ES2546382T3 - Procedimiento de preparación de policarbonato según el procedimiento de transesterificación en masa fundida - Google Patents
Procedimiento de preparación de policarbonato según el procedimiento de transesterificación en masa fundida Download PDFInfo
- Publication number
- ES2546382T3 ES2546382T3 ES08749353.2T ES08749353T ES2546382T3 ES 2546382 T3 ES2546382 T3 ES 2546382T3 ES 08749353 T ES08749353 T ES 08749353T ES 2546382 T3 ES2546382 T3 ES 2546382T3
- Authority
- ES
- Spain
- Prior art keywords
- bis
- hydroxyphenyl
- alkyl
- acid
- represent
- 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.)
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- 238000000034 method Methods 0.000 title claims abstract description 108
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 93
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 93
- 239000000155 melt Substances 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title claims abstract description 31
- 238000005809 transesterification reaction Methods 0.000 title claims abstract description 28
- -1 dihydroxyaryl compound Chemical class 0.000 claims abstract description 118
- 230000008569 process Effects 0.000 claims abstract description 83
- 150000001875 compounds Chemical class 0.000 claims abstract description 45
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims abstract description 39
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 239000003054 catalyst Substances 0.000 claims abstract description 30
- 239000003112 inhibitor Substances 0.000 claims abstract description 24
- 125000003118 aryl group Chemical group 0.000 claims abstract description 20
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims abstract description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 6
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 4
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims abstract description 4
- 125000004673 propylcarbonyl group Chemical group 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 37
- 239000002253 acid Substances 0.000 claims description 30
- 125000005028 dihydroxyaryl group Chemical group 0.000 claims description 17
- 150000002148 esters Chemical class 0.000 claims description 17
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims description 9
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 239000011593 sulfur Substances 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- 150000007524 organic acids Chemical class 0.000 claims description 6
- 235000005985 organic acids Nutrition 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims description 4
- 229960001138 acetylsalicylic acid Drugs 0.000 claims description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 4
- 229960004889 salicylic acid Drugs 0.000 claims description 4
- 235000010290 biphenyl Nutrition 0.000 claims description 3
- 125000006267 biphenyl group Chemical group 0.000 claims description 3
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical class OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 claims description 2
- XUFUYOGWFZSHGE-UHFFFAOYSA-N 2-hydroxy-3,5-di(propan-2-yl)benzoic acid Chemical compound CC(C)C1=CC(C(C)C)=C(O)C(C(O)=O)=C1 XUFUYOGWFZSHGE-UHFFFAOYSA-N 0.000 claims description 2
- 125000006251 butylcarbonyl group Chemical group 0.000 claims description 2
- 150000005205 dihydroxybenzenes Chemical class 0.000 claims description 2
- HPDABTZAYLFFDV-UHFFFAOYSA-N methyl 1-(6-chloropyridazin-3-yl)piperidine-4-carboxylate Chemical compound C1CC(C(=O)OC)CCN1C1=CC=C(Cl)N=N1 HPDABTZAYLFFDV-UHFFFAOYSA-N 0.000 claims description 2
