IP Library Granted Patent US 12,522,757
Granted Patent B2
US 12,522,757 · App. 18/201,499 · Granted Jan 13, 2026

Liquid moisture curable polyurethane with improved adhesion to aluminum

Inventors: Yingjie Li (Batavia, IL); Shuhui Qin (Palatine, IL)
Assignee: Henkel AG & Co. KGaA
C09J175/08B32B7/12B32B15/10B32B15/18B32B15/20B32B37/12B32B2255/06B32B2255/26B32B2311/24B32B2311/30B32B2317/16
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,522,757
App. No.
18/201,499
Granted
Jan 13, 2026
Kind
B2
Abstract

Disclosed is a one component, liquid, moisture curable polyurethane adhesive composition comprising the reaction products of a mixture including at least one polyol with an excess of one or more polyisocyanates and an acid component. The adhesive composition has enhanced bond strength to metals such as aluminum compared to currently available adhesives. The composition finds special use in panel lamination applications.

Claims (43)

1 . A method of making a bonded reinforced composite structure, comprising:

providing an aluminum frame having a first bonding surface;

providing a first panel having a bonding surface;

providing a one component, liquid, moisture curable polyurethane adhesive composition, wherein the adhesive composition includes the reaction products of a mixture comprising at least one polyol, an excess of at least one organic polyisocyanate, and an acid component in acid form and/or salt form, wherein the acid component is selected from the group consisting of nitric acid, sulfuric acid, methanesulfonic acid, phosphonic acid, phosphoric acid, propionic acid, and any combination thereof;

applying the adhesive composition to the aluminum frame first bonding surface, the first panel bonding surface, or both;

disposing the first panel bonding surface in contact with the aluminum frame first bonding surface to form a composite structure; and

curing the adhesive to bond the first panel to the aluminum frame.

2 . The method of claim 1 , further comprising exposing the applied adhesive to water before disposing the first panel bonding surface in contact with the aluminum frame first bonding surface.

3 . The method of claim 1 , wherein the method comprises placing the composite structure in a press, wherein the curing is at least partially done while the composite structure is in the press.

4 . The method of claim 1 , wherein:

the aluminum frame has a quadrilateral cross section and a second bonding surface opposing the first bonding surface; and the method further comprises:

providing a second panel having a bonding surface;

applying the adhesive composition to the aluminum frame second bonding surface, the second panel bonding surface, or both;

disposing the second panel bonding surface in contact with the aluminum frame second bonding surface; and

curing the adhesive to bond the second panel to the aluminum frame.

5 . The method of claim 1 , wherein at least one aluminum frame bonding surface is mill grade with no cleaning.

6 . The method of claim 1 , wherein at least one aluminum frame bonding surface has no surface conversion coating and/or anodizing.

7 . The method of claim 1 , wherein at least one aluminum frame bonding surface is conversion coated.

8 . The method of claim 1 , wherein the first panel comprises a cured polymer, plywood, or a combination thereof.

9 . The method of claim 1 , wherein the composite structure is free of mechanical fasteners to hold the first panel to the aluminum frame.

10 . The method of claim 1 , wherein the organic polyisocyanate has an average functionality in the range of from about 2.0 to about 2.4.

11 . The method of claim 1 , wherein the acid component consists of nitric acid, sulfuric acid, phosphonic acid, phosphoric acid, and any combination thereof.

12 . The method of claim 1 , wherein the acid component consists of nitric acid, sulfuric acid, phosphoric acid, and any combination thereof.

13 . The method of claim 1 , further comprising disposing insulation in a void area defined by the aluminum frame and first panel bonding surface.

14 . The method of claim 1 , wherein the acid component is selected from the group consisting of nitric acid, sulfuric acid, methanesulfonic acid, phosphonic acid, propionic acid, and any combination thereof.

15 . The method of claim 1 , wherein the adhesive composition comprises:

about 10 wt. % to about 90 wt. % of the at least one organic polyisocyanate,

about 10 wt. % to about 90 wt. % of the at least one polyol, and

about 0.001 wt. % to about 5 wt. % of the acid component,

wherein each wt. % is based on the total weight of the adhesive composition.

