# US 8,772,405 B2 · Polymer polyol, method for producing the same, and method for producing polyurethane resin

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- Number: US 8,772,405 B2
- Document ID: US8772405B2
- Status: Granted
- Kind: B2
- Application number: 12/679,377
- Filed: 2008-09-25
- Published: 2010-08-19
- Granted: 2014-07-08
- Earliest claimed: 2007-09-28
- Assignees: Sanyo Chemical Industries, Ltd.
- Applicants: Takayuki Tsuji; Shigekuni Nakada; Yukiya Kobayashi; Katsuya Uchida
- Inventors: Takayuki Tsuji; Shigekuni Nakada; Yukiya Kobayashi; Katsuya Uchida
- Web page: https://patentgrep.com/patent/US8772405B2

## CPC

- C08G 18/632: {onto polyethers}
- C08F 283/06: on to polyethers, polyoxymethylenes or polyacetals {(C08F283/004 takes precedence)}
- C08F 283/065: {on to unsaturated polyethers, polyoxymethylenes or polyacetals}
- C08F 290/062: {Polyethers}
- C08G 18/3215: {containing aromatic groups or benzoquinone groups}
- C08G 18/62: Polymers of compounds having carbon-to-carbon double bonds
- C08G 18/636: {characterised by the presence of a dispersion-stabiliser}
- C08G 18/672: {Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen}
- C08K 5/05: Alcohols; Metal alcoholates
- C08K 5/06: Ethers; Acetals; Ketals; Ortho-esters
- C08K 5/12: of cyclic polycarboxylic acids
- C08K 5/13: Phenols; Phenolates
- C08K 5/205: Compounds containing [IMAGE cpc-sch-C08K-1010.gif] groups, e.g. carbamates
- C08L 35/06: Copolymers with vinyl aromatic monomers
- C08L 71/02: Polyalkylene oxides
- C08L 71/08: Polyethers derived from hydroxy compounds or from their metallic derivatives (C08L71/02 takes precedence)
- C08L 75/08: from polyethers
- C08G 2110/0008: flexible
- C08G 2110/005: < 50kg/m3
- C08G 2110/0083: prepared using water as the sole blowing agent
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

A polymer polyol (I) is provided that is formed of a polyol (A), polymer particles (B) obtained by polymerization of an ethylenically unsaturated compound (b), and an active-hydrogen-containing compound (d) having an aromatic ring and having a number-average molecular weight of 150 to 2,000, wherein a content of (d) is 1 to 20% on the basis of a weight of (B). The polymer polyol of the present invention contains polymer particles having sufficiently small particle diameters, has a low viscosity, and has excellent handleability. A polyurethane resin obtained by using the polymer polyol of the present invention has excellent mechanical strengths such as elongation at break.

## Claims

### Claim 1

A polymer polyol (I) comprising:
a polyol (A) having a number-average molecular weight of 1,800 to 15,000;
polymer particles (B) obtained by polymerization of an ethylenically unsaturated compound (b); and
an active-hydrogen-containing compound (d) having an aromatic ring and having a number-average molecular weight of 150 to 1,700,
wherein a content of the compound (d) is 1 to 20% on a weight basis relative to the polymer particles (B).

### Claim 2 (depends on 1)

The polymer polyol according to claim 1,
wherein the active-hydrogen-containing compound (d) having an aromatic ring is an alkylene oxide adduct of an active-hydrogen-containing compound (e) having one or more active hydrogen atoms, and the active-hydrogen-containing compound (e) has a hydroxyl equivalent and an SP value that satisfy Formula (1) and Formula (2) shown below, respectively:
80≦X≦360 (1)
−0.012×X+14.0≦S≦−0.012×X+17.0 (2)
where X represents a hydroxyl equivalent of the active-hydrogen-containing compound (e), and S represents an SP value of the active-hydrogen-containing compound (e).

### Claim 3 (depends on 1)

The polymer polyol according to claim 1, further including a dispersant (D).

### Claim 4 (depends on 3)

The polymer polyol according to claim 3, wherein a content of the dispersant (D) is 1 to 30 wt % on the basis of a weight of the polymer particles (B).

### Claim 5 (depends on 3)

The polymer polyol according to claim 3, wherein the dispersant (D) is (D1) and/or (D2) shown below:
(D1): a vinyl oligomer having a number-average molecular weight of 1,000 to 1,000,000; and
(D2): an unsaturated polyol having a nitrogen-containing bond, the polyol being formed by bonding a saturated polyol (f) with a monofunctional active hydrogen-containing compound (g) having at least one ethylenically unsaturated group via a polyisocyanate (h), wherein an average value of a ratio of the number of unsaturated groups to the number of nitrogen-containing bonds originating from an NCO group in one molecule of the polyol is 0.1 to 0.4.

### Claim 6 (depends on 1)

The polymer polyol according to claim 1,
wherein the polymer polyol has a coefficient of viscosity and a content (PC) of the polymer particles (B) that satisfy following Formula (3) and both of following Formulae (4) and (5) or either of the Formula (3) or the both of the Formulae (4) and (5):
(N1)<0.9×(PC)−35 (3)
(N2)<1.17×(PC)−46 (4)
(N3)<1.37×(PC)−55 (5)
where
N1 represents a coefficient of viscosity (Pa·s) of the polymer polyol at 25° C. at a shearing speed of 1.0 (l/s) measured by a rheometer;
N2 represents a coefficient of viscosity (Pa·s) of the polymer polyol at 25° C. at a shearing speed of 0.1 (l/s) measured by a rheometer;
N3 represents a coefficient of viscosity (Pa·s) of the polymer polyol at 25° C. at a shearing speed of 10.0 (l/s) measured by a rheometer; and
PC represents a content (wt %) of (B) in the polymer polyol.