Copolycarbonates with an indane bisphenol base

Details Copolycarbonates with an indane bisphenol base Copolycarbonates with an indane bisphenol base

2000-02-28

2001-04-17

Boykin, Terressa M. (Department: 1711)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

From phenol, phenol ether, or inorganic phenolate

C528S198000

Reexamination Certificate

active

06218502

ABSTRACT:

The present invention relates to novel copolycarbonates having a glass transition temperature T
G
of ≦160° C. and a rheooptic constant C
R
≦|4|*GPa
−1
, containing as repeating, difunctional carbonate structural units
A) at least one of the carbonate structural units of formula (1)
wherein
the radicals R
1
each independently of the other(s) represents a C
1
-C
12
-alkyl radical, preferably a C
1
-C
3
-alkyl radical, especially a methyl radical, or a halogen atom, preferably chlorine or bromine, and
n represents an integer from 0 to 3, preferably 0,
and
B) at least one of the other carbonate structural units, which are different from A, of formula (II)
wherein the radical —O—R—O— represents any desired diphenolate radicals, in which —R— is an aromatic radical having from 6 to 40 carbon atoms which may contain one or more aromatic or condensed aromatic nuclei optionally containing hetero atoms and which may optionally be substituted by C
1
-C
12
-alkyl radicals or by halogen and which may contain aliphatic radicals, cycloaliphatic radicals, aromatic nuclei or hetero atoms as bridge members,
which, as respective homopolycarbonates from carbonate structural units of formula (II), have a glass transition temperature T
G
of ≦160° C. and a rheooptic constant C
R
≦|4|*GPa
−1
.
The present invention relates also to the use of those copolycarbonates in the production of optical articles.
For the storage of optical information on optical data carriers or compact disks, which may be readable and re-recordable many times, such mass storage means must exhibit not only adequate transmission of the light in the appropriate wave range and excellent optical homogeneity, that is to say minimal double refraction, but also good mechanical load carrying ability.
Japanese Offenlegungsschrift No. Sho 61-148 401 discloses polycarbonates based on indane bisphenol which may optionally contain up to 95 mol % of other aromatic difunctional carbonate structural units. As compared with optical articles of, for example, acrylate resins, optical articles made from specially constructed copolycarbonates have a lower double refraction, lower moisture absorption and better heat resistance. Those known copolycarbonates do not satisfy the increased requirements, especially in respect of double refraction, processability and transmission.
The object of the present invention was, therefore, to make available copolycarbonates which satisfy the high requirements made of modem optical data carriers, especially optical mass storage means.
That is achieved according to the invention by providing copolycarbonates having a glass transition temperature T
G
of ≦160° C. and a rheooptic constant C
R
23 |4|*GPa
−1
, containing as repeating, difunctional carbonate structural units
A) at least one of the carbonate structural units of formula (I)
wherein
the radicals R
1
and n are as defined above,
and
B) at least one of the other difunctional carbonate structural units, which are different from A, of formula (II)
wherein the radical —O—R—O— represents any desired diphenolate radicals, of which —R— is an aromatic radical having from 6 to 40 carbon atoms which may contain one or more aromatic or condensed aromatic nuclei optionally containing hetero atoms and which may optionally be substituted by C
1
-C
12
-alkyl radicals or by halogen and which may contain aliphatic radicals, cycloaliphatic radicals, aromatic nuclei or hetero atoms as bridge members,
and
which, as respective homopolycarbonates from carbonate structural units of formula (II), have a glass transition temperature T
G
of ≦160° C., preferably ≦130° C., and a rheooptic constant C
R
≦|4|*GPa
−1
, preferably ≦|3|*GPa
−1
Preferred copolycarbonates according to the invention are those containing from 5 to 50 mol %, preferably from 10 to 40 mol %, especially from 20 to 30 mol %, based on 100 mol % of the difunctional carbonate structural units A and B, of difunctional carbonate structural units B.
