)	1988-12-27	1989-10-04	Prepolymere poreux, cristallise aromatique de type polycarbonate, polycarbonate poreux aromatique cristallise, et methodes pour leur production

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002000163A Division CA2000163C (fr)	1988-12-27	1989-10-04	Prepolymere poreux, cristallise aromatique de type polycarbonate, polycarbonate poreux aromatique cristallise, et methodes pour leur production

Publications (2)

Publication Number	Publication Date
CA2170019A1 CA2170019A1 (fr)	1990-06-28
CA2170019C true CA2170019C (fr)	2000-05-02

Family

ID=27543413

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002170019A Expired - Lifetime CA2170019C (fr)	1988-12-27	1989-10-04	Prepolymere de polycarbonate poreux, cristallise, aromatique, et polycarbonate poreux, cristallise, aromatique; methodes de preparation

Country Status (1)

Country	Link
CA (1)	CA2170019C (fr)

1989
- 1989-10-04 CA CA002170019A patent/CA2170019C/fr not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CA2170019A1 (fr)	1990-06-28

Legal Events

Date	Code	Title	Description
1996-02-21	EEER	Examination request
2009-10-04	MKEX	Expiry

Publication	Publication Date	Title
CA2000163C (fr)	1996-05-07	Prepolymere poreux, cristallise aromatique de type polycarbonate, polycarbonate poreux aromatique cristallise, et methodes pour leur production
US5214073A (en)	1993-05-25	Porous, crystallized, aromatic polycarbonate prepolymer, a porous, crystallized aromatic polycarbonate, and production methods
US4948871A (en)	1990-08-14	Method for producing a crystallized aromatic polycarbonate, and a crystallized aromatic polycarbonate obtained thereby
KR20040030840A (ko)	2004-04-09	고상 중합에 의한 폴리카보네이트의 제조 방법
JP3751090B2 (ja)	2006-03-01	ポリマー粉末およびポリマー凝集物の乾燥方法
WO2003010220A1 (fr)	2003-02-06	Procede d'extrusion permettant de fabriquer du polycarbonate
JPH0794546B2 (ja)	1995-10-11	芳香族ポリカーボネートの製造方法及びそれによって得られた結晶性芳香族ポリカーボネート粉体
KR20010006103A (ko)	2001-01-26	폴리카보네이트 초기중합체의 제조 방법 및 고분자량 폴리카보네이트의 제조 방법
EP1963398B1 (fr)	2011-03-30	Nettoyage des equipements dans la fabrication de polycarbonates
JP2546724B2 (ja)	1996-10-23	ポリカーボネートプレポリマー多孔体とその製造方法、及びそれを用いる芳香族ポリカーボネートの製造方法
CA2170019C (fr)	2000-05-02	Prepolymere de polycarbonate poreux, cristallise, aromatique, et polycarbonate poreux, cristallise, aromatique; methodes de preparation
CN1153799C (zh)	2004-06-16	低分子量聚碳酸酯的结晶化方法和由其制备聚碳酸酯树脂的方法
EP0357079B1 (fr)	1997-07-09	Procédé de production de polyesters aromatiques
JPH0757795B2 (ja)	1995-06-21	芳香族ポリカーボネートの製造法
JPH06271659A (ja)	1994-09-27	結晶性芳香族ポリカーボネートプレポリマーの製造方法及び芳香族ポリカーボネートの製造方法
JP3217853B2 (ja)	2001-10-15	芳香族ポリカーボネートプレポリマーの製法
JPH0699553B2 (ja)	1994-12-07	芳香族ポリカ−ボネ−トの製法
JP2561869B2 (ja)	1996-12-11	結晶性樹脂粉体
JP2004536918A (ja)	2004-12-09	結晶性ポリカーボネートオリゴマーを調製する方法
JPH0656983A (ja)	1994-03-01	ポリカーボネート結晶性粉体の製造方法および高分子量ポリカーボネートの製造方法
JP2571715B2 (ja)	1997-01-16	ポリカーボネートの製造法
JPH05178979A (ja)	1993-07-20	芳香族ポリカーボネートの製法
KR102203151B1 (ko)	2021-01-14	폴리카보네이트의 제조방법
JP3137703B2 (ja)	2001-02-26	芳香族ポリカーボネートの製造法
JP4723138B2 (ja)	2011-07-13	芳香族ポリカーボネート粒状成形体及びそれを用いたポリカーボネートの製造方法