EP4090695A1 - Procédé de production d'un polycarbonate avec récupération améliorée de carbonate de diaryle n'ayant pas réagi - Google Patents

Procédé de production d'un polycarbonate avec récupération améliorée de carbonate de diaryle n'ayant pas réagi

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Publication number
EP4090695A1
EP4090695A1 EP21700523.0A EP21700523A EP4090695A1 EP 4090695 A1 EP4090695 A1 EP 4090695A1 EP 21700523 A EP21700523 A EP 21700523A EP 4090695 A1 EP4090695 A1 EP 4090695A1
Authority
EP
European Patent Office
Prior art keywords
impurities
monophenol
diaryl carbonate
mixture
unreacted
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.)
Pending
Application number
EP21700523.0A
Other languages
German (de)
English (en)
Inventor
Johan Vanden Eynde
Erik SLUYTS
Bart SNACKEN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Covestro Deutschland AG
Original Assignee
Covestro Deutschland AG
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
Application filed by Covestro Deutschland AG filed Critical Covestro Deutschland AG
Publication of EP4090695A1 publication Critical patent/EP4090695A1/fr
Pending legal-status Critical Current

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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
    • 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
    • C08G64/22—General preparatory processes using carbonyl halides
    • C08G64/24—General preparatory processes using carbonyl halides and phenols
    • 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
    • C08G64/40—Post-polymerisation treatment
    • C08G64/403—Recovery of the polymer

Definitions

  • the present invention relates to a process for producing a polycarbonate from a diphenol and a diaryl carbonate by the melt transesterification process.
  • the diaryl carbonate is thereby converted by one
  • Obtained monophenol with a carbonyl halide Obtained monophenol with a carbonyl halide.
  • the process according to the invention is characterized in that an increased proportion of the diaryl carbonate not reacted in the reaction with the diphenol compared to the prior art is recovered and fed back into the process and thus a proportion of the diaryl carbonate not reacted with the diphenol, which is reduced compared with the prior art the diphenol-converted diaryl carbonate is disposed of.
  • dihydroxyaryl compounds are reacted with diaryl carbonates, a monohydroxyaryl compound being split off from the diaryl carbonates in the sense of a transesterification reaction.
  • the condensation initially leads to the formation of low molecular weight polycarbonate oligomers, which continue to react with continued cleavage of the monohydroxyaryl compound to form high molecular weight polycarbonate.
  • the progress of the reaction can be promoted by using suitable catalysts.
  • polycarbonates are both homopolycarbonates and copolycarbonates and / or polyester carbonates; the polycarbonates can be linear or branched in a known manner.
  • polycarbonates are also mixtures of different polycarbonates.
  • thermoplastic polycarbonates including the thermoplastic, aromatic polyester carbonates have average molecular weights M "(determined by measuring the relative solution viscosity at 25 ° C. in CH2Cl2 and a concentration of 0.5 g per 100 ml CH2Cl2) of 20,000 g / mol to 32,000 g / mol , preferably from 23,000 g / mol to 31,000 g / mol, in particular from 24,000 g / mol to 31,000 g / mol.
  • aromatic polyester carbonates Some, up to 80 mol%, preferably from 20 mol% to 50 mol%, of the carbonate groups in the polycarbonates used according to the invention can be replaced by aromatic dicarboxylic acid ester groups.
  • aromatic polyester carbonates Such polycarbonates, which contain both acid residues of carbonic acid and acid residues of aromatic dicarboxylic acids built into the molecular chain, are referred to as aromatic polyester carbonates. In the context of the present invention, they are subsumed under the generic term thermoplastic, aromatic polycarbonates.
  • the polycarbonates are produced in a known manner from diphenols, carbonic acid derivatives, optionally chain terminators and optionally branching agents, some of the carbonic acid derivatives being replaced by aromatic dicarboxylic acids or derivatives of dicarboxylic acids, depending on the amount to be replaced in the aromatic polycarbonates, to produce the polyester carbonates Structural carbonate units through aromatic dicarboxylic acid ester structural units.
  • Dihydroxyaryl compounds suitable for the production of polycarbonates are those of the formula (I)
  • HO-Z-OH (I) in which Z is an aromatic radical with 6 to 30 carbon atoms, which can contain one or more aromatic nuclei, can be substituted and can contain aliphatic or cycloaliphatic radicals or alkylaryls or fleteroatoms as bridge members.