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical class OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 claims 1
- XSVZEASGNTZBRQ-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfinylphenol Chemical class OC1=CC=CC=C1S(=O)C1=CC=CC=C1O XSVZEASGNTZBRQ-UHFFFAOYSA-N 0.000 claims 1
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical compound C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 abstract 1
- 230000005684 electric field Effects 0.000 description 35
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 28
- 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 27
- 239000000654 additive Substances 0.000 description 26
- 238000001746 injection moulding Methods 0.000 description 26
- 238000005259 measurement Methods 0.000 description 26
- 238000002347 injection Methods 0.000 description 25
- 239000007924 injection Substances 0.000 description 25
- 230000003287 optical effect Effects 0.000 description 25
- 239000000463 material Substances 0.000 description 24
- 230000002829 reductive effect Effects 0.000 description 20
- 229920000642 polymer Polymers 0.000 description 19
- 239000000758 substrate Substances 0.000 description 19
- 238000004519 manufacturing process Methods 0.000 description 17
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 15
- 239000013049 sediment Substances 0.000 description 15
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 12
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 11
- 239000000975 dye Substances 0.000 description 10
- 239000012535 impurity Substances 0.000 description 10
- 239000000178 monomer Substances 0.000 description 10
- 238000012545 processing Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- 239000002994 raw material Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000003710 aryl alkyl group Chemical group 0.000 description 7
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 238000009434 installation Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 230000003068 static effect Effects 0.000 description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 6
- 239000012615 aggregate Substances 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 239000008187 granular material Substances 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000003860 storage Methods 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- 238000013461 design Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 230000009467 reduction Effects 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
- PTFIPECGHSYQNR-UHFFFAOYSA-N 3-Pentadecylphenol Chemical compound CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 description 4
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Substances 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 125000002877 alkyl aryl group Chemical group 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000006082 mold release agent Substances 0.000 description 4
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- ZLLNYWQSSYUXJM-UHFFFAOYSA-M tetraphenylphosphanium;phenoxide Chemical compound [O-]C1=CC=CC=C1.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 ZLLNYWQSSYUXJM-UHFFFAOYSA-M 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 3
- HMNKTRSOROOSPP-UHFFFAOYSA-N 3-Ethylphenol Chemical compound CCC1=CC=CC(O)=C1 HMNKTRSOROOSPP-UHFFFAOYSA-N 0.000 description 3
