Telechelic polyolefins and processes for preparing the same
The present disclosure relates to novel telechelic polyolefins of the formula (I) and processes for preparing the same. In at least one aspect, the telechelic polyolefins of the formula (I) comprise unsaturations at both termini.
1. A telechelic polyolefin of the formula (I):
AL 1 L 2 A 2 (I), wherein:
L 1 is a polyolefin;
A 1 is selected from the group consisting of a vinyl group, a vinylidene group of the formula CH 2 ═C(Y 1 )—, a vinylene group of the formula Y 1 CH═CH—, a mixture of a vinyl group and a vinylene group of the formula Y 1 CH═CH—, a mixture of a vinyl group and a vinylidene group of the formula CH 2 ═C(Y 1 )—, a mixture of a vinylidene group of the formula CH 2 ═C(Y 1 )— and a vinylene group of the formula Y 1 CH═CH—, and a mixture of a vinyl group, a vinylidene group of the formula CH 2 ═C(Y 1 )—, and a vinylene group of the formula Y 1 CH═CH—;
Y 1 at each occurrence independently is a C 1 to C 30 hydrocarbyl group;
L 2 is a C 1 to C 32 hydrocarbylene group; and
A 2 is selected from the group consisting of:
wherein the endocyclic double bond in (AC) and (AF) may be between any two adjacent carbon atoms that are ring members, and wherein the pendant methyl group of (AF) may be connected to any carbon atom that is a ring member.
2. The telechelic polyolefin of claim 1 , wherein L 1 is an ethylene-based polymer.
3. The telechelic polyolefin of claim 1 , wherein L 1 is an ethylene homopolymer or an ethylene/alpha-olefin copolymer comprising units derived from ethylene and a C 3 to C 3 n alpha-olefin.
4. The telechelic polyolefin of claim 3 , wherein the C 3 to C 30 alpha-olefin is selected from the group consisting of propylene, 1-butene, 1-hexene, and 1-octene.
5. The telechelic polyolefin of claim 1 , wherein the telechelic polyolefin of the formula (I) comprises a weight average molecular weight (Mw) range from 1,000 to 1,000,000 g/mol.
6. The telechelic polyolefin of claim 1 , wherein L 1 is covalently bonded to each of A 1 and L 2 through carbon-carbon single bonds, and wherein L 2 is covalently bonded to A 2 through a carbon-carbon single bond.
7. A composition comprising the telechelic polyolefin of claim 1 .
8. A process for preparing a telechelic polyolefin, the process comprising:
1) combining starting materials comprising (A) a monomer component, (B) a chain transfer agent component, and (C) a catalyst component comprising a procatalyst to form a solution and polymerizing from greater than 10 mol % to less than or equal to 99 mol % of the (A) monomer component in the solution;
2) heating the solution; and
3) recovering a product comprising the telechelic polyolefin, wherein:
the (B) chain transfer agent component comprises an organoaluminum compound of the formula Al(CH 2 CH(Y 2 )A 2 ) 3 ;
Y 2 at each occurrence independently is hydrogen or a C 1 to C 30 hydrocarbyl group; and
A 2 at each occurrence independently is selected from the group consisting of:
wherein the endocyclic double bond in (AC) and (AF) may be between any two adjacent carbon atoms that are ring members, and wherein the pendant methyl group of (AF) may be connected to any carbon atom that is a ring member.
9. The process of claim 8 , wherein the starting materials further comprise (D) a solvent.
10. The process of claim 8 , wherein step 2) is heating the solution to a temperature of at least 160° C. and holding the solution at the temperature of at least 160° C. for a time of at least 30 seconds.