JPH0782363A - Production of polycarbonate - Google Patents

Abstract

PURPOSE:To efficiently produce a polycarbonate excellent in qualities such as hydrolysis resistance in a short reaction time by subjecting a dihydroxy compd. and a carbonic diester to transesterification using a cyclic polyetheramine compd. as the catalyst. CONSTITUTION:A polycarbonate is produced by the transesterification between a dihydroxy compd. and a carbonic diester in the presence of a cyclic polyetheramine compd. as the catalyst. Many polyetheramine compds. can be used as the catalyst, examples being compds. of formulas I (wherein m and n are each 0-2), II (wherein m and n are each 0-1), and III (wherein m and n are each 0-1). The rate of transesterification is thus greatly increased, giving a polycarbonate excellent in qualities such as hydrolysis resistance. Hence, this method can be effectively and widely used for producing a polycarbonate industrially advantageously by transesterification.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a method for producing polycarbonate. More particularly, it relates to a method for efficiently producing a polycarbonate having excellent quality such as hydrolysis resistance by shortening the reaction time when producing a polycarbonate from a dihydroxy compound and a carbonic acid diester by a transesterification method.

[0002]

2. Description of the Related Art Generally, a method for producing a polycarbonate (hereinafter sometimes referred to as PC) is a method of directly reacting an aromatic dihydroxy compound such as bisphenol A with phosgene ( An interfacial polycondensation method) or a method (melting method) in which an aromatic dihydroxy compound such as bisphenol A and a carbonic acid diester such as diphenyl carbonate are transesterified in a molten state is known. In the PC production method, the interfacial polycondensation method requires the use of toxic phosgene, and the production equipment is corroded by chlorine-containing compounds such as hydrogen chloride and sodium chloride produced as by-products.
There are various problems such as difficulty in separating impurities that adversely affect the physical properties of the polymer such as sodium hydroxide mixed in the resin.

On the other hand, the melting method has an advantage that PC can be manufactured at a lower cost than the interfacial polycondensation method, but usually, the reaction is carried out at a high temperature of 280 to 310 ° C. for a long time. In addition, it has a big drawback that it cannot escape from the coloring problem of the resin. In addition, since a basic catalyst is often used, there is a problem that the resulting PC has poor hydrolysis resistance. In such a melting method, various improved techniques have been proposed in order to reduce this coloring. For example, Japanese Patent Publication No. 61-39972 and Japanese Patent Laid-Open No.
Japanese Patent Laid-Open No. 3-223036 discloses a method of using a specific catalyst. Also, JP-A-61-15123
No. 6, JP-A-62-158719 and the like disclose a method of adding an antioxidant in the latter stage of the reaction.
In JP-A-61-62522 and the like, a twin-screw vent type kneading extruder is disclosed in the latter stage of the reaction, and in JP-A-2-15.
Japanese Patent No. 3925 discloses a process improvement technique such as using a horizontal stirring polymerization tank. Further, Japanese Patent Application Laid-Open No. 2-175722 discloses a method in which the content of hydrolyzable chlorine in a monomer is set to a certain level or less. Further, in order to improve the hydrolysis resistance of the obtained PC, it has been conventionally known that it is neutralized with a volatile acid such as dimethylsulfate, and recently, it has been neutralized with an acid such as p-toluenesulfonic acid. There is known a technique (Japanese Unexamined Patent Publication No. 4-175368) in which the oxidization is carried out and the excess acid is neutralized with epoxy. However, the problem of quality has not been completely solved yet, and the fact is that a satisfactory PC has not yet been obtained.

