Polyol composition using glucose-containing saccharide composition, and polyurethane foam including same

Patent metadata

Field	Value
Publication number	US-12503547-B2
Application number	US-202118014593-A
Country	US
Kind code	B2
Filing date	Jul 5, 2021
Priority date	Jul 6, 2020
Publication date	Dec 23, 2025
Grant date	Dec 23, 2025

Abstract

The present invention pertains to: a polyol composition containing a polysaccharide alcohol, a polysaccharide alcohol-derived anhydrosugar alcohol, and an anhydrosugar alcohol polymer; and a polyurethane foam including same. More specifically, the present invention pertains to: a polyol composition containing a) a monoanhydrosugar alcohol, b) a dianhydrosugar alcohol, c) a polysaccharide alcohol, d) a polysaccharide alcohol-derived anhydrosugar alcohol, and e) at least one polymer of a) to d), wherein physical properties such as the number average molecular weight (Mn), polydispersity index (PDI), and average number of OH groups per molecule of the polyol composition satisfy certain levels, the polyol composition can contribute to the improvement of physical properties such as strength, elongation, and thermal insulation when used as a raw material for polyurethane, etc., using a hydrogenated sugar composition obtained from a saccharide mixture containing glucose and polysaccharides (disaccharides or higher saccharides) improves productivity, and costs can be reduced compared to the case of using conventional high-purity hydrogenated sugar; and a polyurethane foam including same.

First claim

The invention claimed is:

1 . A polyol composition comprising:
a) monoanhydrosugar alcohol; b) dianhydrosugar alcohol; c) a polysaccharide alcohol represented by the following Formula 1; d) anhydrosugar alcohol derived from a polysaccharide alcohol represented by the following Formula 1; and e) a polymer of one or more of a) to d); wherein (i) the composition has a number average molecular weight (Mn) of 193 to 1,589 g/mol; (ii) the composition has a polydispersity index (PDI) of 1.13 to 3.41; and (iii) the average number of −OH groups per molecule in the composition is 2.54 to 21.36:

in Formula 1, n is an integer of 0 to 4.

2 . The polyol composition according to claim 1 , wherein d) anhydrosugar alcohol derived from a polysaccharide alcohol represented by Formula 1 is selected from a compound represented by the following Formula 2, a compound represented by the following Formula 3 or a mixture thereof:

in Formulae 2 and 3, each of n is independently an integer of 0 to 4.

3 . The polyol composition according to claim 1 , wherein the monoanhydrosugar alcohol is monoanhydrosugar hexitol.

4 . The polyol composition according to claim 1 , wherein the dianhydrosugar alcohol is dianhydrosugar hexitol.

5 . The polyol composition according to claim 1 , wherein e) the polymer of one or more of a) to d) comprises at least one selected from the group consisting of condensation polymers prepared from the following condensation reaction:
condensation reaction of monoanhydrosugar alcohol, condensation reaction of dianhydrosugar alcohol, condensation reaction of the polysaccharide alcohol represented by Formula 1, condensation reaction of anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, condensation reaction of monoanhydrosugar alcohol and dianhydrosugar alcohol, condensation reaction of monoanhydrosugar alcohol and polysaccharide alcohol represented by Formula 1, condensation reaction of monoanhydrosugar alcohol and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, condensation reaction of dianhydrosugar alcohol and polysaccharide alcohol represented by Formula 1, condensation reaction of dianhydrosugar alcohol and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, condensation reaction of polysaccharide alcohol represented by Formula 1 and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, condensation reaction of monoanhydrosugar alcohol, dianhydrosugar alcohol and polysaccharide alcohol represented by Formula 1, condensation reaction of monoanhydrosugar alcohol, dianhydrosugar alcohol and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, condensation reaction of monoanhydrosugar alcohol, polysaccharide alcohol represented by Formula 1 and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, condensation reaction of dianhydrosugar alcohol, polysaccharide alcohol represented by Formula 1 and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1, or condensation reaction of monoanhydrosugar alcohol, dianhydrosugar alcohol, polysaccharide alcohol represented by Formula 1 and anhydrosugar alcohol derived from polysaccharide alcohol represented by Formula 1.

6 . The polyol composition according to claim 1 , which is prepared by hydrogenating a glucose-containing saccharide composition to prepare a hydrogenated sugar composition, heating the obtained hydrogenated sugar composition under an acid catalyst to a dehydration reaction by heating and conducting thin-film-distillation of the obtained dehydration reaction product.

7 . The polyol composition according to claim 6 , wherein the glucose-containing saccharide composition comprises 41 to 99.5 wt % of glucose based on the total weight of the glucose-containing saccharide composition.

8 . The polyol composition according to claim 6 , wherein the hydrogenated sugar composition comprises 0.8 to 57 wt % of the polysaccharide alcohol represented by Formula 1, based on the total dry weight of the hydrogenated sugar composition.

9 . The polyol composition according to claim 6 , wherein the hydrogenation is carried out under a hydrogen pressure condition of 30 to 80 atm and a heating condition of 110° C. to 135° C., the dehydration reaction is carried out under a reduced pressure condition of 1 mmHg to 100 mmHg and a heating condition of 105° C. to 200° C. and the thin-film-distillation is conducted under reduced pressure condition of 2 mbar or less and a heating condition of 150° C. to 175° C.

10 . An alkylene oxide-added polyol composition prepared by adding an alkylene oxide to the polyol composition according to claim 1 .

11 . A polyol premix composition comprising a polyol component, a catalyst, a surfactant and a blowing agent,
wherein the polyol component is the alkylene oxide-added polyol composition according to claim 10 or a mixture of the alkylene oxide-added polyol composition and a polyol other than the alkylene oxide-added polyol composition.

12 . A two-component type composition for preparing polyurethane foam, comprising the polyol premix composition according to claim 11 as a first component; and a polyisocyanate as a second component.

13 . A method for preparing polyurethane foam, comprising mixing and reacting the polyol premix composition according to claim 11 as a first component; and a polyisocyanate as a second component.

14 . A polyurethane foam prepared by mixing and reacting the polyol premix composition according to claim 11 as a first component; and a polyisocyanate as a second component.

Assignees

• Samyang Corp

Inventors

• Im Jun Seop
• Ryu Hoon

Classifications

• C08G2101/00

  Manufacture of cellular products · CPC title

• C08G18/7664 Primary

  containing alkylene polyphenyl groups · CPC title

• C08G18/6484 Primary

  Polysaccharides and derivatives thereof · CPC title

• C08G18/14

  Manufacture of cellular products · CPC title

• C08G18/3218 Primary

  containing cyclic groups having at least one oxygen atom in the ring · CPC title