IP Library Granted Patent US 9,499,672
Granted Patent B2
US 9,499,672 · App. 14/943,943 · Granted Nov 22, 2016

Methods for preparing stable urea formaldehyde polyvinyl alcohol colloids

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Quick Facts
Patent No.
US 9,499,672
App. No.
14/943,943
Granted
Nov 22, 2016
Kind
B2
Abstract

The mechanical properties of urea formaldehyde resins may be improved by incorporating therein polyvinyl alcohol. The polyvinyl alcohol may be incorporated during pre-mixing, mid mixing, and/or post mixing of the resin components. Resins prepared using polyvinyl alcohol are particularly desirable in articles requiring improved mechanical strength and water resistance, as compared to similar resins prepared without the polyvinyl alcohol such as shingles.

Claims (29)

1. A binder prepared using a method selected from the group consisting of:

(A) admixing polyvinyl alcohol with a component selected from the group consisting of:

a solution of formaldehyde, and

a urea/formaldehyde concentrate,

to form a first liquid working admixture and then

admixing the first liquid working admixture with urea under reaction conditions sufficient to initiate a methylolation reaction to form a reaction product admixture of the first liquid working admixture with urea; and

subjecting the reaction product admixture to reaction conditions sufficient to initiate a condensation to form a polyvinyl alcohol and urea-formaldehyde resin colloid;

(B) admixing a component selected from the group consisting of:

a solution of formaldehyde, and

a urea/formaldehyde concentrate,

with urea under reaction conditions sufficient to initiate a methylolation reaction to form a reaction product admixture;

subjecting the reaction product admixture to reactions conditions sufficient to initiate condensation to form a second reaction product admixture; and

admixing the second reaction product admixture with polyvinyl alcohol to from a urea-formaldehyde resin colloid; and

(C) adding polyvinyl alcohol to a urea-formaldehyde resin under reaction conditions sufficient to condense the polyvinyl alcohol and the urea-formaldehyde resin to produce a polyvinyl alcohol and urea-formaldehyde resin colloid wherein the addition of polyvinyl alcohol is at a concentration sufficiently low to be compatible with the urea-formaldehyde resin solution into which it is being placed;

measuring a property of the polyvinyl alcohol grafted urea-formaldehyde resin;

determining whether the property of the polyvinyl alcohol grafted urea-formaldehyde resin meets a predetermined standard and taking an action selected from the group consisting of:

(a) if the property of the polyvinyl alcohol grafted urea-formaldehyde resin meets the predetermined standard, stop processing; and

(b) if the property of the polyvinyl alcohol grafted urea-formaldehyde resin does not meet the predetermined standard, further processing the polyvinyl alcohol grafted urea-formaldehyde resin, the further processing comprising:

adding additional polyvinyl alcohol to the polyvinyl alcohol and urea-formaldehyde resin colloid under reaction conditions, sufficient to condense the polyvinyl alcohol and the polyvinyl alcohol and urea-formaldehyde resin colloid to produce a further processed polyvinyl alcohol and urea-formaldehyde resin colloid wherein the addition of polyvinyl alcohol is at a concentration compatible with the polyvinyl alcohol and urea-formaldehyde resin colloid into which it is being placed;

measuring a property of the further processed polyvinyl alcohol and urea-formaldehyde resin colloid;

comparing the property of the further processed polyvinyl alcohol and urea-formaldehyde resin colloid to a predetermined standard; and

repeating the further processing until the further processed polyvinyl alcohol and urea-formaldehyde resin colloid meets the predetermined standard.

2. The binder of claim 1 further comprising completing the processes (A) or (B) by making a urea post addition.

3. The binder of claim 1 , wherein the polyvinyl alcohol used to prepare the binder has a weight average molecular weight of from about 1,000 to about 200,000.

4. The binder of claim 3 , wherein the polyvinyl alcohol has a weight average molecular weight of from about 1,000 to about 50,000.

5. The binder of claim 1 , wherein the methylolation reactions occur at a temperature of about 80° C. and a pH of from about 8.5 to about 9.5.