[0004]

Therefore, the present inventors have
In view of the above situation, the method of solving the above-mentioned disadvantages of the conventional method, and by the transesterification method, the hydrolysis resistance is excellent, the reaction rate can be improved, and a high-quality PC can be efficiently produced. Earnestly researched to develop. As a result, they have found that the above problem can be solved by using a specific cyclic polyether amine compound as a catalyst in the method for producing PC by transesterification. The present invention has been completed based on such findings. That is, in the present invention, in producing a polycarbonate from a (A) dihydroxy compound and a (B) carbonic acid diester by a transesterification method,
The present invention provides a method for producing a polycarbonate, which comprises performing a transesterification reaction in the presence of a catalyst composed of a cyclic polyether amine compound.

In the present invention, there are various dihydroxy compounds used as the component (A). For example, selected from aromatic dihydroxy compounds, aliphatic dihydroxy compounds, bisesters of aromatic dihydroxy compounds, bisesters of aliphatic dihydroxy compounds, carbonates of aromatic dihydroxy compounds, and carbonates of aliphatic dihydroxy compounds. At least one compound. The aromatic dihydroxy compound used as one of the components (A) has the general formula (IV)

[0006]

[Chemical 4]

[Wherein R is a halogen atom (for example, chlorine, bromine, fluorine, iodine) or an alkyl group having 1 to 8 carbon atoms (for example, methyl group, ethyl group, propyl group, n-butyl group, Isobutyl group, amyl group, isoamyl group, hexyl group, etc.) and when this R is plural,
They may be the same or different,
m is an integer of 0-4. Z is a single bond, an alkylene group having 1 to 8 carbon atoms or an alkylidene group having 2 to 8 carbon atoms (for example, methylene group, ethylene group, propylene group, butylene group, penterylene group, hexylene group, ethylidene group, isopropylidene group). Ridene group, etc.), C5-15
Cycloalkylene group or cycloalkylidene group having 5 to 15 carbon atoms (for example, cyclopentylene group, cyclohexylene group, cyclopentylidene group, cyclohexylidene group, etc.), or -S-, -SO-, -SO ₂ -, -O
-, -CO- bond or general formula (V) or (V ')

[0008]

[Chemical 5]

The bond represented by ] The aromatic dihydroxy compound represented by these is mentioned. Examples of such aromatic dihydroxy compounds include bis (4-hydroxyphenyl) methane; 1,1-bis (4-hydroxyphenyl) ethane; 2,2-bis (4-hydroxyphenyl) propane (commonly called bisphenol A ); 2,2-
Bis (4-hydroxyphenyl) butane; 2,2-bis (4-hydroxyphenyl) octane; 2,2-bis (4-hydroxyphenyl) phenylmethane; 2,2-
Bis (4-hydroxy-1-methylphenyl) propane; 1,1-bis (4-hydroxy-t-butylphenyl) propane; 2,2-bis (4-hydroxy-3-bromophenyl) propane; 2,2 -Bis (4-hydroxy-3,5-dimethylphenyl) propane; 2,2-bis (4-hydroxy-3-chlorophenyl) propane;
2,2-bis (4-hydroxy-3,5-dichlorophenyl) propane; 2,2-bis (4-hydroxy-3,2
Bis (hydroxyaryl) alkanes such as 5-dibromophenyl) propane; 1,1-bis (4-hydroxyphenyl) cyclopentane; 1,1-bis (4-hydroxyphenyl) cyclohexane; 1,1-bis (4 −
Bis (hydroxyaryl) cycloalkanes such as hydroxyphenyl) -3,5,5-trimethylcyclohexane; 4,4-dihydroxydiphenyl ether;
Dihydroxy aryl ethers such as 4,4′-dihydroxy-3,3′-dimethylphenyl ether;
4'-dihydroxydiphenyl sulfide; 4,4'-
Dihydroxydiaryl sulfides such as dihydroxy-3,3′-dimethyldiphenyl sulfide; 4,
4'-dihydroxydiphenyl sulfoxide; 4,4 '
-Dihydroxyaryl sulfoxides such as dihydroxy-3,3'-dimethyldiphenyl sulfoxide;
4,4'-dihydroxydiphenyl sulfone; 4,4 '
-Dihydroxy diaryl sulfones such as dihydroxy-3,3'-dimethyldiphenyl sulfone, dihydroxybenzene, halogen- and alkyl-substituted dihydroxybenzenes, for example 1,4-dihydroxy-2,5-dichlorobenzene; 1,4-dihydroxy-3- Methylbenzene; 9,9-bis (4-hydroxyphenyl) fluorene and the like can be mentioned.