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002671 adjuvant Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 150000001342 alkaline earth metals Chemical class 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 229940092714 benzenesulfonic acid Drugs 0.000 description 3
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000006085 branching agent Substances 0.000 description 3
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- 239000000969 carrier Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
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- 238000013500 data storage Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
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- 239000011521 glass Substances 0.000 description 3
- 150000004679 hydroxides Chemical class 0.000 description 3
- 230000036961 partial effect Effects 0.000 description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- UMKWCCVQQCRXTM-UHFFFAOYSA-N 1,1,2,2,3,3,3-heptafluoropropyl hypofluorite Chemical compound FOC(F)(F)C(F)(F)C(F)(F)F UMKWCCVQQCRXTM-UHFFFAOYSA-N 0.000 description 2
- CSUFEOXMCRPQBB-UHFFFAOYSA-N 1,1,2,2-tetrafluoropropan-1-ol Chemical compound CC(F)(F)C(O)(F)F CSUFEOXMCRPQBB-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 2
- YQEMORVAKMFKLG-UHFFFAOYSA-N 2-stearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 2
- ZEKCYPANSOJWDH-UHFFFAOYSA-N 3,3-bis(4-hydroxy-3-methylphenyl)-1H-indol-2-one Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3NC2=O)C=2C=C(C)C(O)=CC=2)=C1 ZEKCYPANSOJWDH-UHFFFAOYSA-N 0.000 description 2
- HVXRCAWUNAOCTA-UHFFFAOYSA-N 4-(6-methylheptyl)phenol Chemical compound CC(C)CCCCCC1=CC=C(O)C=C1 HVXRCAWUNAOCTA-UHFFFAOYSA-N 0.000 description 2
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 2
- BWCAVNWKMVHLFW-UHFFFAOYSA-N 4-[1-(4-hydroxy-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C2(CCCCC2)C=2C=C(C)C(O)=C(C)C=2)=C1 BWCAVNWKMVHLFW-UHFFFAOYSA-N 0.000 description 2
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 description 2
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 2
- YQUQWHNMBPIWGK-UHFFFAOYSA-N 4-isopropylphenol Chemical compound CC(C)C1=CC=C(O)C=C1 YQUQWHNMBPIWGK-UHFFFAOYSA-N 0.000 description 2
- ZSBDGXGICLIJGD-UHFFFAOYSA-N 4-phenoxyphenol Chemical compound C1=CC(O)=CC=C1OC1=CC=CC=C1 ZSBDGXGICLIJGD-UHFFFAOYSA-N 0.000 description 2
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 2
- VOWWYDCFAISREI-UHFFFAOYSA-N Bisphenol AP Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=CC=C1 VOWWYDCFAISREI-UHFFFAOYSA-N 0.000 description 2
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 2
- 125000005915 C6-C14 aryl group Chemical group 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 2
- 239000012963 UV stabilizer Substances 0.000 description 2
- PKSXWAMYMGCKEP-UHFFFAOYSA-N [2-[4-(2-phenylpropan-2-yl)phenyl]phenyl] hydrogen carbonate Chemical compound C=1C=C(C=2C(=CC=CC=2)OC(O)=O)C=CC=1C(C)(C)C1=CC=CC=C1 PKSXWAMYMGCKEP-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 238000001479 atomic absorption spectroscopy Methods 0.000 description 2
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 2
- NCFMEGVCJUWIRV-UHFFFAOYSA-N bis[4-(2-phenylpropan-2-yl)phenyl] carbonate Chemical compound C=1C=C(OC(=O)OC=2C=CC(=CC=2)C(C)(C)C=2C=CC=CC=2)C=CC=1C(C)(C)C1=CC=CC=C1 NCFMEGVCJUWIRV-UHFFFAOYSA-N 0.000 description 2
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- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- XVHQFGPOVXTXPD-UHFFFAOYSA-M tetraphenylphosphanium;hydroxide Chemical compound [OH-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XVHQFGPOVXTXPD-UHFFFAOYSA-M 0.000 description 1
