IP Library Granted Patent US 12,359,014
Granted Patent B2
US 12,359,014 · App. 17/760,538 · Granted Jul 15, 2025

One-part polyurethane sealant for low temperature applications

Inventors: Allison Carlson (Lyndhurst, NJ); Hong Yao (Boonton, NJ)
Assignee: SIKA TECHNOLOGY AG
C08G18/4825C08G18/2865C08G18/307C08G18/485C08G2150/00C08G2170/00C08G2190/00
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Quick Facts
Patent No.
US 12,359,014
App. No.
17/760,538
Granted
Jul 15, 2025
Kind
B2
Abstract

An one-part polyurethane composition, including: A) 15-75 wt.-% of at least one isocyanate-functional polyurethane polymer; B) 5-30 wt.-% of at least one organic thixotropy agent; C) 2-25 wt.-% of at least one plasticizer having viscosity of less than 500 mPa s, measured at 0° C. with cone-plate viscosimeter, shear rate 10 s −1 , cone angle 1°, spindle 25-2, and cone tip-plate distance of 0.05 mm; D) 0-15 wt.-% of at least one solvent; E) 0-50 wt.-% of at least one filler; F) at least one catalyst for curing of polyurethane compositions; wherein isocyanate-functional polyurethane polymer has NCO content in range of 0.8%-2.5% by weight and is obtained from reaction of methylene diphenyl diisocyanate (MDI) and polyol in NCO/OH ratio of at least 3/1 and subsequent removal of non-reacted MDI; and polyol has viscosity, measured according to ASTM D4878-15 at 25° C., of less than 2000 mPa s; and isocyanate-functional polyurethane polymer has remaining content of MDI of at most 0.5% by weight.

Claims (27)

1. A one-part polyurethane composition, comprising, based on the total composition:

A) between 15 and 75 wt.-% of at least one isocyanate-functional polyurethane polymer PU;

B) between 5 and 30 wt.-% of at least one organic thixotropy agent TX;

C) between 2 and 25 wt.-% of at least one plasticizer PL having a viscosity of less than 500 mPa s, measured at 0° C. with a cone-plate viscosimeter, shear rate 10 s −1 , cone angle 1°, spindle 25-2, and a cone tip-plate distance of 0.05 mm;

D) between 0 and 15 wt.-% of at least one solvent SL;

E) between 0 and 50 wt.-% of at least one filler F; and

F) at least one catalyst C for curing the polyurethane composition;

wherein

the isocyanate-functional polyurethane polymer PU has an NCO content in the range of 0.8% to 2.5% by weight;

the isocyanate-functional polyurethane polymer PU consists of at least one polyurethane polymer that is obtained from the reaction of methylene diphenyl diisocyanate (MDI) and a polyol P, wherein the polyol P consists of a polyether polyol, in an NCO/OH ratio of at least 3/1 and subsequent removal of a major part of the non-reacted MDI by means of a suitable separation process; and

the polyol P has a viscosity, measured according to ASTM D4878-15 at 25° C., of less than 2000 mPa s; and

the isocyanate-functional polyurethane polymer PU has a remaining content of MDI of at most 0.5% by weight.

2. The one-part polyurethane composition according to claim 1 , wherein the plasticizer PL is contained in the composition with an amount of between 4 and 20 wt.-%, based on the total composition.

3. The one-part polyurethane composition according to claim 1 , wherein the organic thixotropy agent TX is obtained from the reaction of a diisocyanate with a monoalkyl amine and wherein the thixotropy agent TX is essentially free of isocyanate groups.

4. The one-part polyurethane composition according to claim 3 , wherein the thixotropy agent TX is the reaction product of MDI and N-butylamine, suspended in a plasticizer.

5. The one-part polyurethane composition according to claim 1 , wherein the composition comprises the filler F, one or more selected from the group consisting of carbon black, chalk, clay powder, and polyvinyl chloride powder, with an amount of between 5 and 45 wt.-%, based on the total composition.

6. The one-part polyurethane composition according to claim 1 , wherein the composition comprises the solvent SL, one or more selected from the group consisting of aliphatic or aromatic hydrocarbons, aliphatic carboxylic acid esters, ethers, and ketones, with an amount of between 1 and 10 wt.-%, based on the total composition.

7. The one-part polyurethane composition according to claim 1 , wherein the polyether polyol is a polyether diol and/or a polyether triol.

8. The one-part polyurethane composition according to claim 1 , wherein the plasticizer PL has a polyether structure having no functional groups that spontaneously react with isocyanates and/or water.

9. The one-part polyurethane composition according to claim 1 , wherein the plasticizer PL is an ester of a linear, branched, or cyclic aliphatic polyol that optionally contains ether groups, wherein all hydroxyl groups are converted to ester groups.

10. An adhesive, sealant, or coating method comprising applying the one-part polyurethane composition according to claim 1 on a substrate.

11. The method according to claim 10 , wherein the one-part polyurethane composition is applied at an ambient temperature of less than 5° C.

12. A method for adhesively bonding, sealing, or coating a substrate, comprising the steps:

i) applying the one-part polyurethane composition according to claim 1 onto at least one substrate, and

ii) curing the applied composition by means of humidity.

13. The method according to claim 12 , wherein the one-part polyurethane composition is applied at an ambient temperature of less than 5° C.

14. The method according to claim 12 , wherein the humidity is at least partially provided from the surrounding air.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 15, 2022
From: CARLSON, ALLISON; YAO, HONG
To: SIKA TECHNOLOGY AG
Reel/Frame 059267/0389 →
Priority Claims (1)
EP 19202313 · Oct 9, 2019 · regional
Continuity (1)
Related Publication 20220356295A1 · Nov 10, 2022
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