DE2410716C3 - - Google Patents
Info
- Publication number
- DE2410716C3 DE2410716C3 DE19742410716 DE2410716A DE2410716C3 DE 2410716 C3 DE2410716 C3 DE 2410716C3 DE 19742410716 DE19742410716 DE 19742410716 DE 2410716 A DE2410716 A DE 2410716A DE 2410716 C3 DE2410716 C3 DE 2410716C3
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- phosgene
- solution
- hour
- polycarbonate
- 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
Links
- 238000006243 chemical reaction Methods 0.000 claims description 56
- 239000004417 polycarbonate Substances 0.000 claims description 46
- 229920000515 polycarbonate Polymers 0.000 claims description 46
- 239000000243 solution Substances 0.000 claims description 44
- MVPPADPHJFYWMZ-UHFFFAOYSA-N Chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 40
- YGYAWVDWMABLBF-UHFFFAOYSA-N phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 239000012266 salt solution Substances 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 15
- 239000012071 phase Substances 0.000 claims description 14
- 125000005270 trialkylamine group Chemical group 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 238000009833 condensation Methods 0.000 claims description 8
- 230000005494 condensation Effects 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 239000008346 aqueous phase Substances 0.000 claims description 7
- 238000007792 addition Methods 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 238000006068 polycondensation reaction Methods 0.000 claims description 4
- 238000003786 synthesis reaction Methods 0.000 claims description 4
- 230000002194 synthesizing Effects 0.000 claims description 4
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 claims description 3
- NVLHGZIXTRYOKT-UHFFFAOYSA-N 1-chloro-2,3-dimethylbenzene Chemical class CC1=CC=CC(Cl)=C1C NVLHGZIXTRYOKT-UHFFFAOYSA-N 0.000 claims description 3
- IBSQPLPBRSHTTG-UHFFFAOYSA-N 1-chloro-2-methylbenzene Chemical compound CC1=CC=CC=C1Cl IBSQPLPBRSHTTG-UHFFFAOYSA-N 0.000 claims 1
- OSOUNOBYRMOXQQ-UHFFFAOYSA-N 1-chloro-3-methylbenzene Chemical compound CC1=CC=CC(Cl)=C1 OSOUNOBYRMOXQQ-UHFFFAOYSA-N 0.000 claims 1
- NPDACUSDTOMAMK-UHFFFAOYSA-N 4-Chlorotoluene Chemical compound CC1=CC=C(Cl)C=C1 NPDACUSDTOMAMK-UHFFFAOYSA-N 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 54
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 20
- 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 19
- 239000000460 chlorine Substances 0.000 description 16
- 229910052801 chlorine Inorganic materials 0.000 description 16
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 16
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 14
- 150000001447 alkali salts Chemical class 0.000 description 12
- 239000000203 mixture Substances 0.000 description 10
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 9
- 230000035683 MEAN RESIDENCE TIME Effects 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 150000002500 ions Chemical class 0.000 description 7
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- -1 chlorocarbonic acid ester Chemical group 0.000 description 5
- 238000005755 formation reaction Methods 0.000 description 5
- 238000007127 saponification reaction Methods 0.000 description 5
- 229910000033 sodium borohydride Inorganic materials 0.000 description 5
- YOQDYZUWIQVZSF-UHFFFAOYSA-N sodium borohydride Substances [BH4-].[Na+] YOQDYZUWIQVZSF-UHFFFAOYSA-N 0.000 description 5
- ODGROJYWQXFQOZ-UHFFFAOYSA-N sodium;boron(1-) Chemical compound [B-].[Na+] ODGROJYWQXFQOZ-UHFFFAOYSA-N 0.000 description 5
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-Tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 2
- SDDLEVPIDBLVHC-UHFFFAOYSA-N 4,4'-cyclohexane-1,1-diyldiphenol Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- VEORPZCZECFIRK-UHFFFAOYSA-N Tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 2