- WAGFXJQAIZNSEQ-UHFFFAOYSA-M tetraphenylphosphonium chloride Chemical compound [Cl-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 WAGFXJQAIZNSEQ-UHFFFAOYSA-M 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229920006352 transparent thermoplastic Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- C08G64/30—General preparatory processes using carbonates
-
- 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
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2533—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
- G11B7/2534—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins polycarbonates [PC]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31667—Next to addition polymer from unsaturated monomers, or aldehyde or ketone condensation product
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)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE200710022130 DE102007022130B4 (de) | 2007-05-11 | 2007-05-11 | Verfahren zur Herstellung von Polycarbonat nach dem Schmelzeumesterungsverfahren |
| DE102007022130 | 2007-05-11 | ||
| PCT/EP2008/003632 WO2008138517A2 (de) | 2007-05-11 | 2008-05-07 | Verfahren zur herstellung von polycarbonat nach dem schmelzeumesterungsverfahren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2546382T3 true ES2546382T3 (es) | 2015-09-23 |
Family
ID=39829383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES08749353.2T Active ES2546382T3 (es) | 2007-05-11 | 2008-05-07 | Procedimiento de preparación de policarbonato según el procedimiento de transesterificación en masa fundida |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7814626B2 (enExample) |
| EP (1) | EP2147038B1 (enExample) |
| JP (1) | JP5095815B2 (enExample) |
| KR (1) | KR20100016395A (enExample) |
| DE (1) | DE102007022130B4 (enExample) |
| ES (1) | ES2546382T3 (enExample) |
| RU (1) | RU2468041C2 (enExample) |
| TW (1) | TWI428367B (enExample) |
| WO (1) | WO2008138517A2 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007052968A1 (de) * | 2007-11-07 | 2009-05-14 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polycarbonat nach dem Schmelzeumesterungsverfahren |
| US20090189321A1 (en) * | 2008-01-29 | 2009-07-30 | Dow Global Technologies Inc. | Thermoplastic composition and use for large parison blow molding applications |
| PL2558543T3 (pl) | 2010-04-16 | 2018-01-31 | Swimc Llc | Kompozycja powłokowa do wyrobów opakowaniowych i sposoby powlekania |
| CA2825377C (en) | 2011-02-07 | 2021-03-02 | Valspar Sourcing, Inc. | Coating compositions for containers and other articles and methods of coating |
| EP3483227B1 (en) | 2012-08-09 | 2020-12-16 | Swimc, LLC | Compositions for containers and other articles and methods of using same |
| EP2882792A4 (en) | 2012-08-09 | 2016-04-13 | Valspar Sourcing Inc | POLYCARBONATE |
| EP2882818B1 (en) | 2012-08-09 | 2020-05-06 | Swimc Llc | Stabilizer and coating compositions thereof |
| US10526502B2 (en) | 2012-08-09 | 2020-01-07 | Swimc Llc | Container coating system |
| CN104541210A (zh) | 2012-08-09 | 2015-04-22 | 威士伯采购公司 | 用于热响应记录材料的显影剂 |
| CN104582671B (zh) | 2012-08-09 | 2018-06-29 | 威士伯采购公司 | 牙科材料和制备方法 |
| KR101346516B1 (ko) * | 2013-01-18 | 2013-12-31 | 아주대학교산학협력단 | 염기 촉매를 이용하여 제조된 고분자량의 지방족 폴리카보네이트 |
| JP6746501B2 (ja) | 2014-04-14 | 2020-08-26 | ヴァルスパー・ソーシング・インコーポレーテッド | 容器及び他の物品のための組成物の調製方法並びにその使用方法 |
| JP6666193B2 (ja) * | 2015-04-22 | 2020-03-13 | 国立大学法人名古屋大学 | エステル交換反応用触媒及びそれを用いたエステル化合物の製造方法 |
| TWI614275B (zh) | 2015-11-03 | 2018-02-11 | Valspar Sourcing Inc | 用於製備聚合物的液體環氧樹脂組合物 |