There are various kinds of aliphatic dihydroxy compounds as the component (A). 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-methyldiethanolamine; cyclohexane-1,3-diol; cyclohexane -1,4-diol; 1,4-dimethylolcyclohexane; p-xylylene glycol; 2,2-bis-
Ethoxylated or propoxylated products of (4-hydroxycyclohexyl) -propane and dihydric alcohols or phenols such as bis-oxyethyl-bisphenol A; bis-oxyethyl-tetrachlorobisphenol A or bis-oxyethyl-tetrachlorohydroquinone. To be

Examples of the bisester of an aromatic dihydroxy compound, the bisester of an aliphatic dihydroxy compound, the carbonate of an aromatic dihydroxy compound, or the carbonate of an aliphatic dihydroxy compound used as the component (A) include The bisesters of the above compounds have the general formula (VI)

[0012]

[Chemical 6]

[Wherein R ¹ represents a residue obtained by removing two hydroxyl groups from the above aliphatic dihydroxy compound, and R ² represents an alkyl group having 1 to 6 carbon atoms or 4 to 4 carbon atoms.
A cycloalkyl group having 7 is shown. ] A compound represented by the general formula (VII)

[0014]

[Chemical 7]

[In the formula, Ar ¹ represents a residue obtained by removing two hydroxyl groups from the aromatic dihydroxy compound, and R ² has the same meaning as described above. ] The compound represented by the general formula (VIII)

[0016]

[Chemical 8]

[In the formula, Ar ² represents an aryl group, and R ¹ is the same as above. ] Or a compound represented by the general formula (IX)

[0018]

[Chemical 9]

[In the formula, Ar ¹ and Ar ² are the same as defined above. ] The compound represented by these is mentioned. Further, the carbonates of the above compounds are represented by the general formula (X)

[0020]

[Chemical 10]

[In the formula, R ¹ and R ² are the same as defined above. ] The compound represented by the general formula (XI)

[0022]

[Chemical 11]

[In the formula, R ² and Ar ¹ are the same as defined above. ] A compound represented by the general formula (XII)

[0024]

[Chemical 12]

[In the formula, R ¹ and Ar ² are the same as defined above. ] Or a compound represented by the general formula (XIII)

[0026]

[Chemical 13]

[In the formula, Ar ¹ and Ar ² are the same as defined above. ] The compound represented by these is mentioned. In the present invention, as the dihydroxy compound as the component (A), the above compounds are appropriately selected and used. Among these, it is preferable to use bisphenol A which is an aromatic dihydroxy compound. When bisphenol A is used, an adduct of bisphenol A and phenol or a mixture of the adduct and phenol can be used. By using the adduct in this way, bisphenol A having high purity can be obtained, which is effective.

On the other hand, in the present invention, there are various carbonic acid diesters used as the component (B). For example, it is at least one compound selected from diaryl carbonate compounds, dialkyl carbonate compounds or alkylaryl carbonate compounds. The diaryl carbonate compound used as one of the components (B) has the general formula (XIV)

[0029]

[Chemical 14]

[In the formula, Ar ² is the same as described above. ] Or a compound represented by the general formula (XIII)

[0031]

[Chemical 15]

[In the formula, Ar ¹ and Ar ² are the same as defined above. ] It is a compound represented by these. The dialkyl carbonate compound has the general formula (XV)

[0033]

[Chemical 16]

[In the formula, R ² is the same as above. ] Or a compound represented by the general formula (XI)

[0035]

[Chemical 17]

