Polyol composition comprising anhydrosugar alcohols and anhydrosugar alcohol polymer

Patent metadata

Field	Value
Publication number	US-12049535-B2
Application number	US-202017616465-A
Country	US
Kind code	B2
Filing date	Jun 3, 2020
Priority date	Jun 4, 2019
Publication date	Jul 30, 2024
Grant date	Jul 30, 2024

Abstract

The present invention relates to a polyol composition comprising anhydrosugar alcohols and an anhydrosugar alcohol polymer and, more specifically, to a polyol composition comprising a monoanhydrosugar alcohol, a dianhydrosugar alcohol, and a polymer of a monoanhydrosugar alcohol and/or a dianhydrosugar alcohol, the polyol composition being usable in various fields since the physical property conditions of the composition, such as number average molecular weight (Mn), polydispersity index (PDI) and hydroxyl value, satisfy specific levels, and, particularly, being capable of remarkably improving the physical properties of a polyurethane, such as tensile strength and elongation, when used as a polyurethane chain extender.

First claim

The invention claimed is:

1. A polyol composition comprising monoanhydrosugar alcohol; dianhydrosugar alcohol; and polymer of one or more of monoanhydrosugar alcohol and dianhydrosugar alcohol, wherein:
(i) the number average molecular weight (Mn) of the composition is 160 to 445;
(ii) the poly dispersity index (PDI) of the composition is 1.25 to 3.15; and
(iii) the hydroxyl value of the composition is 645 to 900 mgKOH/g.

2. The polyol composition of claim 1 , wherein the average number of —OH groups per molecule in the composition is 2.6 to 5.0.

3. The polyol composition of claim 1 , wherein one or more of the monoanhydrosugar alcohol; dianhydrosugar alcohol; and polymer of one or more of monoanhydrosugar alcohol and dianhydrosugar alcohol is obtained in a procedure for preparing anhydrosugar alcohol by dehydration reaction of hydrogenated sugar.

4. The polyol composition of claim 1 , wherein the monoanhydrosugar alcohol is monoanhydrohexitol.

5. The polyol composition of claim 1 , wherein the dianhydrosugar alcohol is dianhydrohexitol.

6. The polyol composition of claim 1 , wherein the polymer of one or more of monoanhydrosugar alcohol and dianhydrosugar alcohol is a condensation polymer prepared from condensation reaction of monoanhydrosugar alcohol, condensation reaction of dianhydrosugar alcohol, or condensation reaction of monoanhydrosugar alcohol and dianhydrosugar alcohol.

7. The polyol composition of claim 1 , wherein the polymer of one or more of monoanhydrosugar alcohol and dianhydrosugar alcohol is one or more selected from the group consisting of polymers represented by the following formulas 1 to 5:

wherein: in formulas 1 to 5,
each of a to d is independently an integer of 0 to 25, provided that a+b+c+d is 2 to 100.

8. The polyol composition of claim 1 which is prepared by dehydration reaction of hydrogenated sugar with heating in the presence of acid catalyst and thin film distillation of the resulting product of the dehydration reaction.

9. The polyol composition of claim 8 , wherein the dehydration reaction is conducted under reduced pressure condition of 25 to 40 torr and heating condition of 125 to 150° C., and the thin film distillation is conducted under reduced pressure condition of 2 mbar or less and heating condition of 150 to 175° C.

10. A chain extender comprising the polyol composition of claim 1 .

11. A chain-extended polyurethane, comprising:
polyurethane prepolymer; and
chain-extended part by the chain extender of claim 10 .

12. A polyurethane adhesive comprising the chain-extended polyurethane of claim 11 .

Assignees

• Samyang Corp

Inventors

• Lee Jae Hoon
• Ryu Hoon
• Song Gwang Seok
• Noh Jae Guk
• Yoo Seung Hyun
• Im Jun Seop
• Jeon Won Hyun

Classifications

• C08G18/32

  Polyhydroxy compounds; Polyamines; Hydroxyamines · CPC title

• C09J175/04

  Polyurethanes · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08B37/006

  Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof · CPC title

• C08G2170/20

  Compositions for hot melt adhesives · CPC title