| JP6972026B2 (ja) * | 2016-05-24 | 2021-11-24 | コベストロ、ドイチュラント、アクチエンゲゼルシャフトCovestro Deutschland Ag | 充填剤、カルボン酸およびそのグリセロールまたはジグリセロールエステルを含んでなるポリカーボネート組成物 |
| US20190388669A1 (en) * | 2017-01-30 | 2019-12-26 | Sabic Global Technologies B.V. | Microneedles made from polycarbonate-polycarbonate/polysiloxane copolymer compositions |
| CN108359231A (zh) * | 2018-02-09 | 2018-08-03 | 天津德迈特汽车零部件有限公司 | 塑料透镜及其制备方法 |
| CN109880074B (zh) * | 2019-02-25 | 2020-08-11 | 浙江欧威家具股份有限公司 | 聚碳酸酯的制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3022272A (en) | 1962-02-20 | Process for the production of high | ||
| DE1031512B (de) | 1955-12-21 | 1958-06-04 | Bayer Ag | Verfahren zur Herstellung von hochmolekularen faser- und filmbildenden Polycarbonaten |
| NL152889B (nl) | 1967-03-10 | 1977-04-15 | Gen Electric | Werkwijze ter bereiding van een lineair polycarbonaatcopolymeer, alsmede orienteerbare textielvezel van dit copolymeer. |
| DE2119799A1 (de) | 1971-04-23 | 1972-11-02 | Flamme, Peter, 8000 München | Antrieb für Wasserfahrzeuge |
| JPH0692530B2 (ja) | 1986-03-06 | 1994-11-16 | 三菱化成株式会社 | 光デイスク用ポリカ−ボネ−ト樹脂組成物 |
| DE3832396A1 (de) | 1988-08-12 | 1990-02-15 | Bayer Ag | Dihydroxydiphenylcycloalkane, ihre herstellung und ihre verwendung zur herstellung von hochmolekularen polycarbonaten |
| JPH0692529B2 (ja) | 1989-12-28 | 1994-11-16 | 日本ジーイープラスチックス株式会社 | 芳香族系ポリカーボネートの製造方法 |
| DE4238123C2 (de) | 1992-11-12 | 2000-03-09 | Bayer Ag | Verfahren zur Herstellung von thermoplastischen Polycarbonaten |
| DE4312390A1 (de) | 1993-04-16 | 1994-10-20 | Bayer Ag | Zweistufen-Verfahren zur Herstellung von thermoplastischem Polycarbonat |
| DE69431642T2 (de) | 1993-08-26 | 2003-07-10 | Teijin Ltd., Osaka | Process for production of stabilized polycarbonate |
| DE4438545A1 (de) | 1994-10-28 | 1996-05-02 | Bayer Ag | Verfahren zur Herstellung von thermoplastischem Polycarbonat |
| DE4447422C2 (de) | 1994-12-30 | 1996-10-31 | Fischer Karl Ind Gmbh | Reaktorvorrichtung für fließfähige Medien |
| EP0764673B1 (en) * | 1995-09-19 | 1999-11-17 | Teijin Limited | Process for the production of polycarbonate |
| JP3533297B2 (ja) * | 1995-09-19 | 2004-05-31 | 帝人株式会社 | ポリカーボネートの製造方法 |
| WO1998045246A1 (en) * | 1997-04-04 | 1998-10-15 | Teijin Limited | Salicylic ester derivatives and process for producing the same |
| JP3399803B2 (ja) * | 1997-09-26 | 2003-04-21 | 帝人株式会社 | 芳香族ポリカーボネート組成物 |
| JPH11158262A (ja) | 1997-11-28 | 1999-06-15 | Hitachi Ltd | ポリカーボネートの製造方法 |
| JP4230578B2 (ja) | 1997-12-12 | 2009-02-25 | ゼネラル・エレクトリック・カンパニイ | 耐静電気ポリカーボネート組成物 |
| US6300459B1 (en) * | 1998-03-17 | 2001-10-09 | Teijin Limited | Process for producing aromatic polycarbonate |
| JP2000129112A (ja) * | 1998-10-28 | 2000-05-09 | Teijin Ltd | 安定化ポリカーボネート樹脂組成物および成形品 |
| US6140457A (en) | 1999-02-26 | 2000-10-31 | General Electric Company | Static-resistant polycarbonates having DI-t-alkylphenyl end groups |
| US6022943A (en) | 1999-04-07 | 2000-02-08 | General Electric Company | Optical quality polycarbonates with reduced static charge and method for making same |
| AU2002237729A1 (en) * | 2000-12-28 | 2002-08-12 | General Electric Company | Process for the production of polycarbonate |
| DE10100404A1 (de) | 2001-01-05 | 2002-07-11 | Bayer Ag | Verfahren zur Herstellung von Polycarbonat |
| US6403754B1 (en) * | 2001-01-29 | 2002-06-11 | General Electric Company | Optimization of polycarbonate preparation by transesterification |
| DE10114804A1 (de) | 2001-03-26 | 2002-10-10 | Bayer Ag | Verfahren zur Herstellung von Polycarbonaten |
