IP Library Granted Patent US 10,889,681
Granted Patent B2
US 10,889,681 · App. 15/540,485 · Granted Jan 12, 2021

Polyurethane catalyst and application thereof

Inventors: Yi Guo (Jiangsu, CN); Shaojuan Huang (Jiangsu, CN); Haoming Zhang (Jiangsu, CN)
C08G18/225B01J31/00C08G18/0823C08G18/163C08G18/168C08G18/1808C08G18/1816C08G18/1825C08G18/1841C08G18/1858C08G18/209C08G18/2018C08G18/2027C08G18/2036C08G18/2063C08G18/2072C08G18/2081C08G18/244C08G18/3206C08G18/3228C08G18/3275C08G18/3281C08G18/4018C08G18/4072C08G18/42C08G18/4208C08G18/4263C08G18/48C08G18/4804C08G18/4825C08G18/4829C08G18/4854C08G18/4887C08G18/603C08G18/657C08G18/664C08G18/6622C08G18/6674C08G18/6677C08G18/6681C08G18/755C08G18/7614C08G18/7621C08G18/7664C08G18/7671C08G18/7685C08J9/127C08J9/144C08J9/145C08L75/08C09D175/08C09J175/00C08G2101/005C08G2101/0008C08G2101/0025C08G2101/0058C08G2101/0083C08G2410/00C08J9/141C08J2203/10C08J2203/142C08J2203/16C08J2203/182C08J2205/06C08J2205/10C08J2207/04C08J2375/08
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Quick Facts
Patent No.
US 10,889,681
App. No.
15/540,485
Granted
Jan 12, 2021
Kind
B2
Abstract

A polyurethane catalyst comprises a sodium compound, the sodium compound being 1 to 60 wt % of the polyurethane catalyst by the mass percent, and further comprises a tertiary amine and/or pyridine compound. The sodium compound and the tertiary amine and/or pyridine compound achieve a synergistic effect; during the catalysis of the polymerization of isocyanate and polyalcohol, the speed of the polymerization reaction is increased; and the prepared polyurethane material has excellent physical properties, does not contain any heavy metal element at all, is an environment-friendly catalyst, solves the technical problem of ensuring environmental protection, safety and the catalytic efficiency of the polyurethane catalyst, and is particularly applicable to the preparation of polyurethane synthetic leather resin slurry, a polyurethane elastomer (prepolymer), a polyurethane coating, a polyurethane adhesive, a polyurethane composite material, flexible polyurethane foam, and a rigid polyurethane material.

Claims (16)

1. A polyurethane catalyst, comprising a sodium compound which accounts for 1-60 wt % by weight of the polyurethane catalyst; wherein the sodium compound is sodium hyaluronate.

2. The polyurethane catalyst according to claim 1 , further comprising a nitrogen compound, which is a tertiary amine compound and/or a pyridine compound.

3. The polyurethane catalyst according to claim 2 , wherein the nitrogen compound is selected from a group consisting of linear polyamine, heterocyclic polyamine, benzene ring polyamines and any combination thereof, and the nitrogen compound accounts for 5-70 wt % by weight of the polyurethane catalyst.