[In the formula, R ² and Ar ¹ are the same as defined above. ] It is a compound represented by these. The alkyl aryl carbonate compound has the general formula (XVI)

[0037]

[Chemical 18]

[In the formula, R ² and Ar ² are the same as defined above. ] Or a compound represented by the general formula (XVII)

[0039]

[Chemical 19]

[In the formula, R ² , Ar ¹ and Ar ² are the same as defined above. ] It is a compound represented by these. Here, examples of the carbonic acid diaryl compound include diphenyl carbonate, ditolyl carbonate, bis (chlorophenyl) carbonate, m-cresyl carbonate, dinaphthyl carbonate, bis (diphenyl) carbonate, and bisphenol A bisphenyl carbonate.
Examples of the dialkyl carbonate compound include diethyl carbonate, dimethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, bisphenol A bismethyl carbonate and the like. Examples of the alkyl aryl carbonate compound include methylphenyl carbonate, ethylphenyl carbonate, butylphenyl carbonate, cyclohexylphenyl carbonate, bisphenol A methylphenyl carbonate and the like. Among these, diphenyl carbonate is particularly preferable. In the present invention,
As the carbonic acid diester as the component (B), the above compounds are appropriately selected and used, but among these, diphenyl carbonate is preferably used.

The production method of the present invention is to obtain a polycarbonate by a transesterification reaction using the components (A) and (B). In order to produce a polycarbonate by this transesterification reaction, in addition to the above-mentioned components (A) and (B), if necessary, the following terminal terminator can be used. Specific examples of such an end terminating agent include on-butylphenol; mn-
Butylphenol; pn-butylphenol; o-isobutylphenol; m-isobutylphenol; p-
Isobutylphenol; ot-butylphenol; m
-T-butylphenol; pt-butylphenol;
nn-pentylphenol; mn-pentylphenol; pn-pentylphenol; nn-hexylphenol; mn-hexylphenol; pn-hexylphenol; o-cyclohexylphenol; m
-Cyclohexylphenol; p-cyclohexylphenol; o-phenylphenol; m-phenylphenol; p-phenylphenol; nn-nonylphenol; mn-nonylphenol; pn-nonylphenol; o-cumylphenol; m- Cumylphenol; p-cumylphenol; o-naphthylphenol;
m-naphthylphenol; p-naphthylphenol;
2,6-di-t-butylphenol; 2,5-di-t-
Butylphenol; 2,4-di-t-butylphenol; 3,5-di-t-butylphenol; 2,5-dicumylphenol; 3,5-dicumylphenol; formula

[0042]

[Chemical 20]

Examples of the compound represented by

[0044]

[Chemical 21]

Examples thereof include monohydric phenols. Of these phenols, although not particularly limited in the present invention, p-tert-butylphenol; p-cumylphenol; p-phenylphenol and the like are preferable. Also, the formula

[0046]

[Chemical formula 22]

Examples thereof include compounds represented by Furthermore, in the present invention, phloroglucin; trimellitic acid; 1,1,1-tris (4-hydroxyphenyl) ethane; 1- [α-methyl-α- (4′-hydroxyphenyl) ethyl], if necessary. -4- [α ', α'-bis (4 "-hydroxyphenyl) ethyl] benzene; α,
α ′, α ″ -tris (4-hydroxyphenyl) -1,
3,5-triisopropylbenzene; isatin bis (o
-Cresol) or the like can be used as a branching agent.