| DE10119851A1 (de) | 2001-04-24 | 2002-10-31 | Bayer Ag | Verfahren zur kontinuierlichen Herstellung von Polycarbonaten nach dem Schmelzumesterungsverfahren |
| US6525163B1 (en) * | 2001-09-07 | 2003-02-25 | General Electric Company | Process for the production of polycarbonate |
| US6500914B1 (en) * | 2001-10-10 | 2002-12-31 | General Electric Company | Method for end-capping polycarbonate resins and composition for use in same |
| DE60204746T2 (de) | 2001-10-22 | 2006-05-18 | Mitsubishi Chemical Corp. | Polycarbonatzusammensetzung, Substrat für einmal beschreibbare mehrmals lesbare optische Diskette, und einmal beschreibbare mehrmals lesbare optische Diskette unter Verwendung dieses Substrat, und Verfahren zur Herstellung einer einmal beschreibbaren mehrmals lesbaren optischen Diskette |
| WO2004089968A1 (ja) | 2003-04-10 | 2004-10-21 | Central Glass Company, Limited | ２’－デオキシ－２’－フルオロウリジンの製造方法 |
| RU2326133C2 (ru) * | 2003-08-21 | 2008-06-10 | Мицубиси Кемикал Корпорейшн | Способ получения ароматического поликарбоната |
| DE10357161A1 (de) | 2003-12-06 | 2005-06-30 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polycarbonaten mit geringem Gehalt an flüchtigen Verbindungen nach dem Umesterungsverfahren |
| DE102004022673A1 (de) * | 2004-05-07 | 2005-11-24 | Bayer Materialscience Ag | Copolycarbonate mit verbesserter Fließfähigkeit |
| ES2340500T3 (es) * | 2004-06-24 | 2010-06-04 | Bayer Materialscience Ag | Composiciones de policarbotanato termoestabilizadas. |
| ES2340394T3 (es) | 2004-07-01 | 2010-06-02 | Bayer Materialscience Ag | Inhibicion de impurezas cataliticamente activas en policarbonato segun el procedimiento de transesterificacion en masa fundida. |
| DE102004061714A1 (de) | 2004-12-22 | 2006-07-20 | Bayer Materialscience Ag | Polycarbonate mit guter Benetzbarkeit |
| DE102004061713A1 (de) | 2004-12-22 | 2006-07-20 | Bayer Materialscience Ag | Polycarbonate mit guter Benetzbarkeit |
| DE102004061753A1 (de) | 2004-12-22 | 2006-07-06 | Bayer Materialscience Ag | Substratmaterialien für transparente Spritzgussteile |
| DE102004061754A1 (de) * | 2004-12-22 | 2006-07-06 | Bayer Materialscience Ag | Substratmaterialien für transparente Spritzgussteile |
| DE102004061715A1 (de) * | 2004-12-22 | 2006-07-06 | Bayer Materialscience Ag | Verfahren zur Herstellung von Polycarbonaten |
-
2007
- 2007-05-11 DE DE200710022130 patent/DE102007022130B4/de active Active
-
2008
- 2008-05-07 JP JP2010507825A patent/JP5095815B2/ja active Active
- 2008-05-07 WO PCT/EP2008/003632 patent/WO2008138517A2/de not_active Ceased
- 2008-05-07 EP EP08749353.2A patent/EP2147038B1/de active Active
- 2008-05-07 ES ES08749353.2T patent/ES2546382T3/es active Active
- 2008-05-07 RU RU2009145793/04A patent/RU2468041C2/ru not_active IP Right Cessation
- 2008-05-07 KR KR20097023431A patent/KR20100016395A/ko not_active Abandoned
- 2008-05-09 TW TW97117073A patent/TWI428367B/zh not_active IP Right Cessation
- 2008-05-09 US US12/117,798 patent/US7814626B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20080319156A1 (en) | 2008-12-25 |
| JP5095815B2 (ja) | 2012-12-12 |
| DE102007022130B4 (de) | 2015-02-19 |
| RU2009145793A (ru) | 2011-06-20 |
| RU2468041C2 (ru) | 2012-11-27 |
| EP2147038B1 (de) | 2015-07-01 |
| KR20100016395A (ko) | 2010-02-12 |
| TWI428367B (zh) | 2014-03-01 |
| EP2147038A2 (de) | 2010-01-27 |
| WO2008138517A3 (de) | 2009-02-12 |
| DE102007022130A1 (de) | 2008-11-13 |
| JP2010526920A (ja) | 2010-08-05 |
| US7814626B2 (en) | 2010-10-19 |
| WO2008138517A2 (de) | 2008-11-20 |
| TW200911878A (en) | 2009-03-16 |
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