  • Z in formula (II) is preferably a radical of the formula (II) in the
  • R 6 and R 7 independently of one another for H, Ci- to Cis-alkyl, Ci- to Cis-alkoxy, flalogues such as CI or Br or for each optionally substituted aryl or aralkyl, preferably for F1 or Ci- to Ci2-alkyl particularly preferred for F1 or Ci to Cs-alkyl and very particularly preferred for F1 or
  • X for a single bond -SO2-, -CO-, -O-, -S-, Ci- to G.-Alkylcn, C2- to C5- alkylidene or C5- to Ce-cycloalkylidene, which with Ci- to C ⁇ - Alkyl, preferably methyl or ethyl, can be substituted, furthermore for Ce to C12 arylene, which can optionally be fused with further aromatic rings containing heteroatoms.
  • X is preferably a single bond, C - to C 5 -alkylene, C - to C 5 -alkylidene, C 5 - to C 6 -cycloalkylidene, -O-, -SO-, -CO-, -S-, -SO2 - or for a radical of the formula (Ha)
  • diphenols dihydroxyaryl compounds
  • dihydroxybenzenes dihydroxydiphenyls, bis (hydroxyphenyl) alkanes, bis (hydroxyphenyl) cycloalkanes, bis (hydroxyphenyl) aryls, bis (hydroxyphenyl) ethers, bis (hydroxyphenyl) - ketones, bis (hydroxyphenyl) sulfides, bis (hydroxyphenyl) sulfones, bis (hydroxyphenyl) sulf oxides, 1,1'- Bis- (hydroxyphenyl) -diisopropylbenzenes and their ring-alkylated and ring-halogenated compounds.
  • Diphenols suitable for producing the polycarbonates to be used according to the invention are, for example, hydroquinone, resorcinol, dihydroxydiphenyl, bis (hydroxyphenyl) alkanes, bis (hydroxyphenyl) cycloalkanes, bis (hydroxyphenyl) sulfides, bis (hydroxyphenyl) ethers, bis - (hydroxyphenyl) ketones, bis (hydroxyphenyl) sulfones, bis (hydroxyphenyl) sulfoxides, a, a'-bis (hydroxyphenyl) diisopropylbenzenes and their alkylated, ring alkylated and ring halogenated compounds.
  • Preferred diphenols are 4,4'-dihydroxydiphenyl, 2,2-bis- (4-hydroxyphenyl) -l-phenylpropane, 1,1-bis- (4-hydroxyphenyl) -phenylethane, 2,2-bis- (4-hydroxyphenyl) ) propane (bisphenol A (BPA)), 2,4-bis- (4-hydroxyphenyl) -2-methylbutane, 1,3-bis- [2- (4-hydroxyphenyl) -2-propyl] -benzene (bisphenol M ), 2,2-bis- (3-methyl-4-hydroxyphenyl) -propane, bis- (3,5-dimethyl-4-hydroxyphenyl) -methane, 2,2-bis- (3,5-dimethyl-4 - hydroxyphenyl) propane, bis (3,5-dimethyl-4-hydroxyphenyl) sulfone, 2,4-bis (3,5-dimethyl-4-hydroxyphenyl) -2-methylbutane, 1,3-bis [2- (3,
  • diphenols are 4,4'-dihydroxydiphenyl, l, l-bis (4-hydroxyphenyl) phenylethane, 2,2-bis (4-hydroxyphenyl) propane (bisphenol A (BPA)), 2,2- Bis (3,5-dimethyl-4-hydroxyphenyl) propane, 1,1-bis (4-hydroxyphenyl) cyclohexane and 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane (bisphenol TMC (BPTMC)) and the dihydroxy compounds of the formulas (III), (IV) and (V), in which R 'each represents C1-C4-alkyl, aralkyl or aryl, preferably methyl or phenyl.
  • BPA bisphenol A
  • BPTMC bisphenol TMC
  • branching agents or branching mixtures to be used are added to the synthesis in the same way.
  • trisphenols, quarter phenols or acid chlorides of tri- or tetracarboxylic acids or mixtures of the polyphenols or the acid chlorides are used.
