IP Library Granted Patent US 9,458,354
Granted Patent B2
US 9,458,354 · App. 13/401,753 · Granted Oct 4, 2016

Polyurethane dispersions and methods of making and using same

Inventors: Kristopher M. Felice (Wolverine Lake, MI); Adam W. Emerson (Belleville, MI); George F. Willard (Ravenswood, WV); Eric W. Uffman (Maryland Heights, MO); Albert C. Lee (Creve Coeur, MO)
Assignee: Resinate Technologies, Inc.
C09D175/06C08G18/0823C08G18/0852C08G18/0866C08G18/10C08G18/12C08G18/3206C08G18/3228C08G18/3246C08G18/348C08G18/4018C08G18/4208C08G18/4213C08G18/4833C08G18/664C08G18/6637C08G18/6651C08G18/6659C08G18/6674C08G18/6692C08G18/721C08G18/73C08G18/758C08G18/765C08G18/7621C08G18/7671C09D175/04C09J175/04C09J175/06
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,458,354
App. No.
13/401,753
Granted
Oct 4, 2016
Kind
B2
Abstract

The presently disclosed and claimed inventive concept(s) relates generally to polyethylene terephthalate (“PET”) polymers, digested oligomeric derivatives of PET (“dPET”), functionalized oligomeric derivatives of dPET (“dfPET”), and polyurethane dispersions (“PUD”) made from or incorporating dfPET therein.

Claims (8)

1. A composition comprising an aqueous polyurethane dispersion, wherein the dispersion is a reaction product of: (a) toluene diisocyanate; (b) dimethylolpropionic acid; (c) 42 wt. %, based on the combined amounts of toluene diisocyanate, dimethylolpropionic acid, and dfPET, of a depolymerized polyethylene terephthalate (dfPET), said dfPET having a hydroxyl number of 225 mg KOH/g and comprising a reaction product of polyethylene terephthalate (PET) and one molar equivalent of neopentyl glycol per mole of PET; and (d) a chain extender selected from the group consisting of 1,4-butanediol; a mixture of 1,4-butanediol and piperazine; a mixture of 1,4-butanediol and polyethylene glycol 200; and a mixture of 1,6-hexanediol and 1,6-hexanediamine.

2. The composition of claim 1 wherein the dispersion is prepared in a solvent mixture comprising acetone and N-methyl-2-pyrrolidone.

3. The composition of claim 2 wherein the aqueous dispersion comprises, after concentration, less than 5 wt. %, based on the amount of concentrated aqueous dispersion, of the solvent mixture.

4. A coating made from the composition of claim 1 .

5. A composition comprising an aqueous polyurethane dispersion, wherein the dispersion is a reaction product of: (a) tetramethylxylylene diisocyanate (TMXDI); (b) dimethylolpropionic acid; (c) 14 wt. %, based on the combined amounts of TMXDI, dimethylolpropionic acid, and dfPET, of a depolymerized polyethylene terephthalate (dfPET), said dfPET having a hydroxyl number of 373 mg KOH/g and comprising a reaction product of polyethylene terephthalate (PET) and one molar equivalent of neopentyl glycol per mole of PET, and (d) 1,3-diaminopropane.

6. The composition of claim 5 wherein the dispersion is prepared in a solvent mixture comprising acetone and N-methyl-2-pyrrolidone.

7. The composition of claim 6 wherein the aqueous dispersion comprises, after concentration, less than 5 wt. %, based on the amount of concentrated aqueous dispersion, of the solvent mixture.

8. A coating made from the composition of claim 5 .

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 26, 2019
From: STARKWEATHER LABORATORIES, INC.
To: RESINATE MATERIALS GROUP, INC.
Reel/Frame 051369/0470 →
CHANGE OF NAME Recorded Dec 26, 2019
From: RESINATE TECHNOLOGIES, INC.
To: STARKWEATHER LABORATORIES, INC.
Reel/Frame 051419/0810 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2015
From: FELICE, KRISTOPHER M; EMERSON, ADAM W
To: RESINATE MATERIALS GROUP, INC.
Reel/Frame 036139/0161 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2015
From: RESINATE MATERIALS GROUP, INC.
To: RESINATE TECHNOLOGIES, INC.
Reel/Frame 036139/0202 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2015
From: WILLARD, GEORGE F; UFFMAN, ERIC W; LEE, ALBERT C
To: CHEMIR ANALYTICAL SERVICES
Reel/Frame 036139/0230 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2015
From: CHEMIR ANALYTICAL SERVICES
To: RESINATE TECHNOLOGIES, INC.
Reel/Frame 036139/0248 →
Continuity (6)
Continuation In Part 13190066 · Jul 25, 2011
Provisional Application 61404621 · Oct 6, 2010
Provisional Application 61445006 · Feb 21, 2011
Provisional Application 61445013 · Feb 21, 2011
Provisional Application 61511378 · Jul 25, 2011
Related Publication 20120259061A1 · Oct 11, 2012