In the production method of the present invention, a polycarbonate is produced by a transesterification reaction using the above-mentioned component (A), component (B) and other components such as a terminal terminator or a branching agent. A major feature of the reaction is the presence of a cyclic polyetheramine compound as a catalyst. Here, as the cyclic polyether amine compound to be present as a catalyst in the transesterification reaction, there are various compounds, for example, the general formula (I)

[0049]

[Chemical formula 23]

[Wherein, m and n are integers of 0 to 2,
They may be the same or different. ] Or a compound represented by the general formula (II)

[0051]

[Chemical formula 24]

[In the formula, m and n are integers of 0 to 1, and
They may be the same or different. ] Or a compound represented by the general formula (III)

[0053]

[Chemical 25]

[In the formula, m and n are integers of 0 to 1, and
They may be the same or different. ] It is a compound etc. which are represented. Here, the general formula (I), the general formula (II)
Alternatively, the compound represented by the general formula (III) is, for example, 1,
4,10-trioxa-7,13-diazacyclopentadecane [common name: diaza-15-crown-5, general formula
Corresponding to m = 0 and n = 1 in (III), registered trademark Kryptofix 2
1]; 4,7,13,18-tetraoxa-1,10-
Diazabicyclo [8.5.5] eicosane [common name: cryptand [2,2,2], m = 0, n in the general formula (I)
= 1, registered trademark Kryptofix 211]; 4, 7, 1
3,16,21,24-hexaoxa-1,10-diazabicyclo [8.8.8] hexacosane [common name: cryptand [2,2,2], corresponding to m = n = 1 in the general formula (I), Registered trademark Kryptofix 222]; 5,6, benzo-
4,7,13,16,21,24-hexaoxa-1,
10- diazabicyclo [8.8.8] hexacosane [common name: cryptand [2 _B, 2, 2], m in the general formula (II)
= N = 1, registered trademark Kryptofix 222B]; 1,
4,10,13-tetraoxa-7,16-diazacyclooctadecane [common name: 4,13-diaza-18-crown-6; corresponding to m = 1 and n = 1 in the general formula (III)] Can be mentioned. Others, cryptand [1,1,1],
Cryptand [2,2,1], Cryptand [3,2,2]
2], cryptand [3,3,2], cryptand [3,3,3] and the like.

In the present invention, the above-mentioned cyclic polyether amine compound is used as a catalyst in the transesterification reaction of the dihydroxy compound of the component (A) and the carbonic acid diester of the component (B), with respect to the dihydroxy compound of the component (A). 10 ⁻² to 10 ⁻⁷ mol / mol, preferably 10 ⁻³
It is used in a proportion of from 10 to ⁶ mol / mol. If the compound of this catalyst is less than 10 ⁻⁷ mol / mol, the effect is not exhibited. On the other hand, if it exceeds 10 ^-2 mol / mol, it may lead to an increase in cost and the quality of the obtained polymer may deteriorate, so that it is not necessary to use beyond this range.

In the production method of the present invention, specifically, the reaction proceeds according to a known transesterification method. The procedure and conditions of the production method of the present invention will be specifically described below. First,
As the component (A), the aromatic dihydroxy compound, the aliphatic dihydroxy compound, the bisester of the aromatic dihydroxy compound, the bisester of the aliphatic dihydroxy compound, the carbonate of the aromatic dihydroxy compound or the carbonate of the aliphatic dihydroxy compound. And the carbonic acid diester which is the above-mentioned diaryl carbonate compound, dialkyl carbonate compound or carbonic acid alkylaryl compound as the component (B) is such that the carbonic acid diester is 1 to 1.5 times the mole of the dihydroxy compound. Transesterification occurs in a ratio. Depending on the situation, the amount of the carbonic acid diester is preferably 1.02 to 1.20 times the molar amount of the dihydroxy compound, which is slightly excessive.

In the above transesterification reaction, the amount of the terminal terminator composed of the monohydric phenol, etc.
With respect to 1 mol of the dihydroxy compound which is the component (A),
When the amount is in the range of 0.05 mol% to 10 mol%, the hydroxyl group terminal of the obtained polycarbonate is sealed, so that a polycarbonate having sufficiently excellent heat resistance and water resistance can be obtained. The total amount of such a terminal terminator composed of the monohydric phenol may be added to the reaction system in advance. Further, it may be added in part to the reaction system in advance and the rest may be added as the reaction progresses. Further, in some cases, the whole amount may be added to the reaction system after the transesterification reaction of the dihydroxy compound (A) and the carbonic acid diester (B) partially proceeds.

