WO1995004770A1 - Procede permettant de produire un polycarbonate - Google Patents

Procede permettant de produire un polycarbonate Download PDF

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Publication number
WO1995004770A1
WO1995004770A1 PCT/JP1994/001303 JP9401303W WO9504770A1 WO 1995004770 A1 WO1995004770 A1 WO 1995004770A1 JP 9401303 W JP9401303 W JP 9401303W WO 9504770 A1 WO9504770 A1 WO 9504770A1
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WIPO (PCT)
Prior art keywords
compound
nitrogen
containing heterocyclic
active hydrogen
acetate
Prior art date
Application number
PCT/JP1994/001303
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English (en)
Japanese (ja)
Inventor
Shigeki Kuze
Original Assignee
Idemitsu Petrochemical Co., Ltd.
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.)
Filing date
Publication date
Priority claimed from JP21480093A external-priority patent/JPH0753705A/ja
Priority claimed from JP24613393A external-priority patent/JPH0770306A/ja
Application filed by Idemitsu Petrochemical Co., Ltd. filed Critical Idemitsu Petrochemical Co., Ltd.
Publication of WO1995004770A1 publication Critical patent/WO1995004770A1/fr

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    • 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

Definitions

  • the present invention relates to a method for producing polycarbonate used in the fields of electricity, electronics and automobiles. More specifically, the present invention relates to a method for producing polycarbonate capable of providing high-quality polycarbonate with high productivity.
  • Polycarbonate is an engineering plastic with excellent transparency, heat resistance and impact resistance, and is a resin widely used in the industrial field today.
  • a method for producing polycarbonate an interface method in which an aromatic dihydroxy compound such as bisphenol A is directly reacted with phosgene, or an aromatic dihydroxy conjugate such as bisphenol A and a carbonate diester such as diphenyl carbonate are melted.
  • a melting method in which transesterification is performed in a state is known.
  • the melting method has the advantages of not having the above-mentioned adverse effects on the environment as compared with the interface method, and has the advantage that polycarbonate can be produced at low cost. 3 1 0. There was a problem that the coloring was not lost because the reaction was carried out at a high temperature of C for a long time. In addition, a basic catalyst is often used, and there is a problem that the obtained polymer has poor hydrolysis resistance.
  • An object of the present invention is to provide a method for producing a polycarbonate which has a small amount of residual catalyst in a polymer and is capable of producing a polycarbonate having excellent quality such as coloring property and hydrolysis resistance with good productivity. With the goal.
  • the present inventors have conducted intensive studies in order to achieve the above object, and as a result, when producing a polycarbonate by a transesterification method, an active hydrogen-containing nitrogen-containing heterocyclic compound, a metal compound and, if necessary, a basic compound as a catalyst. It has been found that the above object can be achieved by using a nitrogen-containing organic compound, and the present invention has been completed.
  • the present invention uses (A) an active hydrogen-containing nitrogen-containing heterocyclic compound and (B) a metal compound as catalysts, and produces a polycarbonate by a transesterification reaction between a dihydroxy compound as a monomer raw material and a carbonic acid diester.
  • the present invention provides a method for producing polycarbonate, in which the dihydroxy compound or the carbonic acid diester is mixed with the active hydrogen-containing nitrogen-containing heterocyclic compound and Z or the metal compound in advance and contacted.
  • the present invention relates to a method for producing a polycarbonate by transesterification from a dihydroxy compound and a carbonic acid diester, wherein (A) an active hydrogen-containing nitrogen-containing compound, (B) a metal compound, and (C) a nitrogen-containing basic compound.
