Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Patent
1997-12-11
1999-12-07
Short, Patricia A.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
524538, 524611, 525 66, 525 68, 525133, 525420, 525471, 525534, 525535, C08L 7110, C08L 7700, C08L 8106, C08G 6548
Patent
active
05998533&
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to a process for the preparation of polyarylene ethers having repeating units of the general formula I ##STR4## where
t and q may each be an integer 0, 1, 2 or 3,
T, Q and Z may each be a chemical bond or a group selected from --O--, --S--, --SO.sub.2 --, S.dbd.O, C.dbd.O, --N.dbd.N--, --R.sup.a C.dbd.CR.sup.b -- and --CR.sup.c R.sup.d --, with the proviso that at least one of the groups T, Q or Z is --SO.sub.2 -- or C.dbd.O and, if t and q are 0, Z is --SO.sub.2 -- or C.dbd.O,
R.sup.a and R.sup.b are each hydrogen or C.sub.1 -C.sub.10 -alkyl,
R.sup.c and R.sup.d are each hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.10 -alkoxy or C.sub.6 -C.sub.18 -aryl, where the abovementioned groups may each be substituted by fluorine and/or chlorine, or, together with the carbon atom to which they are bonded, form a C.sub.4 -C.sub.7 -cycloalkyl group which may be substituted by one or more C.sub.l -C.sub.6 -alkyl groups, and
Ar and Ar.sup.1 are each C.sub.6 -C.sub.18 -aryl which may be unsubstituted or substituted by C.sub.1 -C.sub.10 -alkyl, C.sub.6 -C.sub.18 -aryl, C.sub.1 -C.sub.10 -alkoxy or halogen,
and terminal anhydride groups of the formula II ##STR5## (polyarylene ether A).
The present invention furthermore relates to the use of the polyarylene ethers A prepared by the novel process for the preparation of molding materials and to the molding materials themselves.
Polyarylene ethers having terminal anhydride groups which are linked to the polymer chain via ester groups were disclosed in EP-A-613 916. This publication also discloses blends with polyamides.
The binding of the terminal anhydride groups to the polyarylene ethers can also be effected, as described by C. L. Myers, ANTEC '92, 1992, 1, 1420, by reacting amino-terminated polyarylene ethers with an excess amount of a dianhydride.
U.S. Pat. No. 4,642,327 disclosed a process for the preparation of oligomeric arylene ethers having terminal anhydride groups bonded via oxygen. According to this publication, dialkali metal salts of the oligomers are reacted with a 1,2-dicyanonitrobenzene in a first step. In a second step, the dinitriles are hydrolyzed and then cyclized to give the anhydrides. The higher the molecular weights of the arylene ethers used, the less feasible is this process since the intermediate is difficult to purify. Accordingly, this process too is unsuitable for commercial purposes.
It is only for low molecular weight phenols that it has been stated that these can be reacted with halophthalic anhydrides (W. T. Schwartz, High Performance Polymers, 2 (1990) 189).
It is an object of the present invention to provide a process for the preparation of polyarylene ethers having terminal anhydride groups linked via oxygen, as described at the outset, which process also makes it possible to obtain higher molecular weight polymers.
We have found that this object is achieved by a process in which polyarylene ethers having repeating units of the general formula I and terminal hydroxyl groups (polyarylene ethers A') are reacted with phthalic anhydrides of the general formula III ##STR6## where X is fluorine, chlorine, bromine or iodine, in a solvent in the presence of potassium fluoride.
t and q stated in the general formula I ##STR7## may each be 0, 1, 2 or 3. T, Q and Z, independently of one another, may be identical or different. They may be a chemical bond or a group selected from --O--, --SO.sub.2 --, --S--, C.dbd.O, --N.dbd.N-- and S.dbd.O. In addition, T, Q and Z may also be a group of the general formula --R.sup.a C.dbd.CR.sup.b -- or --CR.sup.c R.sup.d --, where R.sup.a and R.sup.b are each hydrogen or C.sub.1 -C.sub.10 -alkyl, R.sup.c and R.sup.d are each hydrogen, C.sub.1 -C.sub.10 -alkyl, such as methyl, ethyl, n-propyl, isopropyl, tert-butyl or n-hexyl, C.sub.1 -C.sub.10 -alkoxy, such as methoxy, ethoxy, n-propoxy, isopropoxy or n-butoxy, or C.sub.6 -C.sub.18 -aryl, such as phenyl or naphthyl. R.sup.c and R.sup.d, together with the carbon atom to which they are bonded, may also be linked to form a cycloalkyl
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C.L. Meyers, 1420/ANTEC '92.
Fischer Christian
Weber Martin
BASF - Aktiengesellschaft
Short Patricia A.
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