In carrying out the transesterification reaction in the present invention, the reaction temperature is not particularly limited, but is usually 100 ° C to 100 ° C.
It is in the range of 330 ° C, preferably 180 ° C to 300
℃, more preferably gradually as the reaction progresses 18
A good method is to raise the temperature from 0 ° C to 300 ° C. If the transesterification reaction is lower than 100 ° C., the progress of the reaction is slow, and if it exceeds 330 ° C., thermal degradation of the polymer occurs, which is not preferable. The reaction pressure is set according to the vapor pressure of the monomer used and the reaction temperature. This is not limited as long as it is set so that the reaction is efficiently performed. Usually, in the initial stage of the reaction, 1 to 5
The atmospheric pressure or pressure up to 0 atm (760 to 38,000 torr) is kept, and in the latter stage of the reaction, the pressure is reduced,
In most cases, the final value is preferably 0.01 to 100 torr. Further, the reaction time may be such that it reaches the target molecular weight, and is usually about 0.2 to 10 hours.

Then, the above reaction is carried out in the absence of an inert solvent.
It may also be carried out in the presence of 150% by weight of an inert solvent. Here, examples of the inert solvent include aromatic compounds such as diphenyl ether, halogenated diphenyl ether, benzophenone, polyphenyl ether, dichlorobenzene, and methylnaphthalene, carbon dioxide, gases such as dinitrogen monoxide and nitrogen, and chlorofluorohydrocarbons. Examples thereof include alkanes such as ethane and propane, cyclohexane, cycloalkanes such as tricyclo (5,2,10) -decane, cyclooctane and cyclodecane, and alkenes such as ethene and propene.

In the present invention, an antioxidant can be used if necessary. Specific examples include phosphorus-based antioxidants such as tris (nonylphenyl) phosphite, trisphenylphosphite, 2-ethylhexyldiphenylphosphite, trimethylphosphite, triethylphosphite, tricresylphosphite, and triarylphosphite. There is.

In the present invention, as the reaction proceeds, phenols corresponding to the carbonic acid diester used,
Alcohols or their esters and inert solvent are desorbed from the reactor. These desorbed substances can be separated, purified and recycled for use, and it is preferable to have a facility for removing them. And, the present invention can be carried out batchwise or continuously, and any equipment can be used. In the case of continuous production, it is preferable to use at least two reactors and set the above reaction conditions. The material of the reactor used in the present invention contains the metal as described above, and the structure thereof is not particularly limited, but may have a normal stirring function. However, since the viscosity increases in the latter stage of the reaction, it is preferable to have a high-viscosity stirring function. Further, the shape of the reactor is not limited to a tank type, and may be an extruder type reactor or the like.

The PC thus obtained may be granulated as it is, or may be molded by using an extruder or the like. Further, the PC obtained by the present invention can be used by blending well-known additives such as a plasticizer, a pigment, a lubricant, a release agent, a stabilizer and an inorganic filler.
Further, the obtained PC can be blended with a polymer such as polyolefin, polystyrene, polyester, polysulfonate, polyamide and polyphenylene oxide. In particular, it is effective when used in combination with polyphenylene ether, polyether nitrile, terminal-modified polysiloxane compound, modified polypropylene, modified polystyrene or the like having an OH group, COOH group, NH ₂ group or the like at the end.

[0063]

The present invention will be further described in detail with reference to Examples and Comparative Examples. The present invention is not limited to the examples below. Examples 1 to 3 and Comparative Example 1 0.3 g (0.0) of bisphenol A (BPA) was placed in an ampoule tube.
013 mol) and diphenyl carbonate 0.56 g (0.0
(026 mol) was added, and as a catalyst, 1 × 10 ⁻³ / mol-BPA of the cyclic polyether amine compound shown in Table 1 was added, and then a stirrer chip was added and the tube was sealed under a nitrogen environment. The ampoule tube was placed in an oil path kept at 150 ° C. and reacted for 1 hour. After completion of the reaction, the produced phenol was quantified by gas chromatography to obtain the reaction rate. The results are shown in Table 1.