  • An object of the present invention is to provide a method for producing polycarbonate using an organic compound as a catalyst.
  • the dihydroxy compound used in the present invention is not particularly limited, and various dihydroxy compounds including conventionally known ones can be used.In addition, only one dihydroxy compound may be used alone, or two dihydroxy compounds may be used. The above may be used in combination.
  • examples of the dihydroxy compound include an aromatic dihydroxy compound, an aliphatic dihydroxy compound, a bisester of these compounds, and carbonates.
  • aliphatic dihydroxy compound used in the present invention include, for example, butane-1,4-diol, 2,2-dimethylpropane-1,3-diol, hexane-1,6-diol, diethylene glycol , Triethylene glycol, tetraethylene glycol, octaethylene glycol, dipropylene Glycol, N, N-methyljetanolamine, cyclohexane-1,3-diol, cyclohexane-1,4-diol, 1,4-dimethylolcyclohexane, p-xylylene glycol, 2, 2-bis (4-hydroxycyclohexyl) propane and the like.
  • 2,2,2 ', 2'-tetrahydro 3,3,3', 3'-tetramethyl-1-1,1'-spirobilo [1H-indene] -6,6'-dihydroxy compound is used as the dihydroxy compound.
  • a spirogyi conjugate such as a diol.
  • a dihydric alcohol such as a hydroxyalkyl ester of biphenyldicarboxylic acid or a hydroxyalkyl ester of bicyclohexyldicarboxylic acid may be used instead of part of the dihydroxy compound. May be used. In this case, a polyester carbonate is obtained.
  • the carbonic acid diester used in the present invention is not particularly limited, and various carbonic acid diesters including known ones can be used.As the carbonic acid diester, one kind may be used alone, or two or more kinds may be used in combination. Is also good.
  • an aromatic dihydroxy compound is preferably used.
  • the carbonic diester used in the present invention include a diaryl carbonate compound, a dialkyl carbonate compound, and an alkylaryl carbonate compound.
  • the diaryl carbonate compound include diphenyl carbonate, ditolyl carbonate, bis (chlorophenyl) carbonate, dinaphthyl carbonate, and bis (biphenylyl carbonate).
  • the dialkyl carbonate compound include getyl carbonate, dimethyl carbonate, dibutyl carbonate, and dicyclohexyl carbonate.
  • alkylaryl carbonate compound examples include methylphenyl carbonate, ethylphenyl carbonate, butylphenyl carbonate, and cyclohexylphenyl carbonate.
  • diaryl carbonate compounds such as diphenyl carbonate are preferably used.
  • the amount of carbonic acid diester used is usually 0.1 to 1 mole of dihydroxy compound. 90 to: I. 50 mol, preferably 0.95 to 1.25 mol, more preferably 0.98 to: I. 20 mol.
  • a dicarboxylic acid or a dicarboxylic acid ester may be used instead of a part of the carbonic acid diester. In this case, polyester carbonate is obtained.
  • the dicarboxylic acid and dicarboxylic acid ester include aromatic dicarboxylic acids such as isophthalic acid, terephthalic acid, diphenyl isophthalate, diphenyl terephthalate, dichloride isophthalate, dichloride terephthalanolate; succinic acid, glutaric acid, adipic acid; Aliphatic dicarboxylic acids such as pimelic acid, speric acid, azelaic acid, sebacic acid, decandioic acid, dodecandioic acid, diphenyl sebacate, diphenyl decanniate, etc .; cyclopropanedicarboxylic acid, 1,2-cyclobutane Dicarboxylic acid, 1,3-cyclobutanedicarboxylic acid
  • the active hydrogen-containing nitrogen-containing heterocyclic compound (A) used as a catalyst in the present invention for example, a compound having all-keto tautomerism represented by the following formula is particularly preferably used.
  • examples of such compounds having all-keto tautomerism include hydroxy-substituted nitrogen-containing heterocyclic compounds and mercapto-substituted nitrogen-containing heterocyclic compounds.
  • Specific examples of the hydroxy-substituted nitrogen-containing heterocyclic compound include 2-hydroxypyridyl.
  • mercapto-substituted nitrogen-containing heterocyclic compound examples include 2-mercaptopyridin, 4-mercaptopyridine, 2-mercaptoquinoline, 4-mercaptoquinoline, 5-mercaptoquinoline, and 7-mercaptoquinoline.
