Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From phenol – phenol ether – or inorganic phenolate
Patent
1994-12-14
1996-07-02
Seidleck, James J.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From phenol, phenol ether, or inorganic phenolate
359586, 359500, 359589, 428412, 528171, 528174, 528193, 528194, 528190, 528201, 528202, 528204, 528219, C08G 6400
Patent
active
055323316
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
This application is a continuation of PCT/US93/06074.
This invention relates generally to copolycarbonates; their method of preparation; their use in preparing improved polymeric bodies; and the improved polymeric bodies. More specifically, the invention concerns novel 4,4'-thiodiphenol (TDP) copolycarbonates having properties that make them particularly suitable for preparing certain types of multilayered polymeric bodies.
U.S. Pat. Nos. 5,122,905 and 5,122,906 teach the use of polycarbonates in preparing highly reflective multilayered polymeric bodies. The only polycarbonate it specifically discloses in its Examples is a homopolycarbonate of bisphenol A (Calibre 300-22, trademark of The Dow Chemical Company). We concluded that it would be desirable to provide materials with improvements in glass transition temperature (Tg), refractive index (RI), and limiting oxygen index (LOI). Such materials would significantly expand the application areas for the multilayered polymeric bodies.
In addition, several recent published patent applications teach the use of (previously known) copolycarbonates of 4,4'-thiodiphenol (TDP) and bisphenol A (BA) as the high refractive index (RI) component of a multilayered polymeric reflective body.
SUMMARY OF THE INVENTION
This invention provides novel copolycarbonates that typically exhibit the desired improvements in Tg, RI, and LOI compared to the prior art TDP/BA copolycarbonates (and BA homopolycarbonates). More particularly, this invention provides novel copolycarbonates of TDP and at least one member of the group consisting of 9,9-bis (4-hydroxyphenyl) fluorene (BHPF); 1,1-bis (4-hydroxyphenyl)-1-phenyl ethane (bisphenol AP, BAP); phenolphthalein (PP); bis (4-hydroxyphenyl) diphenyl methane (BHDM); tetrabromobisphenol A (TBBA); and tetrachlorobisphenol A (TCBA).
A first broad aspect of the invention is a copolycarbonate of 4,4'-thiodiphenol and at least one member of the group consisting of 9,9-bis (4-hydroxy-phenyl) fluorene; 1,1-bis (4-hydroxyphenyl)-1-phenyl ethane; phenolphthalein; bis (4-hydroxyphenyl) diphenyl methane; tetrabromobisphenol A; and tetrachlorobisphenol A.
A second broad aspect of the invention is a multilayered polymeric reflective body wherein the highest refractive index component is a copolycarbonate of 4,4'-thiodiphenol and at least one member of the group consisting of 9,9-bis (4-hydroxyphenyl) fluorene; 1,1-bis (4-hydroxyphenyl)-1-phenyl ethane; phenolphthalein; bis (4-hydroxyphenyl) diphenyl methane; tetrabromobisphenol A; and tetrachlorobisphenol A.
A third broad aspect of the invention is a process for making copolycarbonates comprising reacting 4,4'-thiodiphenol and at least one member of the group consisting of 9,9-bis (4-hydroxyphenyl) fluorene; 1,1-bis (4-hydroxyphenyl)-1-phenyl ethane; phenolphthalein; bis (4-hydroxyphenyl) diphenyl methane; tetrabromobisphenol A; and tetrachlorobisphenol A with a carbonate precursor under conditions sufficient to cause reaction.
DETAILED DESCRIPTION OF THE INVENTION
In the practice of this invention the copolycarbonate advantageously comprises from 10 to 80 mole percent TDP. In the most preferred embodiment of the invention TDP is copolymerized with BHPF. Methods of producing polycarbonates are well known in the prior art. Such methods are also suitable for use in forming the copolycarbonate compositions of the present invention. Suitable methods for preparing polycarbonates are set forth in U.S. Pat. Nos. 3,248,414; 3,153,008; 3,215,668; 3,187,065; 3,028,365; 2,999,846; 2,999,835; 2,964,974; 2,970,137; and 1,991,273. The copolycarbonates of the present invention are prepared by the reaction of the bisphenol mixture with a carbonate polymer precursor, which may include either a carbonyl halide, a diaryl carbonate, a dialkyl carbonate, or a bishaloformate.
This invention is further illustrated by the following examples.
EXAMPLE 1 (INCLUDING TYPICAL PREPARATION)
This example describes the synthesis of a 50/50 molar ratio copolycarbonate of TDP and BHPF. A 5 L 4-neck rou
REFERENCES:
patent: 4210741 (1980-07-01), Bagget
patent: 4426514 (1984-01-01), Krishnan et al.
patent: 4448950 (1984-05-01), Baron et al.
patent: 5122905 (1992-06-01), Wheatley et al.
patent: 5122906 (1992-06-01), Wheatley
Bales Stephen E.
Langhoff Charles A.
Wheatley John A.
Mosley Terressa
Seidleck James J.
The Dow Chemical Company
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