Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...
Reexamination Certificate
2000-07-31
2002-03-05
Seidleck, James J. (Department: 1711)
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Mixing of two or more solid polymers; mixing of solid...
C525S069000, C525S070000, C525S073000, C525S259000, C525S327600
Reexamination Certificate
active
06353054
ABSTRACT:
FIELD OF THE INVENTION
The present invention relates to poly(alkenyl-co-maleimide) polymers and to the use of such polymers as cocurable compositions with diene rubbers, producing high damping additives for use in rubber compositions.
BACKGROUND OF THE INVENTION
Imidization between a maleic anhydride and a primary amine group is a known chemical reaction. The synthesis of monofunctional N-alkyl and N-aryl maleimides is also known. They have been used to improve the heat stability of homo- and copolymers prepared from vinyl monomers. Typically, the bulk resins include ABS -poly(acrylonitrile-co-butadiene-co-styrene); SAN—a polyblend of poly(acrylonitrile-co-butadiene) and poly(styrene-co-acrylonitrile); poly(vinyl chloride), poly(styrene-co-acrylonitrile); poly(methyl methacrylate); or the like. The maleimides can be copolymerized with other monomers such as acrylonitrile, butadiene, styrene, methyl methacrylate, vinyl chloride, vinyl acetate and many other comonomers. An alternative practice is to produce copolymers of maleimides with other monomers such as styrene and optionally acrylonitrile, and to blend these with ABS and SAN resins. In any event, the polymer compositions are adjusted so that the copolymers are fully compatible with the bulk resins (e.g., ABS and/or SAN) as shown by the presence of a single glass transition point (T
g
) as determined by DSC.
Two or more polymers may be blended together to form a wide variety of random or structured morphologies to obtain products that potentially offer desirable combinations of characteristics. However, obtaining many potential combinations through simple blending may be difficult or even impossible in practice. Frequently, the two polymers are thermodynamically immiscible, which precludes generating a truly homogeneous product. This immiscibility is not always a problem since it can be desirable to have a two-phase structure. However, the situation at the interface between these two phases often leads to problems. The typical case is one of high interfacial tension and poor adhesion between the two phases. This interfacial tension contributes, along with high viscosities, to the inherent difficulty of imparting the desired degree of dispersion to random mixtures and to their subsequent lack of stability, giving rise to gross separation or stratification during processing or use. Poor adhesion leads, in part, to weak and brittle mechanical behavior often observed in dispersed blends and may render some highly structured morphologies impossible.
Provision of an extended grafted copolymer having the impact strength of polypropylene, the elastomeric properties of a block copolymer, high damping properties, and thermostability remains highly desirable.
SUMMARY OF THE INVENTION
The present invention is generally directed to a process for forming a diene-rubber grafted centipede polymer. The process includes copolymerizing a copolymer comprising a maleimide and at least one monomer unit chosen from the group consisting of vinyl aromatic hydrocarbons, R
1
R
2
ethylenes, or alkyl vinyl ethers with an amine. The amine is further functionalized with at least one functional group capable of grafting to a diene rubber. The copolymer is cocured with a diene rubber to form the diene-rubber grafted centipede polymer.
In one aspect of the present invention, a second amine, which is saturated, is reacted with the copolymer comprising a maleimide and at least one monomer unit chosen from the group consisting of vinyl aromatic hydrocarbons, R
1
R
2
ethylenes, or alkyl vinyl ethers. The copolymer is then reacted with the first amine.
In another aspect of the present invention, a co-curable rubber composition comprising a diene rubber/and a copolymer is provided. The copolymer includes at least one maleimide unit formed from the reaction of maleic ahydride with an unsaturated amine, and at least one monomer unit chosen from the group consisting of vinyl aromatic hydrocarbons, alkyl vinyl ethers, and R
1
R
2
ethylenes. The alkyl vinyl ethers are chosen such that the alkyl group is substituted or unsubstituted, linear or branched, having between 1 and 20 carbons. The R
1
R
2
ethylene monomers are chosen such that the R
1
and R
2
substituents independently are hydrogen, or are substituted or unsubstituted C
1
to C
20
alkyl groups.
The following definitions apply herein throughout unless a contrary intention is expressly indicated:
The terms “vinyl aromatic” and “alkenyl benzene” are used interchangeably.
The term “maleic anhydride” encompasses dicarboxylic acids, including maleic anhydride, which can form a copolymer with an alkenyl benzene, an alkyl vinyl ether, or an R
1
R
2
ethylene, the copolymer having monomer units reacted through the dicarboxylic acid which are capable of reaction with an amine functional group.