16 . The method of claim 1 , wherein the adhesive composition comprises:

about 20 wt. % to about 75 wt. % of the at least one organic polyisocyanate,

about 20 wt. % to about 80 wt. % of the at least one polyol, and

about 0.05 wt. % to about 1.5 wt. % of the acid component,

wherein each wt. % is based on the total weight of the adhesive composition.

17 . The method of claim 1 , wherein the adhesive composition comprises:

about 30 wt. % to about 60 wt. % of the at least one organic polyisocyanate,

about 30 wt. % to about 70 wt. % of the at least one polyol, and

about 0.05 wt. % to about 0.5 wt. % of the acid component,

wherein each wt. % is based on the total weight of the adhesive composition.

18 . A one component, liquid, moisture curable polyurethane adhesive composition comprising the reaction products of a mixture including at least one polyol, an excess of at least one organic polyisocyanate, and an acid component in acid form and/or salt form, wherein the acid component is selected from the group consisting of nitric acid, sulfuric acid, methanesulfonic acid, phosphonic acid, phosphoric acid, propionic acid, and any combination thereof.

19 . The one component, liquid, moisture curable polyurethane adhesive composition of claim 18 , wherein the acid component is selected from nitric acid, sulfuric acid, phosphonic acid, and any combination thereof.

20 . The one component, liquid, moisture curable polyurethane adhesive composition of claim 18 , wherein the acid component is selected from the group consisting of nitric acid, sulfuric acid, methanesulfonic acid, phosphonic acid, propionic acid, and any combination thereof.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 5, 2025
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 070414/0351 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2025
From: LI, YINGJIE
To: HENKEL IP & HOLDING GMBH
Reel/Frame 070320/0597 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2025
From: QIN, SHUHUI
To: HENKEL IP & HOLDING GMBH
Reel/Frame 070320/0790 →
Continuity (3)
Continuation PCTUS2021062090 · Dec 7, 2021
Provisional Application 63126079 · Dec 16, 2020
Related Publication 20230295479A1 · Sep 21, 2023
References Cited (26)
US 2402631A · Hull · 1946 [cited by examiner]
US 3087900A · Brown · 1963 [cited by applicant]
US 3087901A · Brown · 1963 [cited by applicant]
US 3179625A · Ehrhart · 1965 [cited by applicant]
US 4433680A · Yoon · 1984 [cited by applicant]
US 4574793A · Lee et al. · 1986 [cited by applicant]
US 5195946A · Li et al. · 1993 [cited by applicant]
US 5455294A · Sheng · 1995 [cited by applicant]
US 5527266A · Hiraishi et al. · 1996 [cited by applicant]
US 6180713B1 · Araki et al. · 2001 [cited by applicant]
US 11965092B2 · Zhu · 2024 [cited by examiner]
US 20040063869A1 · Minamida et al. · 2004 [cited by applicant]
US 20050033004A1 · Hoffmann et al. · 2005 [cited by applicant]
US 20100003526A1 · Burckhardt et al. · 2010 [cited by applicant]
US 20110014479A1 · Song et al. · 2011 [cited by applicant]
US 20170157883A1 · Sing · 2017 [cited by examiner]
US 20200216728A1 · Li et al. · 2020 [cited by applicant]
US 20200395885A1 · Janowski · 2020 [cited by examiner]
CN 106753179A · 2017 [cited by applicant]
CN 111662671A · 2020 [cited by applicant]
EP 0856551A1 · 1998 [cited by applicant]
EP 2242784B1 · 2013 [cited by applicant]
BestTechnology Aluminum Coating (https://www.besttechnologyinc.com/surface-finishing/what-is-alodine-chem-film-chromate-conversion-coating/ ) (Year: 2020). [cited by examiner]
SpecRite Anodized vs Mill (https://www.ngp.com/ngp/cache/file/198C8FD6-2838-4320-9863000C16DD57FA.pdf) (Year: 2016). [cited by examiner]
Anna Rudawska, “Surface Treatment in Bonding Technology,” Elsevier, 2019, p. 129, p. 130, p. 132, p. 133, p. 136. [cited by applicant]
International Search Report for PCT/US2021/062090; Mailing date: Apr. 12, 2022. [cited by applicant]