  • Some of the compounds with three or more than three phenolic hydroxyl groups that can be used as branching agents are, for example, phloroglucinol, 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) -hepten-2, 4,6-dimethyl-2, 4,6-tri- (4-hydroxyphenyl) -heptane, 1,3,5-tris- (4-hydroxyphenyl-benzene, 1,1,1-tri- (4-hydroxyphenyl) -ethane, tris- (4- hydroxyphenyl) -phenylmethane, 2,2-bis- [4,4-bis- (4-hydroxyphenyl) -cyclohexyl] -propane, 2,4-bis- (4-hydroxyphenyl-isopropylj-phenol, tetra- (4-hydroxyphenyl )-methane.
  • trifunctional compounds are 2,4-dihydroxybenzoic acid, trimesic acid, cyanuric chloride, and 3,3-bis- (3-methyl-4-hydroxyphenyl) -2-oxo-2,3-dihydroindole.
  • Preferred branching agents are 3,3-bis- (3-methyl-4-hydroxyphenyl) -2-oxo-2,3-dihydroindole and 1,1,1-tri (4-hydroxyphenyl) ethane.
  • the amount of branching agents to be optionally used is 0.05 mol% to 2 mol%, based in turn on the moles of diphenols used in each case, the branching agents being initially charged with the diphenols.
  • Aromatic dicarboxylic acids suitable for preparing the polyester carbonates are, for example, orthophthalic acid, terephthalic acid, isophthalic acid, tert-butyl isophthalic acid, 3,3'-diphenyldicarboxylic acid, 4,4'-diphenyldicarboxylic acid, 4,4'-benzophenonedicarboxylic acid, 3,4'-benzophenonedicarboxylic acid, 4,4 '-Diphenyletherdicarboxylic acid, 4,4'-
  • Diphenylsulfonedicarboxylic acid 2,2-bis- (4-carboxyphenyl) -propane, trimethyl-3-phenylindan-4,5'-dicarboxylic acid.
  • aromatic dicarboxylic acids terephthalic acid and / or isophthalic acid are particularly preferably used.
  • dicarboxylic acids are the dicarboxylic acid dihalides and the dicarboxylic acid dialkyl esters, in particular the dicarboxylic acid dichlorides and the dicarboxylic acid dimethyl esters.
  • the replacement of the carbonate groups by the aromatic dicarboxylic acid ester groups takes place essentially stoichiometrically and also quantitatively, so that the molar ratio of the reactants is also found in the finished polyester carbonate.
  • the incorporation of the aromatic dicarboxylic acid ester groups can take place either randomly or in blocks.
  • Diaryl carbonates which can be used to produce polycarbonates by the melt transesterification process are di-CVCV aryl esters, preferably the diesters of phenol or substituted phenols, that is diphenyl carbonate or, for example, bissalicyl carbonate.
  • the diaryl carbonates are used in 1.01 to 1.30 mol, preferably 1.02 to 1.15 mol, based on 1 mol of diphenol.
  • the at least two-phase reaction mixture which has fully reacted and still contains at most traces of ( ⁇ 2 ppm) chlorocarbonic acid aryl esters is allowed to settle for phase separation.
  • the aqueous alkaline phase (reaction waste water) is separated off and the organic phase is extracted with dilute hydrochloric acid and water.
  • the combined water phases are fed to the wastewater treatment, where the solvent and catalyst components are separated off by stripping or extraction and recycled. Subsequently, after setting a certain pH of, for example, 6 to 8, for example by adding hydrochloric acid, any remaining organic Impurities such as monophenol are removed by treatment with activated carbon and the water phases are fed to the chlor-alkali electrolysis.
  • reaction wastewater is not combined with the washing phases, but after stripping or extraction to remove solvents and catalyst residues, it is adjusted to a certain pH of, for example, 6 to 8, for example by adding hydrochloric acid, and after separating off the remaining organic Impurities such as monophenol are fed to the chlor-alkali electrolysis through treatment with activated carbon.
  • the washing phases can optionally be returned to the synthesis.
  • a method for producing diaryl carbonate and processing at least part of the resulting alkali chloride-containing solution in a downstream alkali chloride electrolysis is disclosed, for example, in WO2009071211A1.
  • the diaryl carbonates are produced in accordance with the prior art.
  • a monophenol is dissolved in an aqueous phase in the presence of an alkali hydroxide and a carbonyl halide is dissolved in an organic solvent.
  • a step (B) the monophenol is then reacted with the carbonyl halide in a phase boundary process with the formation of a diaryl carbonate dissolved in the organic solvent and an alkali halide.