The difunctional carbonate structural units of formula (I) are derived from indane bisphenols, the preparation of which is known from the literature. For example, indane bisphenol has hitherto been prepared from isopropenylphenol or its dimer in the presence of a Friedel-Crafts catalyst, such as, for example, boron trifluoride, iron(III) chloride, aluminium oxide, aluminium trichloride, halocarboxylic acids or carboxylic acids, in organic solvents (U.S. Pat. No. 3,288,864, JP-A 60035150, U.S. Pat. No. 4,334,106). Indane bisphenols having a high degree of purity are suitable especially for the preparation of the copolycarbonates according to the invention.
The difunctional carbonate structural units B are derived from diphenol compounds which lead to homopolycarbonates having a rheooptic constant C
R
≦|4|*GPa
−1
, preferably ≦|3|*GPa
−1
, especially ≦|2|*GPa
−1
, determined as indicated hereinbelow.
Those corresponding homopolycarbonates are additionally distinguished by a glass transition temperature T
G
of ≦160° C., preferably ≦130° C., measured in accordance with standard CEI/IEC 1074.
The difunctional carbonate structural units B are preferably derived from aromatic diphenols, such as 4,4′-(m-phenylenediisopropylidene)-diphenol (bisphenol M).
Mixtures of the diphenols may also be used for the preparation of the difunctional carbonate structural units B.
The preparation of the copolycarbonates according to the invention can be carried out, for example, in accordance with the three known methods (see H. Schnell, “Chemistry and Physics of Polycarbonates”, Polymerreview, Volume IX, page 27 ff, Interscience Publishers, New York 1964, and DE-A 1 495 626, DE-A 2 232 877, DE-A 2 703 376, DE-A 2 714 544, DE-A 3 000 610, DE-A 3 832 396):
1. In accordance with the solution process in disperse phase, so-called “two-phase phase interface process”:
In that process, the diphenols to be used are dissolved in an aqueous alkaline phase. There are optionally added thereto the chain terminators required for the preparation of the copolycarbonates according to the invention, in amounts of from 1.0 to 20.0 mol %, based on moles of diphenol, dissolved in an aqueous alkaline phase, preferably sodium hydroxide solution, or in an inert organic phase, without solvent. The mixture is then reacted with phosgene in the presence of an inert organic phase which is preferably a solvent for polycarbonate. The reaction temperature is from 0° C. to 50° C.
The addition of the required chain terminators and branching agents may also be carried out during the phosgenation or, provided that chlorocarbonic acid esters are present in the synthesis mixture, without solvent, as a melt, as a solution in alkali or inert organic solvents. The reaction may be accelerated by means of catalysts such as tertiary amines or onium salts. Tributylamine, triethylamine and N-ethylpiperidine are preferred.
In addition to or instead of the diphenols, their chlorocarbonic acid esters and/or bischlorocarbonic acid esters may be employed or metered in during the synthesis.
Suitable solvents are, for example, methylene chloride, chlorobenzene, toluene and mixtures thereof.
2. In accordance with the solution process in homogeneous phase, also called the “pyridine process”:
In that process, the diphenols are dissolved in organic bases such as pyridine, optionally with the addition of further organic solvents, and then, as described under 1, the chain terminators and branching agents required for the preparation of the polycarbonates according to the invention are optionally added.
The mixture is subsequently reacted with phosgene. The reaction temperature is preferably from 10° C. to 50° C. Suitable organic bases, in addition to pyridine, are, for example, triethylamine, tributylamine, N-ethylpiperidine, and also N,N-dialkyl-substituted anilines, such as N,N-dimethylaniline. Suitable solvents are, for example, methylene chlo

Affiliated with

Also associated with

Rating

Copolycarbonates with an indane bisphenol base does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Copolycarbonates with an indane bisphenol base, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Copolycarbonates with an indane bisphenol base will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2487519