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US 12,359,106 B2Granted
Adhesive compositions including 1,4-cyclohexanedimethanol and methods of making the same
AssigneeEastman Chemical (China) Co., Ltd.
InventorsKe Feng, Rui Xie, Austin Neal Britton, Sarah Exley Goetz, Wentao Li, Timothy Glenn Williams
Life of this patent
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Abstract
Disclosed are adhesive compositions comprising a polyester polyol that includes residues of 1,4-cyclohexanedimethanol. Adhesive compositions as described herein exhibit enhanced properties over conventional adhesive compositions, and may be suitable for a wide variety of applications, including, flexible packaging, woodworking, automotive, and electronics.
Claims19
An adhesive composition comprising—
- (a) a polyester polyol comprising a diol component having residues of 1,4-cyclohexanedimethanol (CHDM) and at least one diol other than CHDM selected from the group consisting of ethylene glycol, diethylene glycol, 1,4-butanediol, 1,6-hexanediol, and combinations thereof;
- wherein the polyester polyol has a hydroxyl number of from 22.5 to 70 mg KOH/g and has a Tg of −25° C. to 20° C., and
- (b) at least one isocyanate,
- wherein said adhesive composition exhibits at least one of the following properties (i) through (v)—
- (i) an offline bond strength of 100 to 1000 g/in;
- (ii) 24-hour bond strength of 200 to 3000 g/in;
- (iii) chemical resistance of 100 to 1000 g/in after boil in bag with 1:1:1 food simulant;
- (iv) thermal resistance of 100 to 800 g/in at 90° C.;
- and
- (v) time to achieve substrate failure of <24 hours.
7 more elements
An adhesive composition comprising—
- (a) a prepolymer having isocyanate functionality comprising the reaction product of—
- (i) a polyester diol comprising the residues of
- (A) 1,4-cyclohexanedimethanol in an amount of about 5 to about 95 mole %, based on the total moles of the diols,
- (B) at least one diol other than said 1,4-cyclohexanedimethanol selected from the group consisting of ethylene glycol, diethylene glycol, 1,4-butanediol, 1,6-hexanediol, and combinations thereof in an amount of about 5 to 95 mole % based on the total moles of the diols, (A) and (B) equaling 100 mole %, and
- (C) a dicarboxyl compound,
- wherein the polyester diol has a hydroxyl number of from 22.5 to 70 mg KOH/g and has a Tg of −25° C. to 20° C., and
- (ii) at least one isocyanate, and
- (b) water or a compound having one or more functional groups selected from hydroxyl, amino, ketoacetate, and carbamate,
- wherein said adhesive composition exhibits at least one of the following properties (i) through (v) —
- (i) an offline bond strength of 100 to 1000 g/in;
- (ii) 24-hour bond strength of 200 to 3000 g/in;
- (iii) chemical resistance of 100 to 1000 g/in after boil in bag with 1:1:1 food simulant;
- (iv) thermal resistance of 100 to 800 g/in at 90° C.;
- and
- (v) time to achieve substrate failure of <24 hours.
12 more elements
A layered article comprising:
- a first layer presenting a first surface;
- a second layer presenting a second surface;
- and
- an adhesive layer disposed between said first and second layers and at least partially in contact with at least one of said first and said second surfaces,
- wherein said adhesive layer comprises a polyurethane prepolymer or polymer comprising—
- (i) residues of a polyester polyol comprising a diol component having residues of 1,4-cyclohexanedimethanol (CHDM) at least one diol other than CHDM selected from the group consisting of ethylene glycol, diethylene glycol, 1,4-butanediol, 1,6-hexanediol, and combinations thereof, wherein the polyester polyol has a hydroxyl number of from 22.5 to 70 mg KOH/g and has a Tg of −25° C. to 20° C.;
- and
- (ii) residues of at least one isocyanate,
- wherein said adhesive layer is formed from an adhesive composition that exhibits at least one of the following properties (i) through (v)—
- (i) an offline bond strength of 100 to 1000 g/in;
- (ii) 24-hour bond strength of 200 to 3000 g/in;
- (iii) chemical resistance of 100 to 1000 g/in after boil in bag with 1:1:1 food simulant;
- (iv) thermal resistance of 100 to 800 g/in at 90° C.;
- and
- (v) time to achieve substrate failure of <24 hours.
12 more elements
Dependencies are inferred from the claim text.