  • the carbonyl halide can be a carbonyl dihalide, preferably phosgene, or disphosgene or triphosgene; phosgene is particularly preferred.
  • the alkali hydroxide is preferably sodium hydroxide and the alkali halide is preferably NaCl.
  • Diphenyl carbonate is preferred as the diaryl carbonate. Optimizations of the process by improving the mixing and maintaining a narrow temperature and pH profile as well as isolation of the diaryl carbonate are described in EP 1 219 589 A1, EP 1 216981 A2, EP 1 216982 A2 and EP 784048 A1.
  • Particularly suitable monophenols for preparing the diaryl carbonates in step c) are phenols of the formula (VI)
  • R is hydrogen, halogen or a branched or un branched C1 to C9 alkyl radical or alkoxycarbonyl radical.
  • Phenol alkylphenols such as cresols, p-tert-butylphenol, p-cumylphenol, pn-octylphenol, p-iso-octylphenol, pn-nonylphenol and p-iso-nonylphenol, halophenols such as p-chlorophenol, 2,4- Dichlorophenol, p-bromophenol and 2,4,6-tribromophenol or salicylic acid methyl ester. Phenol is particularly preferred.
  • the alkali used to form the phenolate can be an alkali lye with hydroxides from the series: Na, K, Li hydroxide, caustic soda is preferred, and in the new process is preferably used as a 10 to 55% strength by weight solution.
  • diaryl carbonates can be accelerated by catalysts such as tertiary amines, N-alkylpiperidines or onium salts.
  • catalysts such as tertiary amines, N-alkylpiperidines or onium salts.
  • Tributylamine, triethylamine and N-ethylpiperidine are preferably used.
  • the amine catalyst used can be open-chain or cyclic; triethylamine and N-ethylpiperidine are particularly preferred.
  • the catalyst is preferably used as a 1 to 55% strength by weight solution.
  • Onium salts are understood here to mean compounds such as NR4X, where R can be an alkyl and / or aryl radical and / or an H and X is an anion.
  • the carbonyl halide in particular phosgene, can be used in liquid, gaseous form or dissolved in an inert solvent.
  • inert solvents which can preferably be used for the production of diaryl carbonates, in particular for the production of diphenyl carbonate, which can be used for the production of polycarbonates, are solvents based on toluene or chlorinated hydrocarbons such as dichloromethane, the various dichloroethanes or Chloropropane compounds, chlorobenzene or chlorotoluene, or mixtures of two or more of these chlorinated hydrocarbons and toluene.
  • An inert solvent based on dichloromethane or a mixture of dichloromethane and chlorobenzene is preferably used.
  • step (B) which is obtained in the reaction of a monophenol with a carbonyl halide in an organic solvent, essentially contains unreacted monophenol, organic solvent, impurities, alkali halide and water.
  • the impurities can originate from the reactants and solvents used and can also be formed during the conversion of the reactants to the diaryl carbonate; such impurities are known to a person skilled in the art both in terms of type and amount, for example from EP1234845A2.
  • impurities are, for example, phenyl chloroformate, phenylpiperidyl urethane, chlorinated diphenyl carbonate or cresylphenyl carbonate.
  • the alkali halide is separated off with the aqueous phase and, if necessary, further processed.
  • step (C) there is now a multi-stage separation of both the organic solvent and the unreacted monophenol and a larger part of the impurities from step (B) from a larger part of the diaryl carbonate and from a smaller part of the impurities from step ( B), this major part of the diaryl carbonate containing the minor part of the impurities from step (B), and recycling both the organic solvent and a major part of the unreacted monophenol to step (A).
  • the larger part of the impurity separated off from step (B) contains a smaller part of the diaryl carbonate and a smaller part of the unreacted monophenol.
  • This separated larger part of the impurity from step (B) is fed to a step (E).
  • the greater part of the diaryl carbonate containing the smaller part of the impurities from step (B) are fed to step (D).
  • a step (D) the greater part of the diaryl carbonate obtained containing the smaller part of the impurities from step (B) is reacted with a diphenol or more diphenols to form an oligocarbonate and a monophenol, the oligocarbonate then being processed further to form a polycarbonate.
