Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Patent
1997-03-13
1999-08-03
Lipman, Bernard
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
5253282, 5253283, 5253288, 5253291, 5253242, 5253293, 5253294, 5253303, 5253309, 5253315, 5253328, 5253329, 5253331, 5253332, 5253333, 5253338, 525387, C08F 800
Patent
active
059326603
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to a process for the modification of (co)polymers which employs cyclic ketone peroxides and to the use of these cyclic ketone peroxides for the modification of (co)polymers.
BACKGROUND OF THE INVENTION
Several processes for the modification of (co)polymers with peroxides are known from the prior art. In many of these processes, unsaturated peroxides are employed. Some examples of these processes can be found in EP-A-0322945 and WO 94/05707.
In addition, Canadian Patent 999,698 teaches that methylethyl ketone peroxides can be used to reduce the viscosity of a-olefinic polymers. Further, EP-A-0-497590 and EP-A-0264156 are examples of patents which suggest the use of methylethyl ketone peroxide and methylisobutyl ketone peroxide for increasing the melt flow index of polypropylene.
Methylethyl ketone peroxide and methylisobutyl ketone peroxide are known to be mixtures of several different ketone peroxide compounds, among which the noncyclic ketone peroxides predominate. However, these ketone peroxides do contain some small quantities of cyclic ketone peroxides which result from side reactions during the preparation of the methylethyl and methylisobutyl ketone peroxides. For example, in commercially available methylethyl ketone peroxides about 1-4% of the total active oxygen content is attributable to cyclic ketone peroxides.
Although these peroxides are known for use in the modification of polymers, their performance in, for example, polypropylene degradation is disappointing and they often cause yellowing of the polymer. Thus, while these peroxides increase the melt flow index of polypropylene, they are not nearly as effective as commercial products such as 2,5-bis(tertiarybutylperoxy)-2,5-dimethyl hexane in this application. The present peroxides offer a performance which is comparable to that of the commercially available peroxides and offer the further advantage that less undesirable by-products are generated by side reactions of the peroxides during their decomposition.
Accordingly, there remains a need in the art for peroxides which provide an acceptable price/performance ratio in polymer modification. These and other objects of the present invention will be apparent from the summary and detailed description of the present invention which follow.
SUMMARY OF THE INVENTION
In a first aspect, the present invention relates to a process for the modification of (co)polymers employing an organic peroxide. The process comprises the step of contacting a (co)polymer with organic peroxide under conditions whereby at least some of said organic peroxide is decomposed. The process is further characterized in that at least 20% of the total active oxygen content of the organic peroxide is attributable to at least one cyclic ketone peroxide selected from peroxides represented by the formulae I-III: ##STR1## wherein R.sub.1 -R.sub.10 are independently selected from the group consisting of hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.20 cycloalkyl, C.sub.6 -C.sub.20 aryl, C.sub.7 -C.sub.20 aralkyl and C.sub.7 -C.sub.20 alkaryl, which groups may include linear or branched alkyl moieties; and each of R.sub.1 -R.sub.10 may be optionally substituted with one or more groups selected from hydroxy, C.sub.1 -C.sub.20 alkoxy, linear or branched C.sub.1 -C.sub.20 alkyl, C.sub.6 -C.sub.20 aryloxy, halogen, ester, carboxy, nitrile, and amido.
In a second aspect, the present invention also relates to the use of an organic peroxide wherein at least 20% of the total active oxygen content is attributable to at least one cyclic ketone peroxide selected from peroxides represented by the formulae I-III; to modify (co)polymers.
International Patent Application No. WO 87/06944 discloses the use of 3,6,6,9,9-pentamethyl-3-n-propyl-1,2,4,5-tetraoxy cyclononane to modify polypropylene and increase its melt flow index. A similar disclosure is found in U.S. Pat. No. 4,451,589. However, these publications do not teach or suggest the use of the present organic peroxides of the formulae
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Bekendam Gerrit
Hogt Andreas Herman
Meijer John
Stigter Leonie Arina
Akzo Nobel nv
Lipman Bernard
Mancini Ralph J.
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