[0064]

[Table 1]

Examples 4 to 6 and Comparative Examples 2 to 3 Bisphenol A (BPA) 2 was added to a nickel steel autoclave (with a stirrer) having an internal volume of 1,400 ml.
28 g (1.00 mol) and diphenyl carbonate 225
g (1.05 mol) was charged, the cyclic polyether amine compound shown in Table 2 was added as a catalyst, and then nitrogen substitution was carried out 5 times. The mixture was heated to 180 ° C. to melt the bisphenol A and diphenyl carbonate. Next, the temperature was set to 220 ° C., stirring was started at the same time, and a small amount of nitrogen was passed through, and at the same time, the produced phenol started to be distilled off. The reaction was held at 220 ° C for 1 hour. After that, the temperature is set to 240 ° C and the degree of vacuum is gradually increased to 10 mmHg
And reacted for 1 hour. In addition, set the temperature to 270
The temperature and the degree of vacuum were adjusted to 1 mmHg and the reaction was carried out for 1 hour to obtain a viscous and transparent condensate. The viscous and transparent condensate obtained was dissolved in methylene chloride, and the viscosity average molecular weight was measured.
Further, the obtained viscous and transparent condensate was crushed and pelletized at 220 to 270 ° C. using an extruder. The obtained pellets were injection-molded and the hydrolysis resistance of the test piece was measured. The results are shown in Table 2.

[0066]

[Table 2]

The viscosity average molecular weight and hydrolysis resistance were measured as follows. 1) Viscosity average molecular weight (Mv) The viscosity of a methylene chloride solution at 20 ° C was measured with an Ubbelohde type viscosity tube, and the intrinsic viscosity [η] was calculated from this, and then calculated by the following formula. [Η] = 1.23 × 10 ⁻⁵ × Mv ^0.83 2) Hydrolysis resistance The press plate (thickness 3 mm) was visually observed for 48 hours after being exposed to 121 ° C. steam for 48 hours.

[0068]

As described above, according to the present invention, in the transesterification reaction of (A) dihydroxy compound and (B) carbonic acid diester, the reaction rate is remarkably improved by the presence of the cyclic polyetheramine compound as a catalyst. It is possible to produce a polycarbonate having excellent quality such as hydrolysis resistance. Therefore, the present invention can be effectively and widely used as a method for industrially producing a polycarbonate by a transesterification method.

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[Procedure amendment]

[Submission date] June 30, 1994

[Procedure Amendment 1]

[Document name to be amended] Statement

[Correction target item name] 0066

[Correction method] Change

[Correction content]

[0066]

[Table 2]

Claims (4)

[Claims] 1. A method for producing a polycarbonate from a (A) dihydroxy compound and a (B) carbonic acid diester by a transesterification method, wherein the transesterification reaction is carried out in the presence of a catalyst composed of a cyclic polyetheramine compound. Method for producing polycarbonate. 2. The cyclic polyether amine compound has the general formula (I): [In the formula, m and n are integers of 0 to 2 and may be the same or different. ] The manufacturing method of the polycarbonate of Claim 1 which is a compound represented by these. 3. The cyclic polyether amine compound has the general formula (II): [In the formula, m and n are integers of 0 to 1, and may be the same or different. ] The manufacturing method of the polycarbonate of Claim 1 which is a compound represented by these. 4. The cyclic polyether amine compound has the general formula (III): [In the formula, m and n are integers of 0 to 1, and may be the same or different. ] The manufacturing method of the polycarbonate of Claim 1 which is a compound represented by these.