WO1984004750A1 - Nucleating agents for polycarbonate resins prepared via transesterification of bis-phenol-a and diphenyl carbonate - Google Patents

Nucleating agents for polycarbonate resins prepared via transesterification of bis-phenol-a and diphenyl carbonate Download PDF

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Publication number
WO1984004750A1
WO1984004750A1 PCT/US1983/000788 US8300788W WO8404750A1 WO 1984004750 A1 WO1984004750 A1 WO 1984004750A1 US 8300788 W US8300788 W US 8300788W WO 8404750 A1 WO8404750 A1 WO 8404750A1
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WO
WIPO (PCT)
Prior art keywords
lithium
nucleating agent
transesterification
phenol
diphenyl carbonate
Prior art date
Application number
PCT/US1983/000788
Other languages
English (en)
French (fr)
Inventor
Ping Yuan Liu
Allen Wai-Yee Ko
Original Assignee
Gen Electric
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 Gen Electric filed Critical Gen Electric
Priority to JP50216783A priority Critical patent/JPS60501412A/ja
Priority to PCT/US1983/000788 priority patent/WO1984004750A1/en
Publication of WO1984004750A1 publication Critical patent/WO1984004750A1/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/09Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098Metal salts of carboxylic acids

Definitions

  • the present invention provides for a novel method for affecting the optical clarity of polycarbonate resin which has been prepared via the transesterification of a diaryl carbonate and a dihydric phenol, which involves adding to the polycarbonate resin a minor but effective amount of a lithium compound nucleating agent.
  • polyarylates may be prepared by transesterification and polycondensation of mixtures of diaryl esters of aromatic carboxylic acids, together with diaryl carbonate, if desired, and dihydric phenols, and that polycarbonates may be prepared by transesterification of a diaryl carbonate with a dihydric phenol.
  • polyarylates are considered to be polycarbonates in which all or part of the carbonic acid residues are replaced by aryl dicarboxylic acid residues, preferably isophthalic and/or terephthalic acid residues.
  • a transesterified polycarbonate resin employable for purposes of this invention, is suitably prepared by blending e.g. , diphenyl carbonate and bisphenol-A as a melt in the presence of an appropriate catalyst.
  • the molecular weight of the resulting resin is preferably in the range between 8,000 to 100,000, preferably 10,000 to 80,000, and exhibits an intrinsic viscosity between 0.4 to 0.7 dl/g.
  • the reaction components are passed through a number of stages involving melting the reaction components, reacting the componen.ts, pre-polymerizing the reaction product and, finally, polymerizing the effluent from the pre-polymerization stage in a final polymerization stage.
  • a new method for the transesterification of a diaryl carbonate and a dihydric phenol which allows for shorter residence time in the pre-polymerization stage of the reaction process , and thus produces an enhanced yield of reaction product in less ime, comprises using a series of equipment including a melter, a reactor, a pre-polymeriza ⁇ tion reactor and then more polymerization reaction vessels.
  • non-ferrous reaction vessel components such as, nickel, titanium, chromium metals or the like for all contact surfaces, in such a system, such as for pipings, reactor, and/or recovering vessels, etc., clad or lined with such materials or with glass , provides a superior system for producing polycarbonate resin vis the transesterification reaction, since the resultant product will be free from undesirable color formation.
  • lithium salts In carrying out the transesterification of diphenyl carbonate and bisphenol-A to produce a bisphenol-A polycarbonate, with the removal of phenol, various lithium salts are known to have utility as catalysts for the reaction. Typically, lithium salts such as the various lithium halides and lithium hydroxides have been employed for this purpose. It has been found, however, that the effectiveness of the lithium salts which are conventionally employed for carrying out the transesterification of bisphenol-A and diphenyl carbonate is limited by the fact that such salts are only partially soluble in the reaction medium.
  • the polycarbonate resins produced via the transesterifica ⁇ tion of a diaryl carbonate and a dihydric phenol find utility in the production of various films and similar materials, wherein controlled crystallization of the resinous materials is effected via known techniques. Control by crystallinity is important in achieving optical clarity and the best impact properties in films and thicker molded articles.
  • the present invention provides for a beneficial method for promoting and enhancing the controlled crystallization of polycarbonate resins produced via the transesterification of a diaryl carbonate and a dihydric phenol which allows for the production of sheet and film material having improved characteristics over those produced using prior art methods. . It is based on the addition of lithium compounds in very small amounts to transesterified polycarbonates.
  • a method for promoting and enhancing the crystallization, optical clarity and impact resistance of polycarbonate resins prepared by the transesterification of a diaryl carbonate and a dihydric phenol comprising adding to the polycarbonate resin a minor but effective amount of a lithium compound nucleating agent, said nucleating agent being selected from inorganic lithium compounds and organic lithium compounds such as lithium stearate, and allowing the composition to crystallize, to a desired degree of crystallinity at a controllable crystallization rate.
  • crystallized transparent and higher strength transesterified polycarbonate films can be readily and efficiently produced by casting, extruding or compressing the pre-crystallized pellets.
  • diphenyl carbonate and bisphenol-A are used in the transesterification reaction, although, it is under- stood that the present invention contemplates polycarbonate resins prepared from other dihydric phenols and diaryl carbonates well-known in this art.
  • the lithium compound nucleating agent employed in the herein disclosed method can be.an inorganic material or it can be of the organic type. Suitable examples of organic lithium compound is preferably a lithium acylate in which the acyl group is derived from an organic acid containing from 6 to 25 carbon atoms, most preferably lithium stearate.
  • the nucleating agent described above is added in amounts of from about 4 to about 16 ppm, preferably 10 to 14 ppm, based on the total weight of the composition.