The term “maleimide” encompasses the reaction product of an amine and a maleic anhydride, described above.
The term “R
1
R
2
ethylene” as used herein encompasses monomer units of the general formula:
where R
1
and R
2
are the same or different substituents on the same or different carbon atoms of the ehtylene group, and are selected from hydrogen and substituted C
1
-C
20
alkyl groups.
REFERENCES:
patent: 2725367 (1955-11-01), Niederhauser et al.
patent: 2971934 (1961-02-01), Brown et al.
patent: 3244664 (1966-04-01), Zelinski et al.
patent: 3281383 (1966-10-01), Zelinski et al.
patent: 3297654 (1967-01-01), Barr et al.
patent: 3414551 (1968-12-01), Reid et al.
patent: 3428596 (1969-02-01), Strand et al.
patent: 3480580 (1969-11-01), Joyner et al.
patent: 3481910 (1969-12-01), Brunson et al.
patent: 3492227 (1970-01-01), Kolaian
patent: 3528936 (1970-09-01), Kent et al.
patent: 3577365 (1971-05-01), Folzenlogen et al.
patent: 3594452 (1971-07-01), De La Marre et al.
patent: 3751378 (1973-08-01), Cowperthwaite et al.
patent: 3761458 (1973-09-01), Holler et al.
patent: 3796687 (1974-03-01), Collette et al.
patent: 3840449 (1974-10-01), Furukawa et al.
patent: 3862265 (1975-01-01), Steinkamp et al.
patent: 3970608 (1976-07-01), Furukawa et al.
patent: 3985830 (1976-10-01), Fetters et al.
patent: 3998907 (1976-12-01), Di Giulio
patent: 4015612 (1977-04-01), Pavlik et al.
patent: 4017669 (1977-04-01), Collette et al.
patent: 4087485 (1978-05-01), Huff
patent: 4104241 (1978-08-01), Roberts et al.
patent: 4104332 (1978-08-01), Zelinksi
patent: 4132531 (1979-01-01), Cummings et al.
patent: 4139417 (1979-02-01), Marie et al.
patent: 4151336 (1979-04-01), Sackmann et al.
patent: 4151337 (1979-04-01), Kanoh et al.
patent: 4287314 (1981-09-01), Fava
patent: 4304886 (1981-12-01), Bean et al.
patent: 4374951 (1983-02-01), Lee et al.
patent: 4404321 (1983-09-01), Abolins et al.
patent: 4404322 (1983-09-01), Saito et al.
patent: 4408010 (1983-10-01), Le-Khac
patent: 4423196 (1983-12-01), Arlt et al.
patent: 4427828 (1984-01-01), Hergenorother et al.
patent: 4502229 (1985-03-01), Kitzman
patent: 4506056 (1985-03-01), Gaylord
patent: 4540753 (1985-09-01), Cozewith et al.
patent: 4585824 (1986-04-01), Uchida et al.
patent: 4605700 (1986-08-01), Le-Khac
patent: 4683275 (1987-07-01), Kato et al.
patent: 4728463 (1988-03-01), Sutker et al.
patent: 4732928 (1988-03-01), Mizushiro et al.
patent: 4735992 (1988-04-01), Nogues
patent: 4771097 (1988-09-01), Sackmann et al.
patent: 4772657 (1988-09-01), Akiyama et al.
patent: 4889896 (1989-12-01), Canova et al.
patent: 4893055 (1990-01-01), Fuzzi et al.
patent: 4912144 (1990-03-01), McCready
patent: 4921910 (1990-05-01), Lunt et al.
patent: 4931502 (1990-06-01), McCready
patent: 4996262 (1991-02-01), Pyke et al.
patent: 5008324 (1991-04-01), Killgoar, Jr. et al.
patent: 5034449 (1991-07-01), Mallikarjun
patent: 5037924 (1991-08-01), Tazi et al.
patent: 5082913 (1992-01-01), Tazi et al.
patent: 5122161 (1992-06-01), Benfaremo et al.
patent: 5126403 (1992-06-01), Graiver et al.
patent: 5156920 (1992-10-01), Aycock et al.
patent: 5202384 (1993-04-01), Pyke et al.
patent: 5212227 (1993-05-01), Sakazume et al.
patent: 5219628 (1993-06-01), Hathaway et al.
patent: 5225498 (1993-07-01), Sorathia et al.
pat
Kelley Edward D.
Wang Xiaorong
Asinovsky Olga
Burleson David G.
Seidleck James J.
Skerry Ann M.
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