  • the polycarbonate obtained is separated from the monophenol formed in step (D), from unconverted diaryl carbonate, from unconverted oligocarbonate and from the impurities resulting from the conversion of the diaryl carbonate to the oligocarbonate and further to the polycarbonate in this step (D) and then further purified, to get the polycarbonate as the end product.
  • the impurities mentioned here are also known to a person skilled in the art both in terms of type and amount, for example from EP1612231A1.
  • a larger part of the monophenol formed in this step (D) is fed back to step (A).
  • a larger part of the diaryl carbonate not reacted in this step (D) is separated off and fed back to step (C).
  • the smaller part of the unreacted diaryl carbonate, the unreacted oligocarbonate, the smaller part of the impurities from step (B) and the impurities formed in this step (D) are fed to step (E).
  • step (E) the separated larger part of the impurity obtained in step (B) containing a smaller part of the diaryl carbonate from step (B) and a smaller part of the unreacted monophenol from step (B), which in step (D) Smaller part of the separated, unreacted diaryl carbonate, the unreacted oligocarbonate in step (D) and the impurities formed in step (D) in the conversion of the diaryl carbonate to the oligocarbonate and further to the polycarbonate, containing a smaller part of the monophenol from step (D) combined and a waste disposal, for example an incineration.
  • the proportion of diaryl carbonate which is sent to residual disposal is more than 0.5% to even more than 1% of the diaryl carbonate formed in step (A).
  • the object of the present invention is therefore to provide an improved process for producing a polycarbonate from a diphenol and a diaryl carbonate by the melt transesterification process, in which the proportion of diaryl carbonate based on the amount of diaryl carbonate formed in step (A) is one Residual disposal is fed, is less than in processes according to the prior art.
  • the improved method should be superior to the method according to the prior art in terms of its economy and environmental protection.
  • the object is achieved by a process for producing a polycarbonate by the melt transesterification process in the presence of catalysts, the process comprising at least the following steps:
  • step (b) impurities (these impurities from step (b) are also referred to below as “step (b) impurities"), an alkali halide being formed and then separated off with the aqueous phase,
  • step (c) multi-stage separation of both the organic solvent and unreacted monophenol and a larger part of the step (b) impurities from a larger part of the diaryl carbonate and from a smaller part of the step (b) impurities and common Feeding this larger part of the diaryl carbonate and this smaller part of the step (b) impurities to step (d), recycling of the organic solvent to step (a) and recycling of a larger part of the unreacted monophenol to step (a), wherein the separated major portion of the step (b) impurity containing a minor portion of the diaryl carbonate and a minor portion of the unreacted monophenol, and feeding the major portion of the step (b) impurities to step (e);
  • step (d) impurities Diphenol or several diphenols to form an oligocarbonate and a monophenol with the formation of impurities from step (d) (these impurities from step (d) are also referred to below as “step (d) impurities"), and further processing of the oligocarbonate to a polycarbonate, Separation of the polycarbonate from monophenol from step (d), from unreacted diaryl carbonate, from unreacted oligocarbonate, from the smaller part of the step (b) impurities and from step (d) -
  • step (d) Separation and recycling of a larger part of the unreacted diaryl carbonate in step (d) to step (c) and feeding the smaller part of the unreacted diaryl carbonate, the unreacted oligocarbonate, the smaller part of the step (b) impurities and the step (d) impurities containing a smaller part of the monophenol formed in step (d) for step (e), (e) Combining the larger part of the step (b) impurities separated off in step (c) and the smaller part of the diaryl carbonate contained therein and the smaller part of the unreacted monophenol contained therein, the smaller part of the not in step (d) converted diaryl carbonate, the oligocarbonate not converted in step (d), the smaller part of the step (b) impurities and the step (d) impurities containing a smaller part of the monophenol formed in step (d) to form what is known as an impure here - Mixing and feeding this impure mixture to a cleaning column in step (f),
  • step (f) the impure mixture being separated in this purification column in such a way that from the bottom of this purification column a stream of what is known as a residual mixture containing a smaller part of the diaryl carbonate fed to the purification column and a first part of the diaryl carbonate fed to the purification column from step (e) supplied step (b) impurities containing a smaller part of the unreacted monophenol, and step (d) impurities containing a smaller part of the monophenol formed in step (d), and a first part of the purification column from step (e ) fed, unreacted oligocarbonate is removed and a larger part of this residual mixture is fed back to the purification column as a side stream and a smaller part of this residual mixture is fed to disposal, and from the top of this purification column a stream of what is known as a pure Mixture containing a larger part of the cleaning column e fed diaryl carbonate and containing a second part of the step (b) impurities fed to the purification column from step
  • step (i) step (c) is supplied again, or
  • step (ii) at least one further column is fed, this smaller one Part of the pure mixture is separated into a mixture containing a higher proportion of diphenyl carbonate than the pure mixture and at least one mixture containing a lower proportion of diphenyl carbonate than the pure mixture, and the mixture containing a higher proportion of diphenyl carbonate than the pure mixture Mixture is fed back to step (c) and the at least one mixture containing a lower proportion of diphenyl carbonate than the pure mixture - if necessary after at least one further purification - is fed back to step (f).