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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)
PCT/US1983/000788 1983-05-23 1983-05-23 Nucleating agents for polycarbonate resins prepared via transesterification of bis-phenol-a and diphenyl carbonate WO1984004750A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP50216783A JPS60501412A (ja) 1983-05-23 1983-05-23 ビスフエノ−ル−aとジフエニルカ−ボネ−トのエステル交換により製造したポリカ−ボネ−ト樹脂用核剤
PCT/US1983/000788 WO1984004750A1 (en) 1983-05-23 1983-05-23 Nucleating agents for polycarbonate resins prepared via transesterification of bis-phenol-a and diphenyl carbonate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1983/000788 WO1984004750A1 (en) 1983-05-23 1983-05-23 Nucleating agents for polycarbonate resins prepared via transesterification of bis-phenol-a and diphenyl carbonate

Publications (1)

Publication Number Publication Date
WO1984004750A1 true WO1984004750A1 (en) 1984-12-06

Family

ID=22175169

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1983/000788 WO1984004750A1 (en) 1983-05-23 1983-05-23 Nucleating agents for polycarbonate resins prepared via transesterification of bis-phenol-a and diphenyl carbonate

Country Status (2)

Country Link
JP (1) JPS60501412A (ja)
WO (1) WO1984004750A1 (ja)

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3326880A (en) * 1963-05-30 1967-06-20 Shell Oil Co Polymer crystallization
US3424703A (en) * 1964-10-01 1969-01-28 Gen Electric Polycarbonate film compositions exhibiting a low static coefficient of friction
US3492268A (en) * 1967-01-13 1970-01-27 Mobay Chemical Corp Polycarbonates of improved color properties
US3819595A (en) * 1972-09-05 1974-06-25 Dow Chemical Co Nucleation of normally crystalline vinylidene chloride polymers
US3836490A (en) * 1970-10-08 1974-09-17 Bayer Ag Flameproof polycarbonates containing an alkali metal salt soluble in the polycarbonate melt
US3965064A (en) * 1972-02-28 1976-06-22 Unibra S.A. Process for the crystallization of polycarbonates and products obtained
US4082715A (en) * 1974-11-14 1978-04-04 Unibra S.A. Crystallization of polycarbonates
US4214062A (en) * 1977-02-14 1980-07-22 Bayer Aktiengesellschaft Polycarbonate films of low flammability and improved stress crack resistance
US4251434A (en) * 1979-01-25 1981-02-17 General Electric Company Flame retardant polycarbonate composition
US4263201A (en) * 1978-12-07 1981-04-21 General Electric Company Flame retardant polycarbonate composition
US4289685A (en) * 1979-08-17 1981-09-15 Bayer Aktiengesellschaft Process for the preparation of flame-resistant polycarbonates

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3326880A (en) * 1963-05-30 1967-06-20 Shell Oil Co Polymer crystallization
US3424703A (en) * 1964-10-01 1969-01-28 Gen Electric Polycarbonate film compositions exhibiting a low static coefficient of friction
US3492268A (en) * 1967-01-13 1970-01-27 Mobay Chemical Corp Polycarbonates of improved color properties
US3836490A (en) * 1970-10-08 1974-09-17 Bayer Ag Flameproof polycarbonates containing an alkali metal salt soluble in the polycarbonate melt
US3965064A (en) * 1972-02-28 1976-06-22 Unibra S.A. Process for the crystallization of polycarbonates and products obtained
US3819595A (en) * 1972-09-05 1974-06-25 Dow Chemical Co Nucleation of normally crystalline vinylidene chloride polymers
US4082715A (en) * 1974-11-14 1978-04-04 Unibra S.A. Crystallization of polycarbonates
US4214062A (en) * 1977-02-14 1980-07-22 Bayer Aktiengesellschaft Polycarbonate films of low flammability and improved stress crack resistance
US4263201A (en) * 1978-12-07 1981-04-21 General Electric Company Flame retardant polycarbonate composition
US4251434A (en) * 1979-01-25 1981-02-17 General Electric Company Flame retardant polycarbonate composition
US4289685A (en) * 1979-08-17 1981-09-15 Bayer Aktiengesellschaft Process for the preparation of flame-resistant polycarbonates

Also Published As

Publication number Publication date
JPH0324500B2 (ja) 1991-04-03
JPS60501412A (ja) 1985-08-29

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