  • Examples of the active hydrogen-containing nitrogen-containing heterocyclic compound other than those having all-keto tautomerism as described above include an amino-substituted nitrogen-containing heterocyclic compound.
  • amino-substituted nitrogen-containing heterocyclic compound examples include 2-aminoviridine, 4-aminoviridine, 2-aminoquinoline, 4-aminoquinoline, 5-aminoquinoline, 7-aminoquinoline, 1-aminoisoquinoline, and 3-aminoquinoline.
  • the nitrogen-containing heterocycle of these compounds may have a substituent such as an alkyl group, a halogen, a cyano group, a nitro group or a methoxy group.
  • hydroxy-substituted nitrogen-containing heterocyclic compounds mercapto-substituted nitrogen-containing heterocyclic compounds, and amino-substituted nitrogen-containing heterocyclic compounds
  • compounds containing a pyridine ring or a quinoline ring as the nitrogen-containing heterocycle are preferred. Used. Specific examples of particularly preferable ones include 2-hydroxypyridine, 4-hydroxypyridine, 2-hydroxyquinoline and the like.
  • the active hydrogen-containing nitrogen-containing heterocyclic compound (A) may be used alone or in combination of two or more.
  • the metal compound (B) an alkali metal or alkaline earth elemental metals, oxides, hydroxides, Ami de compound, Arukora DOO, Fuwenora bets or ZnO, PbO, basic, such as Sb 2 0 3,
  • Examples include metal oxides, organic titanium compounds, soluble manganese compounds, acetates of Ca, Mg, Zn, Pb, Sn, Mn, Cd, and Co.
  • a metal conjugate selected from the group consisting of a, Mg, Mn, Zn, Ti and Co is preferably used.
  • metal compounds include metal Ca, calcium oxide, calcium hydroxide, calcium amide, calcium alcoholate, calcium phenolate, calcium oxide, metal Mg, magnesium oxide, and water.
  • examples include magnesium oxide, magnesium amide, magnesium alcoholate, magnesium phenolate, magnesium acetate, manganese acetate, zinc oxide, zinc acetate, an organic titanium compound, and cobalt acetate.
  • These metal compounds (B) can be used alone or in combination of two or more.
  • the use of the active hydrogen-containing nitrogen-containing heterocyclic compound of (A) is based on 1 mol of the dihydroxy compound. Te, usually, 10 7-1 mol, preferably 10-6 ⁇ 10-1 mole, more preferably 10- 5 to 10-mole. If the amount is too small, the effect of improving the reaction rate may be insufficient, and if the amount is too large, the cost may be increased.
  • the amount of the metal compound (B) is based on 1 mole of the dihydroxy compound. Usually, 1 0 8-1 0 2 mol, preferably 1 0 - 7 to 1 0 3 mol, more preferably 5 X 1 0 ⁇ 5 X 1 0- 4 mols. If the amount is less than 10 to 8 mol, the effect of improving the reaction rate may be insufficient. If the amount is too large, the cost may be increased.
  • an active hydrogen-containing nitrogen-containing heterocyclic reduction Gobutsuno (B) metal compound (molar ratio) is usually 1 0 4 to 1 0 3, preferably 1 0 3 -10 0, more preferably 5 ⁇ 10 2 -1.
  • the two components of (A) the active hydrogen-containing nitrogen-containing heterocyclic compound and (B) the metal compound are used as catalysts, one of the following pretreatment steps is performed before the transesterification reaction between the dihydroxy compound and the carbonic acid diester.
  • the monomer raw material, that is, the dihydroxy compound or the carbonic acid diester is mixed with at least one of the catalyst components, that is, the active hydrogen-containing nitrogen-containing heterocyclic compound and / or the metal compound, and brought into contact with each other.
  • the catalyst components that is, the active hydrogen-containing nitrogen-containing heterocyclic compound and / or the metal compound
  • the contacting time is not particularly limited, but usually 10 minutes to 3 hours is sufficient, and preferably 15 minutes to 1 hour. If the contact time is less than 10 minutes, the effect of improving the reaction rate in the transesterification reaction may be insufficient.On the other hand, if the contact time is too long, the time required for the entire polycarbonate production process becomes longer, This will hinder productivity.