  • Steps (a) to (e) of the method according to the invention are comprised by steps (A) to (E) of the above-described method according to the prior art, with the difference that the mixture formed in step (E) is a residual disposal is fed, while in step (e) the impure mixture is fed to a purification column in step (f).
  • One step of the method according to the invention with a specific lower case letter is included in a step of the method according to the prior art with the corresponding upper case letter. If in the context of the present description a "larger part” or a "smaller part” is referred to a substance, this "larger part” and this "smaller part” always result in 100% of the amount of substance of this substance.
  • the “larger part” of a substance is therefore more than 50% of the amount of substance of this substance, the smaller part consequently less than 50% of the amount of substance of this substance. If a “first part” or a “second part” is referred to in the context of the present description, this “first part” and this “second part” always result in 100% of the amount of substance of this substance.
  • the “first part” of a substance and the “second part” can be the same size or different in size, whereby it is possible that the "first part” of a substance can be the larger part and the "second part” then the smaller part, or alternatively the “first part” of a substance can be the smaller part and the “second part” then the larger part.
  • the proportion of diaryl carbonate which is sent to residual disposal in variant (i) is only 0.1% to a maximum, preferably less than 0.5%, particularly preferably up to a maximum of 0.3% particularly preferably up to a maximum of 0.2% of the diaryl carbonate formed in step (B) and in variant (ii) even only amounts to 0.01% to a maximum of 0.1% of the diaryl carbonate formed in step (B).
  • the process according to the invention thus solves the problem of providing an improved process for producing a polycarbonate from a diphenol and a diaryl carbonate by the melt transesterification process, in which the amount of the in Diaryl carbonate formed in step (A) and the proportion of diaryl carbonate which is sent to residual disposal is lower than in processes according to the prior art.
  • the bottom temperature in step (f) is from 240 to 300.degree. C., preferably from 260 to 280.degree.
  • the pressure in the head in step (f) is 10 to 30 mbara (absolute bar), preferably 15 to 25 mbara.
  • step (f) The greater part of the pure mixture that is returned to the top of the purification column in step (f) is 51 to 80%, and the smaller part of this pure mixture that is fed to step (g) is 49 to 20 %.
  • the devices (3), (6), (11), (118), (19) and (26) can each consist of a single device or several interconnected devices, independently of one another.
  • the devices (3), (6), (11), (16), (19), (26) and (27) can each consist of a single device or several interconnected devices, independently of one another.

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne un procédé de production d'un polycarbonate à partir d'un diphénol et d'un carbonate de diaryle selon le procédé de transestérification à l'état fondu. Le carbonate de diaryle est obtenu par réaction d'un monophénol avec un halogénure de carbonyle. Le procédé selon l'invention est caractérisé en ce qu'une proportion accrue du carbonate de diaryle n'ayant pas réagi lors de la réaction avec le diphénol comparativement à l'état de la technique est récupérée et renvoyée pour subir le procédé, et, par conséquent, une proportion réduite du carbonate de diaryle n'ayant pas réagi lors de la réaction avec le diphénol, comparativement à l'état de la technique, est renvoyée pour être éliminée.
