IP Library Granted Patent US 10,899,863
Granted Patent B2
US 10,899,863 · App. 15/189,763 · Granted Jan 26, 2021

Oil soluble rheology modifying star macromolecules

Inventors: Wojciech Jakubowski (Sugar Land, TX); Patrick McCarthy (Pittsburgh, PA); Nicolay Tsarevsky (Dallas, TX); James Spanswick (Pittsburgh, PA)
Assignee: Pilot Polymer Technologies, Inc.
C08F293/005A61K8/8152A61K8/90A61Q19/00C08F293/00C08G83/003A61K2800/10A61K2800/48A61K2800/544C08F2438/01C08F2438/03C08J2300/206
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Quick Facts
Patent No.
US 10,899,863
App. No.
15/189,763
Granted
Jan 26, 2021
Kind
B2
Abstract

Oil soluble rheology modifying star macromolecules having a core and five or more polymeric arms, and compositions comprising the same. The polymeric arms on a star are covalently attached to the core of the star; each polymeric arm comprises one or more (co)polymer segments; and each polymeric arm comprises a monomeric unit of a methyl methacrylate. The oil soluble rheology modifying star macromolecules and compositions comprising the same for use in oil based systems.

Claims (18)

1. A polymer composition comprising one or more star macromolecules formed by an arm-first living-controlled radical polymerization and having a core and a plurality of polymeric arms, wherein

a) at least one arm of the plurality of polymeric arms is a polymeric arm; and

b) at least one arm of the plurality of polymeric arms is a copolymeric arm, wherein:

the copolymeric arm comprises a longer polymeric segment proximal to the core and a shorter polymeric segment distal to the core; and

c) wherein at least one polymeric arm or copolymeric arm comprises one or more of a monomeric unit of an acrylamide, N,N-dimethylaminoethyl acrylate, N,N-dimethylaminoethyl methacrylate, N,N-dimethylaminoethyl acrylamide, quaternised N,N-dimethylaminoethyl acrylamide, N,N-dimethylaminoethyl methacrylamide, quaternised N,N-dimethyl aminoethyl methacrylamide, quaternised N,N-dimethyl-aminoethyl acrylate, quaternised N,N-dimethylaminoethyl methacrylate, and quaternized dimethylaminoethyl methacrylate; and

wherein the one or more star macromolecules are soluble in oil.

2. The polymer composition of claim 1 , wherein the living-controlled radical polymerization is a RAFT, ATRP, NMP, TEMPO, RCTP, TERP, SBRP or BIRP polymerization.

3. The polymer composition of claim 1 , wherein the living-controlled radical polymerization is a RAFT polymerization or ATRP polymerization.

4. The polymer composition of claim 1 , wherein the star macromolecules are oil-soluble rheology-modifying star macromolecules.

5. The polymer composition of claim 1 , wherein the one or more star macromolecules are thickeners for an oil-based system.

6. The polymer composition of claim 1 , wherein the one or more star macromolecules provides rheology control over viscosity in an oil based system.

7. The polymer composition of claim 1 , wherein the at least one copolymeric arm is a random, gradient, or block copolymeric arm.

8. The polymer composition of claim 1 , wherein the plurality of polymeric arms, the at least one polymeric arm, or the at least one copolymeric arm, further comprises a monomeric unit of a styrene.

9. The polymer composition of claim 8 , wherein the styrene is substituted with one or more C1-C12 straight or branched chain alkyl groups.

10. The polymer composition of claim 1 , wherein the plurality of polymeric arms, the at least one polymeric arm, or the at least one copolymeric arm, further comprises a monomeric unit of: dodecyl acrylate, N-dodecyl methacrylamide, styrene, or 2-ethylhexyl methacrylate.

11. The polymer composition of claim 1 , wherein the core comprises a polymerized monomeric residues of: 1,2-divinylbenzene; 1,3-divinylbenzene; 1,4-divinylbenzene; 1,2-ethanediol di(meth)acrylate; 1,3-propanediol di(meth)acrylate; 1,4-butanediol di(meth)acrylate; 1,5-hexanediol di(meth)acrylate; divinylbenzene; ethyleneglycol di(meth)acrylate; di(ethylene glycol) diacrylate (DEGlyDA); propyleneglycol di(meth)acrylate; butyleneglycol di(meth)acrylate; triethyleneglycol di(meth)acrylate; polyethyleneglycol di(meth)acrylate; polypropyleneglycol di(meth)acrylate; polybutyleneglycol di(meth)acrylate; allyl(meth)acrylate; glycerol di(meth)acrylate; trimethyloipropane tri(meth)acrylate; pentaerythritol tetra(meth)acrylate; allyl methacrylate; or allyl acrylate.

12. An oil based system additive, comprising the polymer composition of claim 1 .

13. The polymer composition of claim 1 , wherein the polymeric arm is shorter than the copolymeric arm.

Assignments (5)
SECURITY INTEREST Recorded Mar 2, 2023
From: PILOT CHEMICAL CORP.; PILOT POLYMER TECHNOLOGIES, INC.; LIQUID MINERALS GROUP LTD.
To: U.S. BANK NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 062859/0909 →
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY PREVIOUSLY RECORDED AT REEL: 046986 FRAME: 0143. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jan 15, 2019
From: ATRP SOLUTIONS, INC.
To: PILOT POLYMER TECHNOLOGIES, INC.
Reel/Frame 048077/0454 →
SECURITY INTEREST Recorded Sep 5, 2018
From: PILOT POLYMER TECHNOLOGIES, INC.
To: U.S. BANK NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 046794/0322 →
CHANGE OF NAME Recorded Aug 30, 2018
From: ATRP SOLUTIONS, INC.
To: PILOT POLYMER TECHNOLGIES, INC.
Reel/Frame 046986/0143 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 11, 2016
From: JAKUBOWSKI, WOJCIECH; MCCARTHY, PATRICK; TSAREVSKY, NICOLAY; SPANSWICK, JAMES
To: ATRP SOLUTIONS, INC.
Reel/Frame 040290/0916 →
Continuity (4)
Continuation 14036993 · Sep 25, 2013
Continuation 12799411 · Apr 23, 2010
Provisional Application 61214397 · Apr 23, 2009
Related Publication 20170051094A1 · Feb 23, 2017
Cited By (1)
US 12,221,524