6. The binder of claim 5 , wherein the pH is adjusted using triethylamine and triethanolamine.

7. An article of manufacture comprising an article prepared using the binder of claim 1 .

8. The article of manufacture of claim 7 wherein the article of manufacture is a shingle.

Assignments (21)
SECURITY INTEREST Recorded May 12, 2025
From: BAKELITE CHEMICALS LLC; BAKELITE UK HOLDING LTD.; BAKELITE GMBH; BAKELITE SYNTHETICS UK
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 071090/0740 →
ASSIGNMENT OF PATENT AND TRADEMARK SECURITY INTEREST Recorded May 12, 2025
From: MACQUARIE CAPITAL FUNDING LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 071276/0379 →
SECURITY INTEREST Recorded Jan 23, 2025
From: BAKELITE CHEMICALS LLC; BAKELITE UK HOLDING LTD.; BAKELITE GMBH; BAKELITE SYNTHETICS UK LIMITED
To: GOLDMAN SACHS BANK USA
Reel/Frame 069981/0468 →
RELEASE OF SECURITY INTEREST Recorded Jun 15, 2022
From: GOLDMAN SACHS SPECIALTY LENDING GROUP, L.P.
To: HEXION VAD LLC
Reel/Frame 060209/0558 →
SECURITY INTEREST Recorded Jun 9, 2022
From: GEORGIA-PACIFIC CHEMICALS LLC; GEORGIA-PACIFIC CONSUMER PRODUCTS LP; ENERG2 TECHNOLOGIES, INC.; KOCH AGRONOMIC SERVICES LLC; BAKELITE UK HOLDING LTD.; SURFACE TECH LLC
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0250 →
SECURITY INTEREST Recorded Jun 9, 2022
From: GEORGIA-PACIFIC CHEMICALS LLC; GEORGIA-PACIFIC CONSUMER PRODUCTS LP; ENERG2 TECHNOLOGIES, INC.; KOCH AGRONOMIC SERVICES LLC; BAKELITE UK HOLDING LTD.
To: MACQUARIE CAPITAL FUNDING LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0327 →
CHANGE OF NAME Recorded May 3, 2022
From: HEXION VAD LLC
To: BAKELITE LLC
Reel/Frame 059926/0973 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 3, 2022
From: BAKELITE LLC
To: BAKELITE UK HOLDING LTD.
Reel/Frame 060377/0699 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 30, 2021
From: HEXION INC.
To: HEXION VAD LLC
Reel/Frame 057323/0086 →
RELEASE OF SECURITY INTEREST Recorded May 12, 2021
From: JPMORGAN CHASE BANK, N.A.
To: HEXION INC.
Reel/Frame 056219/0677 →
RELEASE OF SECURITY INTEREST Recorded May 12, 2021
From: JPMORGAN CHASE BANK, N.A.
To: HEXION INC.
Reel/Frame 056219/0582 →
SECURITY INTEREST Recorded May 5, 2021
From: HEXION VAD LLC
To: GOLDMAN SACHS SPECIALTY LENDING GROUP, L.P., AS COLLATERAL AGENT
Reel/Frame 056145/0957 →
PATENT SECURITY INTEREST (ABL) Recorded Jul 12, 2019
From: HEXION INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 049740/0770 →
PATENT SECURITY INTEREST (TERM LOAN) Recorded Jul 12, 2019
From: HEXION INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 049741/0425 →
PATENT SECURITY INTEREST ASSIGNMENT AGREEMENT Recorded Apr 3, 2019
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS THE PRIOR COLLATERAL AGENT
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS THE CURRENT COLLATERAL AGENT
Reel/Frame 048788/0617 →
RELEASE OF SECURITY INTEREST Recorded Feb 23, 2017
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: HEXION INC.
Reel/Frame 041795/0076 →
SECURITY INTEREST Recorded Feb 13, 2017
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 041693/0888 →
SECURITY INTEREST Recorded Feb 2, 2016
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 037639/0669 →
SECURITY INTEREST Recorded Feb 2, 2016
From: HEXION INC.
To: WILMINGTON TRUST COMPANY, AS COLLATERAL AGENT
Reel/Frame 037639/0739 →
SECURITY INTEREST Recorded Feb 2, 2016
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 037639/0795 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 5, 2016
From: ZHANG, YINGCHAO; SNOVER, DAVID A.
To: HEXION INC.
Reel/Frame 037413/0851 →