EP21700523.0A 2020-01-17 2021-01-11 Procédé de production d'un polycarbonate avec récupération améliorée de carbonate de diaryle n'ayant pas réagi Pending EP4090695A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP20152491.5A EP3851478A1 (fr) 2020-01-17 2020-01-17 Procédé de fabrication d'un polycarbonate à récupération améliorée des diarylcarbonate non réactif
PCT/EP2021/050347 WO2021144212A1 (fr) 2020-01-17 2021-01-11 Procédé de production d'un polycarbonate avec récupération améliorée de carbonate de diaryle n'ayant pas réagi

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Publication Number Publication Date
EP4090695A1 true EP4090695A1 (fr) 2022-11-23

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Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1007996B (de) 1955-03-26 1957-05-09 Bayer Ag Verfahren zur Herstellung thermoplastischer Kunststoffe
US2991273A (en) 1956-07-07 1961-07-04 Bayer Ag Process for manufacture of vacuum moulded parts of high molecular weight thermoplastic polycarbonates
US3148172A (en) 1956-07-19 1964-09-08 Gen Electric Polycarbonates of dihydroxyaryl ethers
US2999846A (en) 1956-11-30 1961-09-12 Schnell Hermann High molecular weight thermoplastic aromatic sulfoxy polycarbonates
US2999835A (en) 1959-01-02 1961-09-12 Gen Electric Resinous mixture comprising organo-polysiloxane and polymer of a carbonate of a dihydric phenol, and products containing same
GB1122003A (en) 1964-10-07 1968-07-31 Gen Electric Improvements in aromatic polycarbonates
NL152889B (nl) 1967-03-10 1977-04-15 Gen Electric Werkwijze ter bereiding van een lineair polycarbonaatcopolymeer, alsmede orienteerbare textielvezel van dit copolymeer.
DE2036052A1 (en) 1970-07-21 1972-01-27 Milchwirtschafthche Forschungs und Untersuchungs Gesellschaft mbH, 2100 Hamburg Working up of additives in fat and protein - contng foodstuffs
DE2063050C3 (de) 1970-12-22 1983-12-15 Bayer Ag, 5090 Leverkusen Verseifungsbeständige Polycarbonate, Verfahren zu deren Herstellung und deren Verwendung
DE2211956A1 (de) 1972-03-11 1973-10-25 Bayer Ag Verfahren zur herstellung verseifungsstabiler blockcopolycarbonate
NO170326C (no) 1988-08-12 1992-10-07 Bayer Ag Dihydroksydifenylcykloalkaner
DE3844633A1 (de) 1988-08-12 1990-04-19 Bayer Ag Dihydroxydiphenylcycloalkane, ihre herstellung und ihre verwendung zur herstellung von hochmolekularen polycarbonaten
DE19600631A1 (de) 1996-01-10 1997-07-17 Bayer Ag Verfahren zur Reinigung von Kohlensäurediarylestern
DE10063297A1 (de) 2000-12-19 2002-06-20 Bayer Ag Kontinuierliches Verfahren zur Herstellung von Kohlensäurediarylester
DE10063296A1 (de) 2000-12-19 2002-06-20 Bayer Ag Verfahren zur Herstellung von Kohlensäurediarylester
DE10063869A1 (de) 2000-12-21 2002-06-27 Bayer Ag Kontinuierliches Verfahren zur Herstellung von Kohlensäurediarylester
EP1234845B1 (fr) 2001-02-26 2008-11-12 Mitsubishi Chemical Corporation Procédé de préparation de carbonate de diphényle et procédé de préparation de polycarbonates
ATE461959T1 (de) 2004-07-01 2010-04-15 Bayer Materialscience Ag Inhibierung von katalytisch aktiven verunreinigungen in polycarbonat nach dem schmelzeumesterungsverfahren
DE102007058701A1 (de) 2007-12-06 2009-06-10 Bayer Materialscience Ag Verfahren zur Herstellung von Diarylcarbonat
DE102009032020A1 (de) * 2009-07-07 2011-01-13 Bayer Materialscience Ag Verfahren zur Herstellung von Polycarbonat
SG174715A1 (en) * 2010-03-30 2011-10-28 Bayer Materialscience Ag Process for preparing diaryl carbonates and polycarbonates
DE102012105296A1 (de) * 2012-06-19 2013-12-19 Epc Engineering Consulting Gmbh Verfahren und Anlage zur Herstellung von Polycarbonat
EP2970096B1 (fr) * 2013-03-15 2018-08-08 SABIC Global Technologies B.V. Procédé de purification de carbonate de diphényle pour la fabrication d'un polycarbonate de haute qualité

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EP3851478A1 (fr) 2021-07-21
CN114929780A (zh) 2022-08-19
WO2021144212A1 (fr) 2021-07-22
KR20220128470A (ko) 2022-09-20

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