  • the temperature at the time of the contact is usually preferably 100 to 250 ° C, more preferably 100 to 200 ° C. If the temperature is lower than 100 ° C, the effect of improving the reaction rate in the transesterification reaction may be insufficient. If the temperature exceeds 250 ° C, the decomposition of the monomer component used for the contact, that is, the dihydroxy compound or the carbonic acid diester is performed. May occur.
  • This contact is preferably performed by stirring a mixture of one of the monomer raw materials and at least one of the catalyst components in an atmosphere of an inert gas such as nitrogen. Then, usually, the remaining catalyst and the monomer raw material are added to the mixture after the pretreatment step, and a transesterification reaction is performed.
  • a transesterification reaction is performed. For example, when the dihydroxy compound is contacted with the metal compound in the pretreatment step, after the contact is completed, a diester carbonate and an active hydrogen-containing nitrogen-containing heterocyclic compound are added to the mixture of the dihydroxy compound and the metal compound, Perform transesterification.
  • the present inventor further provides (C) a nitrogen-containing basic organic compound as a catalyst in addition to (A) an active hydrogen-containing nitrogen-containing heterocyclic compound and (B) a metal compound, to thereby provide the above-mentioned pretreatment. It has been found that even without performing a step, a polycarbonate having excellent quality and substantially not containing a catalyst in polycarbonate can be produced with high productivity.
  • nitrogen-containing basic organic compound (C) examples include fatty acids such as trimethylamine, triethylamine, tripropylamine, triptylamine, tripentylamine, trihexylamine, and dimethylpentylamine.
  • aromatic tertiary amine compounds such as aromatic tertiary amine compounds and triphenylamine.
  • Examples include unsubstituted or dialkylamino compounds such as methoxyimidazole, imidazole, 2-methylimidazole, 4-methylimidazole, and diazabicyclooctane (DABCO).
  • tetramethylammonium Niu arm borohydride high dry de (Me 4 NBH 4)
  • tetrabutylammonium Niu arm borohydride high dry de B u 4 NBH 4
  • tetrabutylammonium Umutetorafuwe two Ruporeto (Bu 4 NBPh 4)
  • tetramethylammonium A basic salt of boric acid such as ammonium nitrate sulfate (Me 4 NBPh 4 ) may be mentioned.
  • nitrogen-containing basic organic conjugates for example, trihexylamine, tetramethylammonium hydroxide, tetrabutylammonium hydroxide, tetramethylammoniumborohydride, tetramethylammonium hydroxide Butyl ammonium borohydride and N, N-dimethyl-4-aminoviridine are preferred.
  • Specific examples of particularly preferred nitrogen-containing basic organic conjugates include tetramethylammonium hydroxide, tetramethylammoniumborohydride, tetrabutylammoniumborohydride, and N, N-dimethyl. 1-41 amino pyridine.
  • nitrogen-containing basic organic compounds may be used alone or in combination of two or more.
  • the nitrogen-containing heterocyclic compound having active hydrogen is excluded from the nitrogen-containing basic organic compound (C).
  • the amount of active hydrogen-containing nitrogen-containing heterocyclic compounds (A) with respect to dihydroxy compound 1 mole usually, 10- 8 ⁇ : I mol, preferably 10-7 to 10-1 mol, more preferably 1 0 6 ⁇ 10-2 mol. If the amount is too small, the effect of improving the reaction speed may be insufficient, and if the amount is too large, the cost increases.
  • the amount of metal compound (B) for the dihydric de proxy Compound 1 mol, usually 10- 8 to 10-2 mol, preferably 1 0 7-10 moles, more preferably 5 X 10- 7 is a ⁇ 5 X 1 (J- 4 mols. reaction rate improving effect as 10 8 less than mole may become insufficient, leading to 10- 2 mol is exceeded and cost.
  • catalyst components (A) active hydrogen-containing nitrogen-containing heterocyclic compound, (B) metal compound and (C) nitrogen-containing basic organic compound are usually used in molar ratios.
  • (A) / (B) is 1 0 4 ⁇ : I 0- 3 , preferably 10 3 to 10-', further preferred properly is 5 X 1 0 2 ⁇ : 1
  • 1 is (C) / (B) 0 4 to 1 0 3, preferably 1 0 3 - 10 1, still more preferably used in an amount of 10 2 to 5 X 10- 1.
