Urea-glyoxal crosslinking compounds for phenolic binder compositions

Patent metadata

Field	Value
Publication number	US-12325786-B2
Application number	US-202418408678-A
Country	US
Kind code	B2
Filing date	Jan 10, 2024
Priority date	Aug 21, 2019
Publication date	Jun 10, 2025
Grant date	Jun 10, 2025

Abstract

Binder compositions are described that include a phenol, a urea compound, formaldehyde, and at least one cyclic urea-dialdehyde compound. The cyclic urea-dialdehyde compound forms crosslinking bonds between polymers of phenol-urea-formaldehyde when the binder composition is cured. Also described are methods of making fiberglass insulation products using the above-described binder compositions. The methods may include contacting the binder composition with glass fibers and forming an amalgam of the binder composition and the glass fibers. The amalgam may be heated to form mats of the glass fibers and binder. The mats may be processed into the fiberglass insulation products.

First claim

What is claimed is:

1. A method of making a fiberglass insulation product, the method comprising:
forming an aqueous phenol-formaldehyde mixture;
adding urea and a cyclic urea-dialdehyde crosslinking compound to the aqueous phenol-formaldehyde mixture to form a phenol-urea-formaldehyde pre-reaction composition;
adding a polyol to the phenol-urea-formaldehyde pre-reaction composition to form a binder composition, wherein the polyol is added in an amount from 10 wt % to 30 wt. % of total solids in the binder composition;
contacting the binder composition with glass fibers and forming an amalgam of the binder composition and glass fibers;
heating the amalgam of the binder composition and the glass fibers to form a mat of glass fibers and binder; and
processing the mat of glass fibers and binder into the fiberglass insulation product.

2. The method of making a fiberglass insulation product of claim 1 , wherein the cyclic urea-dialdehyde crosslinking compound has the formula:

wherein R 1 and R 2 are independently selected from a hydrogen, a hydroxyl group, and an alcohol group, and
wherein R 3 and R 4 are independently selected from a hydroxyl group and an alcohol group.

3. The method of making a fiberglass insulation product of claim 1 , wherein the cyclic urea-dialdehyde crosslinking compound has the formula:

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from a hydroxyl group and an alcohol group.

4. The method of making a fiberglass insulation product of claim 1 , wherein the cyclic urea-dialdehyde crosslinking compound has the formula:

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from a hydrogen, a hydroxyl group and an alcohol group, and
wherein R 5 and R 6 are independently selected from a hydroxyl group and an alcohol group.

5. The method of making a fiberglass insulation product of claim 1 , wherein the cyclic urea-dialdehyde crosslinking compound comprises 4,5-dihydroxyimidazolidin-2-one.

6. The method of making a fiberglass insulation product of claim 1 , further comprising adding to the pre-reaction composition a silane coupling agent.

7. The method of making a fiberglass insulation product of claim 1 , wherein the cyclic urea-dialdehyde crosslinking compound is the only polymerization catalyst in the binder composition.

8. The method of making a fiberglass insulation product of claim 1 , wherein the contacting the binder composition with glass fibers comprises spraying the binder composition on hot glass fibers that have emerged from a spinner disc.

9. The method of making a fiberglass insulation product of claim 1 , wherein the amalgam of glass fibers and binder composition is a wet mat that is conveyed to a curing oven for the heating of the amalgam.

10. The method of making a fiberglass insulation product of claim 9 , wherein a portion of the water in the binder composition is evaporated from the wet mat before it reaches the curing oven.

11. The method of making a fiberglass insulation product of claim 1 , wherein the heating of the amalgam of the binder composition and the glass fibers to form a mat of glass fibers and binder comprises sending the amalgam through a curing oven, wherein the amalgam reaches a peak curing temperature ranging from 232° C. to 260° C. in the curing oven, and wherein the amalgam spend 1 minute to 15 minutes in the curing oven.

12. The method of making a fiberglass insulation product of claim 1 , wherein the processing the mat of glass fibers and binder into the fiberglass insulation product comprises compressing the mat into a bag for storage and shipping.

13. The method of making a fiberglass insulation product of claim 1 , wherein the polyol comprises a five-carbon or six-carbon sugar alcohol.

14. The method of making a fiberglass insulation product of claim 1 , wherein the glass fibers make up from 50 wt. % to 99.5 wt. % of the fiberglass insulation product.

15. The method of making a fiberglass insulation product of claim 1 , further comprising adding to the pre-reaction composition a base catalyst.

16. The method of making a fiberglass insulation product of claim 15 , further comprising adding to the pre-reaction composition a latent cure catalyst.

Assignees

• Johns Manville

Inventors

• Alavi Kiarash
• Natu Ameya

Classifications

• C08L61/06

  of aldehydes with phenols · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• C08G14/08

  Ureas; Thioureas · CPC title

• C08K7/14

  Glass · CPC title

• C07D471/08

  Bridged systems · CPC title