4. The polyurethane catalyst according to claim 3 , wherein the nitrogen compound is selected from a group consisting of triethylenediamine, pentamethylenetriamine, 1,1′-[[3-(dimethylamino)propyl]imino]bis-2-propanol, pentamethyldiethylenetriamine, tetramethyldipropylenetriamine, N,N-dimethyl-1,3-propanediamine, 3-dimethylaminopropyl urea, (dimethylaminoethyl) ether, N,N-bi[3-(dimethylamino)propyl]-N′,N′-dimethyl-1,3-propanediamine, hexadecyl amine, 2-[[3-(dimethylamino)propyl]methylamino]ethanol, 1,3,5-tris(3-(dimethylamino)propyl)-1,3,5-hexahydrotriazine, N,N-dimenthylethanolamine, N,N-dimethyl benzylamine, triethanolamine, diethanolamine, 1,8-diazabicyclo[5,4,0]undecenyl-7-ene, 6-dimethylamino-1-hexanol, N-methyldicyclohexylamine, cetylamine, tetramethylguanidine, 1-isobutyl-2-methylimidazole, 2-amino-α-[[2-(1,1-dimethylethoxy)-2-oxoethoxy]imino]-4-thiazoleacetic acid, O,O-diethyl thiophosphate anhydride, N-ethyl morpholine, N-methylmorpholine, benzylamine, di ethylaminoethanol, N,N′-diisopropylcarbodiimide, 1-ethyl-(3-dimethyllaminopropyl) carbodiimidehydrochloride, 1,2-dimethylimidazole, N-methylimidazole, 2,2-dimorpholinodiethylether, dimethyaminoethoxyethanol, 2-dimethylaminopyridine, 2,4-diaminopyrimidine, 4,5-diaminopyrimidine, 2-methylaminopyridine, 4-dimethylaminopyridine, 2,4-bis(dimethylamino)pyrimidine-6-carboxylic acid, 1-(methylamino)-3-(4-methylpiperazine-1-yl)-2-propanol, amino piperazine hydrochloride, 2,2,4-trimethyl-1-oxa-4-aza-2-silacyclohexane, 1-(2-dimethylaminoethyl) piperazine, 1-(3-dimethylamino-propyl)-piperazine, (2-morpholinopyrid-4-yl)methanamine, 4-chloro-6-dimethylaminopyrimidine, N,N-dimethyl-1-(morpholin-2-yl) methanamine, N,N-dimethyl-1-[(2R)-morpholin-2-yl]methanamine, 4-methylmorpholine-2-methylamine, N,N-dimethyl(4-methyl-1-piperazinyl)ethanamine, hexahydro-1,3,5-trimethyl-S-triazin, 1,3,5-triethylhexahydro-S-triazine, N,N′-carbonyldiimidazole, dicyclohexylcarbodiimide, 3-(diethoxyphosphoryloxy), o-(7-azabenzotriazol-1-yl)-N,N,N′,N′-te-tramethyluroniumhexafluorophosphate, N-hydroxy-7-azabenzotriazole, bromo-tris-pyrrolidino-phosphoniumhexafluorophosphate, O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumtetrafluoroborate, O—(N-succinimido)-1,1,3,3-tetramethyluronium tetrafluoroborate and any combination thereof.

5. The polyurethane catalyst according to claim 4 , wherein the nitrogen compound is selected from a group consisting of pentamethyldiethylenetriamine, 2-dimethylaminopyridine, N,N-dimethyl-1,3-propanediamine, triethylenediamine, 1,3,5-tris(3-(dimethylamino)propyl)-1,3,5-hexahydrotriazine, 1,8-diazabicyclo [5,4,0] undecenyl-7-ene, 2,2-dimorpholinodiethylether, (2-morpholinopyrid-4-yl)methanamine, 2,4-diaminopyrimidine, 1-(methylamino)-3-(4-methylpiperazine-1-yl)-2-propanol and any combination thereof.

6. The polyurethane catalyst according to claim 3 , further comprising a potassium compound which accounts for 2-50 wt % by weight of the polyurethane catalyst.

7. The polyurethane catalyst according to claim 6 , wherein the potassium compound accounts for 2-20 wt % by weight of the polyurethane catalyst.

8. The polyurethane catalyst according to claim 7 , wherein the potassium compound is selected from a group consisting of potassium hydroxide, potassium carbonate, potassium bicarbonate, potassium caproate, potassium caprylate, potassium 2-ethylhexanoate, potassium neodecanoate, potassium caprate, potassium salicylate, potassium laurate, potassium citrate, potassium methoxide, potassium cellulose, potassium carboxymethylcellulose, potassium hyaluronate, potassium alginate, potassium gluconateand any combination thereof.

9. The polyurethane catalyst according to claim 8 , wherein the potassium compound is from a group consisting of potassium laurate, potassium citrate, potassium alginate, potassium cellulose and any combination thereof.

10. The polyurethane catalyst according to claim 9 , further comprising an organic solvent and a stabilizer, the organic solvent being represented by formula (1):

X—R—Y  (1)

wherein R is an alkyl group of C 1˜20 , a polyether group represented by formula (2), a nitrogen-containing group represented by formula (3), a nitrogen-containing group represented by formula (4), amide represented by formula (5) or amide represented by formula (6);

X and Y independently are H, OH, R or R 1 ;

1<n≤100;

R 1 and R 2 independently are a linear, branched or cyclic, aliphatic or aromatic, saturated or unsaturated, unsubstituted or heteroatom-substituted hydrocarbon group having 1 to 10 carbon atoms; and

V i , V i1 and V i2 independently are a polyether group represented by formula (2).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 17, 2023
From: GUO, YI; HUANG, SHAOJUAN; ZHANG, HAOMING
To: JIANGSU OSIC PERFORMANCE MATERIALS CO. LTD.
Reel/Frame 062393/0964 →
Priority Claims (3)
CN 2014 1 0851449 · Dec 31, 2014 · national
CN 2014 1 0851978 · Dec 31, 2014 · national
CN 2014 1 0852148 · Dec 31, 2014 · national
Continuity (1)
Related Publication 20180273671A1 · Sep 27, 2018