  • the catalyst components (A), (B) and (C) are usually added to the reaction system at the same time as the dihydroxy compound and the carbonic acid diester are charged in order to carry out the transesterification reaction. Next, suitable reaction conditions for performing the S-exchange reaction in the method of the present invention will be described.
  • the reaction temperature of the transesterification is not particularly limited, but is usually in the range of 100 ° C to 330 ° C, preferably 160 ° C to 300 ° C, and more preferably 180 ° C gradually according to the progress of the reaction. It is desirable to increase the temperature to 300 ° C. If the reaction temperature is lower than 100, the progress of the transesterification reaction is slow, and if it is higher than 330 ° C, the polycarbonate may be thermally degraded, which is not preferable.
  • the pressure at the time of the transesterification is set according to the reaction temperature according to the pressure of the monomer used. This is not limited as long as the reaction is set to be performed efficiently. Usually, at the beginning of the reaction, the atmospheric pressure or the pressure is increased to 1 to 50 atm (760 to 38000 torr), and the pressure is reduced at the late stage of the reaction, and preferably 0.01 to Often I 00 torr. Further, the reaction time of the transesterification reaction may be carried out until a polycarbonate having a target molecular weight is obtained, and is usually about 0.2 to 10 hours.
  • the transesterification reaction is preferably performed in an atmosphere of an inert gas such as nitrogen or argon. If necessary, a branching agent, a terminal terminator, an antioxidant, etc. may be added, or an inert solvent may be used. May be.
  • an inert gas such as nitrogen or argon. If necessary, a branching agent, a terminal terminator, an antioxidant, etc. may be added, or an inert solvent may be used. May be.
  • a polyfunctional compound having three or more functional groups in one molecule is used, and examples of such a polyfunctional compound include florodalcine, pyrogallol, 1, 1, 1— Tris (4-hydroxyphenyl) methane, 1,1,1-tris (4-hydroxyphenyl) ethane, 1,1,1-tris (4-hydroxyphenyl) propane, 1,1,1-tris (3 —Methyl-4—hydroxyphenyl) ethane, 4,6-dimethyl-2,4,6-tris (4-hydroxyphenyl) 1-2-heptene, 4,6-dimethyl-2,4,6-tris (4 -Hydroxyphenyl) Heptane, 2,6-Dimethyl 2,4,6-Tris (4-Hydroxyphenyl) Phenyl) _3-heptene, 1,35-tris (2-hydroxyphenyl) benzene, 1,3,5-tris (4-hydroxyphenyl) benzene, tris (4-Hydroxy
  • terminal stopper examples include o-n-butylphenol, mn-butylphenol, pn-butylphenol, o-isobutylphenol, m-isobutylphenol, p-isobutylphenol, o-t-butylphenol, m — T—butylphenol, p—t-butylphenol, o—n—pentylphenol, m—n—pentylphenol, p—n—pentylphenol, o—n—hexylphenol, m— n-hexylphenol, p-n-hexylphenol, o-cyclohexylphenol, m-cyclohexylphenol, p-cyclohexylphenol, o-phenylphenol, m-phenylphenol, p- Phenol phenol, 0—n-noninolephenol, m—n—nonylphenol, p—n—nonylphenol,
  • phenols p-t-butylphenol, p-cumylphenol, p-phenylphenol and the like are not particularly limited in the present invention.
  • a carbonic acid diester compound is sometimes used as another terminal stopper.
  • Specific examples of such a terminal ester terminator of the carbonic acid diester compound include carboxy toxyl phenyl carbonate, methyl phenyl butyl X carbonyl carbonate, ethyl butyl phenyl carbonate and dibutyl diphenyl carbonate.
  • the amount of the terminal terminator is in the range of 0.05 mol% to 10 mol% with respect to 1 mol of the dihydroxy compound, the hydroxyl terminal of the obtained polycarbonate is blocked. Therefore, it is preferable to obtain a polycarbonate having sufficiently excellent heat resistance and water resistance.
  • the above-mentioned monohydric phenol / carbonic acid diester as a terminal terminator may be previously added to the reaction system in its entirety, or may be partially added to the reaction system in advance, and the remainder may be added as the reaction proceeds. You may. Further, in some cases, the whole amount may be added to the reaction system after the polycondensation reaction between the dihydroxy compound as a monomer raw material and the carbonic acid diester partially proceeds.
