Granted Patent B2

US 8,592,543 · App. 13/409,129 · Granted Nov 26, 2013

Abstract

Claims (40)

1. A polyfarnesene derived from a farnesene and a vinyl monomer, wherein the polyfarnesene comprises one or more polymer molecules, each of the molecules independently having formula (X′):

wherein each of n and m is independently an integer from 1 to about 100,000; X is derived from the farnesene and has one or more of formulae (I′)-(VIII′):

 and

Y is derived from the vinyl monomer and has formula (IX′):

wherein R 1 has formula (XI):

R 2 has formula (XII):

R 3 has formula (XIII):

 and

R 4 has formula (XIV):

wherein R 5 is carboxy, alkoxycarbonyl, hydroxyalkoxycarbonyl, aminoalkoxycarbonyl, pyridyl, cyano, halo or acyloxy; R 7 is H, alkyl or halo; and each of R 6 and R 8 is independently H, wherein the farnesene is α-farnesene or β-farnesene or a combination thereof, wherein an amount of the farnesene is at least 25 mole %, based on the total amount of the polyfarnesene.

2. The polyfarnesene of claim 1 , wherein the amount of the farnesene is greater than 30 mole %, based on the total amount of the polyfarnesene.

3. The polyfarnesene of claim 1 , wherein R 5 is carboxy; and R 7 is H or alkyl.

4. The polyfarnesene of claim 1 , wherein R 5 is alkoxycarbonyl; and R 7 is H or alkyl.

5. The polyfarnesene of claim 4 , wherein the alkoxycarbonyl is methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, isopentoxycarbonyl, neopentoxycarbonyl, hexoxycarbonyl, heptoxycarbonyl, octoxycarbonyl, or decoxycarbonyl.

6. The polyfarnesene of claim 1 , wherein R 5 is hydroxyalkoxycarbonyl or aminoalkoxycarbonyl; and R 7 is H or alkyl.

7. The polyfarnesene of claim 6 , wherein the hydroxyalkoxycarbonyl is hydroxyethoxycarbonyl; and the aminoalkoxycarbonyl is aminoethoxycarbonyl.

8. The polyfarnesene of claim 1 , wherein R 5 is pyridyl or cyano; and R 7 is H.

9. The polyfarnesene of claim 1 , wherein R 5 is acyloxy; and R 7 is H.

10. The polyfarnesene of claim 9 , wherein the acyloxy is CH 3 C(═O)—O—.

11. The polyfarnesene of claim 1 , wherein R 5 is halo; and R 7 is H or halo.

12. The polyfarnesene of claim 11 , wherein R 5 is chloro; and R 7 is H.

13. The polyfarnesene of claim 11 , wherein R 5 is fluoro; and R 7 is fluoro.

14. A polyfarnesene comprising units derived from a farnesene and units derived from two different vinyl monomers, wherein the farnesene is α-farnesene or β-farnesene or a combination thereof, and wherein each of the two different vinyl monomers independently has formula (XV):

wherein R 5 is carboxy, alkoxycarbonyl, hydroxyalkoxycarbonyl, aminoalkoxycarbonyl, pyridyl, cyano, halo or acyloxy; R 7 is H, alkyl or halo; and each of R 6 and R 8 is independently H.

15. The polyfarnesene of claim 14 , wherein R 5 of one of the two different vinyl monomers is carboxy or alkoxycarbonyl; and R 7 of the one of the two different vinyl monomers is H or alkyl.

16. The polyfarnesene of claim 15 , wherein R 5 of the remaining one of the two different vinyl monomers is alkoxycarbonyl, hydroxyalkoxycarbonyl or aminoalkoxycarbonyl; and R 7 of the remaining one of the two different vinyl monomers is H or alkyl.

17. The polyfarnesene of claim 16 , wherein each of the alkoxycarbonyl groups is independently methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, isopentoxycarbonyl, neopentoxycarbonyl, hexoxycarbonyl, heptoxycarbonyl, octoxycarbonyl, or decoxycarbonyl; the hydroxyalkoxycarbonyl is hydroxyethoxycarbonyl; and the aminoalkoxycarbonyl is aminoethoxycarbonyl.

18. The polyfarnesene of claim 14 , wherein R 5 of one of the two different vinyl monomers is alkoxycarbonyl or hydroxyalkoxycarbonyl; and R 7 of the one of the two different vinyl monomers is alkyl; R 5 of the remaining one of the two different vinyl monomers is alkoxycarbonyl; and R 7 of the remaining one of the two different vinyl monomers is H or alkyl.

19. A polyfarnesene comprising units derived from a farnesene and units derived from three different vinyl monomers, wherein the farnesene is α-farnesene or β-farnesene or a combination thereof,

and wherein each of the three different vinyl monomers independently has formula (XV):

wherein R 5 is carboxy, alkoxycarbonyl, hydroxyalkoxycarbonyl, aminoalkoxycarbonyl, pyridyl, cyano, halo or acyloxy; R 7 is H, alkyl or halo; and each of R 6 and R 8 is independently H.

20. The polyfarnesene of claim 19 , wherein R 5 of one of the three different vinyl monomers is carboxy or alkoxycarbonyl; and R 7 of the one of the three different vinyl monomers is H or alkyl.

21. The polyfarnesene of claim 20 , wherein R 5 of another one of the three different vinyl monomers is alkoxycarbonyl, hydroxyalkoxycarbonyl or aminoalkoxycarbonyl; and R 7 of the another one of the three different vinyl monomers is H or alkyl.

22. The polyfarnesene of claim 21 , wherein each of the alkoxycarbonyl groups is independently methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, butoxycarbonyl, pentoxycarbonyl, isopentoxycarbonyl, neopentoxycarbonyl,

hexoxycarbonyl, heptoxycarbonyl, octoxycarbonyl, or decoxycarbonyl; the hydroxyalkoxycarbonyl is hydroxyethoxycarbonyl; and the aminoalkoxycarbonyl is aminoethoxycarbonyl.

23. The polyfarnesene of claim 20 , wherein R 5 of another one of the three different vinyl monomers is alkoxycarbonyl; and R 7 of the another one of the three different vinyl monomers is H or alkyl.

24. The polyfarnesene of claim 23 , wherein R 5 of the remaining one of the three different vinyl monomers is alkoxycarbonyl; and each of R 6 , R 7 and R 8 of the remaining one of the three different vinyl monomers is independently H.

25. The polyfarnesene of claim 1 , wherein each of n and m is independently an integer from 1 to about 5,000.

26. The polyfarnesene of claim 1 , wherein each of n and m is independently an integer from 1 to about 1,000.

27. The polyfarnesene of claim 1 , wherein an amount of the vinyl monomer is greater than 20 mole %, based on the total amount of the polyfarnesene.

Assignments (15)