Compositions comprising a polyfarnesene
View Patent ↗Provided herein are compositions comprising a polyfarnesene. The polyfarnesene can be a farnesene homopolymer derived from a farnesene (e.g., α-farnesene or β-farnesene) or a farnesene interpolymer derived from a farnesene and at least a vinyl monomer. In some embodiments, the at least one vinyl monomer is ethylene, an α-olefin such as styrene, or a substituted or unsubstituted vinyl halide, vinyl ether, acrylonitrile, acrylic ester, methacrylic ester, acrylamide or methacrylamide, or a combination thereof.
1. A composition comprising a polyfarnesene, wherein the polyfarnesene has formula (X′):
wherein n is from 1 to about 100,000; m is from 0 to about 100,000; X has one or more of formulae (I′)-(VIII′):
Y has formula (IX′):
wherein R 1 has formula (XI):
R 2 has formula (XII):
R 3 has formula (XIII):
R 4 has formula (XIV):
wherein each of R 5 , R 6 , R 7 and R 8 is independently H, alkyl, cycloalkyl, aryl, cycloalkenyl, alkynyl, heterocyclyl, alkoxy, aryloxy, carboxy, alkoxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, acyloxy, nitrile or halo, and wherein formula (I′) is in an amount of at most about 80 wt. % and formula (II′) is in an amount of from about 5 wt. % to about 99 wt. %, based on a total weight of the polyfarnesene, with a proviso that when m is 1 or greater, a mole percent ratio of X to Y is from about 1:4 to about 100:1.
2. The composition of claim 1 , wherein the polyfarnesene has a weight-average molecular weight greater than about 60,000 daltons.
3. The composition of claim 1 , wherein the polyfarnesene has a T g less than about −60° C.
4. The composition of claim 1 , wherein formula (II′) is in an amount of from about 10 wt. % to about 99 wt. %, based on a total weight of the polyfarnesene.
5. The composition of claim 1 further comprising an additive selected from the group consisting of plasticizers, oils, waxes, antioxidants, UV stabilizers, colorants or pigments, fillers, flow aids, coupling agents, crosslinking agents, surfactants, solvents and combinations thereof.
6. The composition of claim 1 , wherein m is 0 and the polyfarnesene is a farnesene homopolymer.
7. The composition of claim 1 , wherein m is from 1 to about 100,000 and the polyfarnesene is a random farnesene interpolymer.
8. The composition of claim 1 , wherein m is from 1 to about 100,000 and the polyfarnesene is a block farnesene interpolymer.
9. The composition of claim 8 , wherein the block farnesene interpolymer according to formula X′ comprises one block of one or more X and two blocks each of one or more Y and wherein the one block of one or more X is between the two blocks each of one or more Y.
10. The composition of claim 9 , wherein R 5 is aryl; and each of R 6 , R 7 and R 8 is H.
11. The composition of claim 10 , wherein the aryl is phenyl.
12. The composition of claim 1 , wherein formula (III′) is in an amount of at least about 70 wt. %, based on a total weight of the polyfarnesene.
13. The composition of claim 1 , wherein formula (I′) is in an amount of at most about 70 wt. %, based on a total weight of the polyfarnesene.
14. An article comprising a substrate coated with the composition of claim 1 .
15. The article of claim 14 , wherein the article is a paper product, packaging material, laminated wood panel, kitchen countertop, vehicle, label, disposable diaper, hospital pad, feminine sanitary napkin, surgical drape, tape, case, carton, tray, medical device or bandage.
16. A composition comprising a polyfarnesene, wherein the polyfarnesene is prepared by polymerizing β-farnesene in the presence of a catalyst, wherein cis-1,4-microstructure in the polyfarnesene is in an amount of at most about 80 wt. %, based on a total weight of the polyfarnesene.
17. The composition of claim 16 , wherein the β-farnesene is copolymerized with a vinyl monomer to form a farnesene interpolymer and wherein a mole percent ratio of the farnesene to the vinyl monomer is from about 1:4 to about 100:1.
18. The composition of claim 17 , wherein the vinyl monomer is styrene.
19. The composition of claim 18 , wherein the farnesene interpolymer is a block interpolymer.
20. An article comprising a substrate coated with the composition of claim 16 .