  • the terminating agent may be added in its entirety to the mixture used in the pretreatment step, or to the reaction system for the Seneole exchange reaction after the pretreatment step. Some may be added to the system, and the remainder may be added as the transesterification reaction proceeds. Further, in some cases, the whole amount may be added to the reaction system after the ester exchange reaction between the dihydroxy compound and the carbonic acid diester has progressed to some extent.
  • tris (nonylphenyl) phosphite trisphenyl phosphite, 2-ethylhexyldiphenyl phosphite, trimethyl phosphite, triethyl phosphite, tricresyl phosphite, triaryl Phosphorous antioxidants such as phosphites are preferably used.
  • Examples of the inert solvent usable in the present invention include aromatic compounds such as diphenyl ether, halogenated diphenyl ether, diphenyl sulfone, benzophenone, polyphenyl ether, dichlorobenzene and methylnaphthalene, and carbon dioxide monoxide. Gases such as dinitrogen and nitrogen, chlorofluorocarbons, alkanes such as ethane and propane, cyclohexane, tricyclo (5,2,10) —cycloalkanes such as decane, cyclooctane and cyclododecane, ethylene And various things such as argen such as propene or hexafluoride.
  • aromatic compounds such as diphenyl ether, halogenated diphenyl ether, diphenyl sulfone, benzophenone, polyphenyl ether, dichlorobenzene and methylnaphthalene, and carbon dioxide monoxide. Gases
  • additives such as a plasticizer, a pigment, a lubricant, a release agent, a stabilizer, and an inorganic filler can be compounded and used in the polycarbonate obtained by the present invention.
  • polycarbonates are made of polyolefins, polystyrene, etc. It is possible to blend the mer, in particular OH group, COOH group, polyphenylene ethers having like end NH 2 group, polyether nitrile, terminal-modified policy Rokisan compound, modified polypropylene, when used in combination with modified polystyrene It is effective.
  • the compound marked with a mark in Table 1 was added to the sample tube, a stirrer chip was inserted, and the tube was sealed in a nitrogen environment.
  • This ampule tube was placed in an oil bath maintained at 150 ° C, and stirred for 30 minutes (pretreatment step).
  • the remaining compounds marked with a triangle were added, the tube was sealed under a nitrogen environment, and the reaction was carried out at 150 ° C for 1 hour (transesterification reaction).
  • the produced phenol was quantified by gas chromatography to determine the reaction rate. Table 1 shows the results.
  • Example 2 The same operation as in Example 3 was performed except that magnesium acetate was used in the same ratio instead of manganese acetate. The conversion was 85%. Comparative Example 2
  • Example 6 The same operation as in Example 5 was performed except that the transesterification reaction was performed directly without performing the pretreatment step of bringing diphenyl carbonate and magnesium acetate into contact with each other. The conversion was 42%. Examples 6 and 7, Comparative Examples 3 and 4
  • Pretreatment step ⁇ Bisphenol A (228 g, 1.00 mol) and manganese acetate (0.0245 g, 0.0001 mol) were charged into a 1.4-liter Ni steel autoclave equipped with a stirrer. The displacement was performed 5 times, and the mixture was stirred at 180 rpm for 30 minutes (pretreatment step)
  • Transesterification reaction Then, 225 g (1.05 mol) of diphenyl carbonate and 0.001 mol of the compound shown in Table 2 were added, the temperature was raised to 240 ° C, and vacuum was applied to ImmHg over 1 hour. Increased the degree. Next, the temperature was set to 270 ° C, the degree of vacuum was set to ImmHg, and the reaction was performed for 1 hour. Finally, a viscous, clear condensate remained in the autoclave.
  • the temperature was raised to 240 ° C and the degree of vacuum was gradually raised to 1 OmmHg, and the reaction was performed for 1 hour. Then, the temperature was set to 270 ° C, the degree of vacuum was set to ImmHg, and the mixture was reacted for 1 hour.
  • the amount of a conventionally used transesterification catalyst can be reduced to provide a high quality polycarbonate. Nets can be manufactured with high productivity.