- 125000005587 carbonate group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 239000012442 inert solvent Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- IIFFFBSAXDNJHX-UHFFFAOYSA-N 2-methyl-N,N-bis(2-methylpropyl)propan-1-amine Chemical compound CC(C)CN(CC(C)C)CC(C)C IIFFFBSAXDNJHX-UHFFFAOYSA-N 0.000 description 1
- 241000209202 Bromus secalinus Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate dianion Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N Chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 229940050176 Methyl Chloride Drugs 0.000 description 1
- KYPYTERUKNKOLP-UHFFFAOYSA-N Tetrachlorobisphenol A Chemical compound C=1C(Cl)=C(O)C(Cl)=CC=1C(C)(C)C1=CC(Cl)=C(O)C(Cl)=C1 KYPYTERUKNKOLP-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000005340 analytical number Methods 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- LIXQEKDONFVMOB-UHFFFAOYSA-N benzene;carbonyl dichloride Chemical compound ClC(Cl)=O.C1=CC=CC=C1 LIXQEKDONFVMOB-UHFFFAOYSA-N 0.000 description 1
- 239000006085 branching agent Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- AOGYCOYQMAVAFD-UHFFFAOYSA-M carbonochloridate Chemical compound [O-]C(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000008422 chlorobenzenes Chemical class 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N ethyl amine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N furane Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003287 optical Effects 0.000 description 1
- 230000005501 phase interface Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Priority Applications (10)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19742410716 DE2410716B2 (de) | 1974-03-06 | 1974-03-06 | Verfahren zur herstellung aromatischer polycarbonate nach der methode der phasengrenzflaechenkondensation |
SU752108546A SU704461A3 (ru) | 1974-03-06 | 1975-02-25 | Способ получени поликарбонатов |
JP2571475A JPS5437919B2 (pt-PT) | 1974-03-06 | 1975-03-04 | |
US05/555,225 US4038252A (en) | 1974-03-06 | 1975-03-04 | Phase boundary process for the preparation of aromatic polycarbonates using a chlorinated aromatic hydrocarbon as the polymer solvent |
IT48434/75A IT1029933B (it) | 1974-03-06 | 1975-03-04 | Procedimento ed apparecchiatura per produrre policarbonati aromatici secondo il processo su interfaccia di fasi |
BE153955A BE826240A (fr) | 1974-03-06 | 1975-03-04 | Procede pour la preparation de polycarbonates aromatiques par polymerisation a l'interface dans le chlorobenzene comme solvant |
CA221,243A CA1051589A (en) | 1974-03-06 | 1975-03-04 | Phase boundary process for the preparation of aromatic polycarbonates using a chlorinated aromatic hydrocarbon as the polymer solvent |
GB912775A GB1455976A (en) | 1974-03-06 | 1975-03-05 | Process for the preparation of aromatic polycarbonates by the phase boundary process |
NLAANVRAGE7502685,A NL175065C (nl) | 1974-03-06 | 1975-03-06 | Werkwijze ter bereiding van aromatische polycarbonaten volgens de methode van de fasengrensvlakcondensatie door omzetting met fosgeen van een oplossing van een alkalimetaalzout in water van aromatische dihydroxyverbindingen in een of meer aromatische chloorkoolwaterstoffen als oplosmiddel, alsmede gevormd voortbrengsel, geheel of gedeeltelijk bestaande uit een produkt volgens deze werkwijze. |
FR7507043A FR2263267B1 (pt-PT) | 1974-03-06 | 1975-03-06 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19742410716 DE2410716B2 (de) | 1974-03-06 | 1974-03-06 | Verfahren zur herstellung aromatischer polycarbonate nach der methode der phasengrenzflaechenkondensation |
Publications (3)
Publication Number | Publication Date |
---|---|
DE2410716A1 DE2410716A1 (de) | 1975-09-11 |
DE2410716B2 DE2410716B2 (de) | 1977-02-10 |
DE2410716C3 true DE2410716C3 (pt-PT) | 1977-09-29 |
Family
ID=5909264
