Farnesene-based macromonomers and methods of making and using the same

Patent metadata

Field	Value
Publication number	US-11117988-B2
Application number	US-201916719179-A
Country	US
Kind code	B2
Filing date	Dec 18, 2019
Priority date	Sep 15, 2016
Publication date	Sep 14, 2021
Grant date	Sep 14, 2021

Abstract

A macromonomer precursor is provided that includes a polymeric chain derived from farnesene and a single functional terminal end. The functional terminal end may include a hydroxyl group, an amino group, an epoxy group, an isocyanato group, or a carboxylic acid group. The terminal end of the macromonomer precursor may then be reacted with a (meth)acrylate to form a macromonomer having a (meth)acrylate functionalized terminal end that may be (co)polymerized with radically polymerizable monomers, such as alkyl(meth)acrylate monomers. Alternatively, a copolymer may be obtained by first deriving a poly(meth)acrylate from (meth)acrylate monomers having reactive groups that would allow the macromonomer precursors to be grafted onto the poly(meth)acrylate in a second step. The resulting copolymer may be incorporated as an additive in various formulations, such as a lubricant, a hydraulic fluid, a cosmetic composition, and an adhesive composition.

First claim

We claim:

1. A copolymer derived from monomers comprising:
a) radically polymerizable monomers; and
b) one or more macromonomers comprising
a polymeric chain derived from farnesene, and
a (meth)acrylate functionalized terminal end.

2. The copolymer of claim 1 , wherein the radically polymerizable monomers comprise alkyl(meth)acrylate monomers having a structure according to formula (I):

wherein R is hydrogen or methyl, and R 1 is a linear, branched or cyclic alkyl residue with 1 to 40 carbon atoms.

3. The copolymer of claim 2 , wherein the radically polymerizable monomers further comprise vinyl aromatics, fumarates, maleates, vinyl esters, acrylonitriles, and combinations thereof.

4. The copolymer of claim 1 , wherein the radically polymerizable monomers further comprise ethylene, 1,3-dienes, styrene, α-methyl styrene, and combinations thereof.

5. The copolymer of claim 1 having a weight average molecular weight of from 5,000 to 1,000,000.

6. The copolymer of claim 1 , wherein the one or more macromonomers comprises a single (meth)acrylate functionalized terminal end.

7. A lubricant composition comprising
base oil containing at least one of an ester oil and a hydrocarbon oil; and
the copolymer of claim 1 .

8. A hydraulic fluid composition comprising the copolymer of claim 1 .

9. A cosmetic composition comprising the copolymer of claim 1 .

10. An adhesive composition comprising the copolymer of claim 1 .

Assignees

• Fina Technology

Inventors

• Henning Steven K
• Yoo Taejun
• Chao Herbert S

Classifications

• C09J147/00 Primary

  Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Adhesives based on derivatives of such polymers (C09J145/00 takes precedence; based on conjugated diene rubbers C09J109/00 - C09J121/00) · CPC title

• C08F36/22 Primary

  the radical having three or more carbon-to-carbon double bonds · CPC title

• C08F2500/17

  Viscosity · CPC title

• C08F136/22

  the radical having three or more carbon-to-carbon double bonds · CPC title

• C08C19/44

  of polymers containing metal atoms exclusively at one or both ends of the skeleton · CPC title