Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From carboxylic acid or derivative thereof
Patent
1996-08-30
1998-08-25
Acquah, Samuel A.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From carboxylic acid or derivative thereof
528272, 5282953, 568591, 568594, 568606, 568623, C08G 6352
Patent
active
057984344
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a monomer mixture useful for synthesizing (meth)acrylic acid ester series polymers suitably used as, for instance, various kinds of optical resin materials as well as a method for preparing the monomer mixture.
BACKGROUND OF THE INVENTION
There have been known higher aliphatic diols having not less than 20 carbon atoms. These diols are in general prepared by polymerizing a higher unsaturated fatty acid to give a mixture of dimer (dimer acid), trimer (trimer acid) and various oligomeric acids (hereinafter also referred to as "polymeric acids"); and then subjecting the mixture to a reduction treatment to thus convert the carboxyl groups present in the molecules of the foregoing dimer acid or the like into hydroxyl groups. Accordingly, the higher aliphatic diol thus prepared is a mixture comprising chain and cyclic products and the like or a plurality of compounds having different molecular weights and also comprises monohydroxy carboxylic acids and esters with the polymeric acids in addition to the diols.
Japanese Un-Examined Patent Publication (hereinafter referred to as "J. P. KOKAI") Nos. Sho 60-157106 and Hei 3-236349 propose that these higher aliphatic diols thus prepared are reacted with .alpha., .beta.-unsaturated carboxylic acids such as acrylic acid and methacrylic acid to give esters thereof and the resulting ester derivatives are used as raw materials for vinyl-polymerization reactions.
However, the polymers obtained through the polymerization of the foregoing esters of acrylic acid, methacrylic acid or the like with the higher aliphatic diols are insufficient in heat resistance and also insufficient in, for instance, impact resistance and flexibility.
DISCLOSURE OF THE INVENTION
It is an object of the present invention to provide a monomer mixture comprising esters of higher aliphatic polyols with .alpha., .beta.-unsaturated carboxylic acids, which can provide polymers having excellent heat resistance, impact resistance and flexibility.
Another object of the present invention is to provide a method for preparing the foregoing monomer mixture in high efficiency.
The foregoing and other objects of the present invention will become more apparent from the description given below and Examples.
The present invention has been developed on the basis of the following finding that the foregoing problems can be solved by the use of a monomer mixture which is prepared by polymerizing a higher unsaturated fatty acid or a higher unsaturated aliphatic alcohol, followed by the removal of the unreacted substances to give only dimer product thereof or a mixture of dimers and trimers in a specific mixing ratio and then esterifying the dimer or the mixture thereof with .alpha., .beta.-unsaturated carboxylic acids or subjecting it to transesterification with lower alkyl esters of .alpha., .beta.-unsaturated carboxylic acids.
According to a first aspect of the present invention, there is provided a monomer mixture which can be obtained by subjecting a dimer diol/trimer triol mixture selected from the group consisting of dimers and trimers which are prepared by polymerizing an unsaturated compound selected from the group consisting of fatty acids having, in the molecule, one carboxyl group and 1 to 4 double bonds and having 11 to 22 carbon atoms and lower alkyl esters thereof and then converting, into hydroxyl group, the carboxyl group (or the lower alkyl ester group in case of the lower alkyl esters) of the resulting dimers and trimers through reduction and having a weight ratio: dimer diol/trimer triol ranging from 30/70 to 99/1; and which are prepared by polymerizing an unsaturated compound selected from the group consisting of aliphatic alcohols having, in the molecule, one hydroxyl group and 1 to 4 double bonds and having 11 to 22 carbon atoms and having a weight ratio: dimer diol/trimer triol ranging from 30/70 to 99/1, to an esterification reaction with .alpha., .beta.-unsaturated carboxylic acids or to a transesterification reaction with lower alkyl esters
REFERENCES:
patent: 5250494 (1993-10-01), Wehrmann et al.
patent: 5556557 (1996-09-01), O'Brien et al.
patent: 5563206 (1996-10-01), Eicken et al.
Coenen, "Catalytic Processes in the Area of Industrial Fatty Acid Products," General Review Journal, 1975, vol. 77, No. 12, pp. 461-467 (and English abstract).
Supplementary European Search Report.
Asao Yoshikazu
Kigawa Hitoshi
Suzuki Noriko
Yamagishi Hiroshi
Acquah Samuel A.
Lion Corporation
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