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  • 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)

Abstract

Un procédé permet de produire un polycarbonate par transestérification entre un composé dihydroxy et un diester carbonique, en présence d'une quantité réduite d'un catalyseur nécessaire, en moins de temps et avec un bon rendement. Le composé dihydroxy ou le diester est placé en contact avec un composé hétérocyclique azoté et/ou un composé métallique, qui contient de l'hydrogène actif et sert de catalyseur, ou bien on utilise comme catalyseur un composé hétérocyclique azoté, contenant de l'hydrogène actif, et un composé métallique et un composé organique basique azoté. Le polycarbonate obtenu est dépourvu de coloration et présente par exemple une excellente résistance à l'hydrolyse.
PCT/JP1994/001303 1993-08-09 1994-08-05 Procede permettant de produire un polycarbonate WO1995004770A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP5/214800 1993-08-09
JP21480093A JPH0753705A (ja) 1993-08-09 1993-08-09 ポリカーボネートの製造法
JP5/246133 1993-09-07
JP24613393A JPH0770306A (ja) 1993-09-07 1993-09-07 ポリカーボネートの製造法

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WO1995004770A1 true WO1995004770A1 (fr) 1995-02-16

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101279915B1 (ko) * 2004-01-13 2013-07-01 닛산 가가쿠 고교 가부시키 가이샤 아미노퀴녹살린 화합물 및 폴리아미노퀴녹살린 화합물, 및그 이용

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57167321A (en) * 1981-04-10 1982-10-15 Toshiba Corp Production of polycarbonate
JPH03131627A (ja) * 1989-10-18 1991-06-05 Daicel Chem Ind Ltd ポリカーボネートの製造法
JPH0539354A (ja) * 1991-03-13 1993-02-19 Daicel Chem Ind Ltd ポリカーボネートの製造法
JPH0597993A (ja) * 1991-10-09 1993-04-20 Daicel Chem Ind Ltd ポリカーボネートの製造法
JPH05148354A (ja) * 1991-11-28 1993-06-15 Daicel Chem Ind Ltd ポリカーボネートの製造法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57167321A (en) * 1981-04-10 1982-10-15 Toshiba Corp Production of polycarbonate
JPH03131627A (ja) * 1989-10-18 1991-06-05 Daicel Chem Ind Ltd ポリカーボネートの製造法
JPH0539354A (ja) * 1991-03-13 1993-02-19 Daicel Chem Ind Ltd ポリカーボネートの製造法
JPH0597993A (ja) * 1991-10-09 1993-04-20 Daicel Chem Ind Ltd ポリカーボネートの製造法
JPH05148354A (ja) * 1991-11-28 1993-06-15 Daicel Chem Ind Ltd ポリカーボネートの製造法

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101279915B1 (ko) * 2004-01-13 2013-07-01 닛산 가가쿠 고교 가부시키 가이샤 아미노퀴녹살린 화합물 및 폴리아미노퀴녹살린 화합물, 및그 이용

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