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE19742410716 Granted DE2410716B2 (de) | 1974-03-06 | 1974-03-06 | Verfahren zur herstellung aromatischer polycarbonate nach der methode der phasengrenzflaechenkondensation |
Country Status (10)
Country | Link |
---|---|
US (1) | US4038252A (pt-PT) |
JP (1) | JPS5437919B2 (pt-PT) |
BE (1) | BE826240A (pt-PT) |
CA (1) | CA1051589A (pt-PT) |
DE (1) | DE2410716B2 (pt-PT) |
FR (1) | FR2263267B1 (pt-PT) |
GB (1) | GB1455976A (pt-PT) |
IT (1) | IT1029933B (pt-PT) |
NL (1) | NL175065C (pt-PT) |
SU (1) | SU704461A3 (pt-PT) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2711184A1 (de) * | 1977-03-15 | 1978-09-28 | Bayer Ag | Verfahren zur herstellung farbheller polycarbonate |
DE2735775A1 (de) * | 1977-08-09 | 1979-02-22 | Bayer Ag | Verfahren zur herstellung von polycarbonaten |
US4306057A (en) * | 1978-03-27 | 1981-12-15 | General Electric Company | Solvent sweeping of polycarbonates |
DE2901668A1 (de) * | 1979-01-17 | 1980-07-24 | Bayer Ag | Verfahren zur herstellung von aromatischen polycarbonaten aus o,o,o'-tetramethylsubstituierten diphenolen |
DE2901665A1 (de) * | 1979-01-17 | 1980-07-24 | Bayer Ag | Verfahren zur herstellung von polycarbonaten |
DE2938109A1 (de) * | 1979-09-20 | 1981-04-02 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von aromatischen polycarbonaten nach dem phasengrenzflaechenverfahren |
JP2528838B2 (ja) * | 1986-10-14 | 1996-08-28 | ソニー株式会社 | 光学式情報記録媒体 |
DE3812049A1 (de) * | 1988-04-12 | 1989-10-26 | Bayer Ag | Verfahren zur herstellung von aromatischen polycarbonaten, aromatischen polyestercarbonaten und aromatischen polyestern |
DE3819943A1 (de) * | 1988-06-11 | 1990-02-08 | Bayer Ag | Verfahren zur herstellung von aromatischen polycarbonaten, aromatischen polyestercarbonaten und aromatischen polyestern |
US5162564A (en) * | 1989-04-03 | 1992-11-10 | General Electric Company | Method for making oligomeric carbonate bischloroformates with low phosgene usage |
US5043203A (en) * | 1990-05-07 | 1991-08-27 | General Electric Company | Method for making end-capped polycarbonates from bisphenol monochloroformate polycarbonate oligomers with pH control system |
US5214183A (en) * | 1990-05-07 | 1993-05-25 | General Electric Company | Method for making oligomeric bisphenol monochloroformate polycarbonate oligomers and product |
DE4125140A1 (de) * | 1991-07-30 | 1993-02-04 | Ifg Ingenieur Und Forschungsge | Verfahren zur probenahme aus den zufluessen zu oder abfluessen aus abscheidern fuer direkt abscheidbare leichtfluessigkeiten (din 38 409, teil 19) |
EP0581074B1 (en) * | 1992-07-27 | 1999-03-10 | Mitsui Chemicals, Inc. | Processes for producing aromatic polycarbonate oligomer and aromatic polycarbonate |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3340229A (en) * | 1962-10-04 | 1967-09-05 | Allied Chem | Polycarbonates prepared from a bis(halo-p-hydroxycumyl)benzene |
US3674740A (en) * | 1969-04-22 | 1972-07-04 | Bayer Ag | Process of producing polycarbonate |
US3763099A (en) * | 1971-11-01 | 1973-10-02 | Gen Electric | Process for preparing polycarbonate using a guanidine catalyst |
CA1036744A (en) * | 1973-03-30 | 1978-08-15 | Heinrich Haupt | Process for preparing halogen-substituted aromatic polycarbonates |
-
1974
- 1974-03-06 DE DE19742410716 patent/DE2410716B2/de active Granted
-
1975
- 1975-02-25 SU SU752108546A patent/SU704461A3/ru active
- 1975-03-04 JP JP2571475A patent/JPS5437919B2/ja not_active Expired
- 1975-03-04 US US05/555,225 patent/US4038252A/en not_active Expired - Lifetime
- 1975-03-04 IT IT48434/75A patent/IT1029933B/it active
- 1975-03-04 BE BE153955A patent/BE826240A/xx unknown
- 1975-03-04 CA CA221,243A patent/CA1051589A/en not_active Expired
- 1975-03-05 GB GB912775A patent/GB1455976A/en not_active Expired
- 1975-03-06 FR FR7507043A patent/FR2263267B1/fr not_active Expired
- 1975-03-06 NL NLAANVRAGE7502685,A patent/NL175065C/xx not_active IP Right Cessation
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