IP Library Granted Patent US 11,618,838
Granted Patent B2
US 11,618,838 · App. 15/486,998 · Granted Apr 4, 2023

Incorporation of boron complex into resin

Inventors: Jaworski C. Capricho (Deer Park, AU); Karen Theresa Love (Springfield, NZ); Alex Bruce (Tauranga, NZ); Gary Byrom (Tauranga, NZ); Robert B. Currie (Tauranga, NZ)
Assignee: HEXION INC.
C09J161/06C09J5/00C08K3/013C08K5/55C08K2003/265C09J2401/006C09J2461/00
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Quick Facts
Patent No.
US 11,618,838
App. No.
15/486,998
Granted
Apr 4, 2023
Kind
B2
Abstract

Complexes, compositions, articles of manufacture, and method for making the same are provided herein. In one embodiment, a borate-polyol complex may be prepared by reacting a boron-containing compound and a polyol to form a reaction mixture and then neutralizing the reaction mixture to form a neutralized borate-polyol complex. The neutralized borate-polyol complex may then be used in combination with polymeric resins to form adhesive products, among other material products, which products can be in manufacturing articles.

Claims (31)

1. An adhesive composition, consisting of:

a neutralized borate-polyol complex, the polyol of the neutralized borate-polyol complex selected from the group consisting of a diol, a triol, a polyol having 4 hydroxyl groups, and combinations thereof;

a phenol-formaldehyde or resorcinol-formaldehyde resin;

optionally, one or more materials selected from the group consisting of an inorganic filler material, an organic filler material, an alkali hydroxide material, and combinations thereof; and

water.

2. The adhesive composition of claim 1 , wherein the neutralized borate-polyol complex comprises a borate-polyol complex neutralized with a hydroxide.

3. The adhesive composition of claim 2 , wherein the polyol of the neutralized borate-polyol complex is selected from the group consisting of glycerol, ethylene glycol, propylene glycol, and combinations thereof.

4. The adhesive composition of claim 1 , wherein the borate of the neutralized borate-polyol complex is a boron material derived from the group consisting of boric acid, sodium borate, sodium metaborate, and combinations thereof.

5. The adhesive composition of claim 1 , wherein the neutralized borate-polyol complex is formed by a process comprising:

reacting glycerol and boric acid to form a complex, and

adding sodium hydroxide to the complex to neutralize the complex to form the neutralized borate-polyol complex.

6. The adhesive composition of claim 1 , wherein the neutralized borate-polyol complex has a pH from greater than 7 to about 11.5.

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

from about 0.5 to about 10 wt. % of the neutralized borate-polyol complex;

from about 20 to about 50 wt. % of the phenol-formaldehyde or resorcinol-formaldehyde resin (100% solids);

optionally from about 1 wt. % to about 30 wt. % of the one or more materials; and

water.

8. The adhesive composition of claim 7 , wherein the one or more materials comprises from about 0.01 wt. % to about 10 wt. % of an alkali hydroxide material.

9. The adhesive composition of claim 7 , wherein the one or more materials comprises:

from about 0.01 to about 15 wt. % of an inorganic filler; and

from 0 to about 16 wt. % of an organic filler.

10. The adhesive composition of claim 1 , wherein the polyol of the neutralized borate-polyol complex is selected from the group consisting of a diol, a triol, and combinations thereof.

11. An article of manufacture, comprising:

an adhesive composition consisting of:

a neutralized borate-polyol complex, the polyol of the neutralized borate-polyol complex selected from the group consisting of a diol, a triol, a polyol having 4 hydroxyl groups, and combinations thereof;

a phenol-formaldehyde or resorcinol-formaldehyde resin;

optionally, one or more materials selected from the group consisting of an inorganic filler material, an organic filler material, an alkali hydroxide material, and combinations thereof; and

water; and

a cellulose based substrate.

12. The article of claim 11 , wherein the cellulose based substrate is a material selected from the group consisting of solid timber, rotary of sliced veneer, flakes of wood, and combinations thereof.

13. The article of claim 11 , wherein the polyol of the neutralized borate-polyol complex is selected from the group consisting of a diol, a triol, and combinations thereof.

Assignments (12)
RELEASE OF SECURITY INTEREST IN PATENTS (ABL) RECORDED AT REEL/FRAME 049740/0770 Recorded Mar 18, 2022
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: HEXION INC.
Reel/Frame 059435/0490 →
RELEASE OF SECURITY INTEREST IN PATENTS (TERM LOAN) RECORDED AT REEL/FRAME 049741/0425 Recorded Mar 18, 2022
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: HEXION INC.
Reel/Frame 059435/0473 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0748 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0823 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: ROYAL BANK OF CANADA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0842 →
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 (ABL) Recorded Jul 12, 2019
From: HEXION INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 049740/0770 →
SECURITY INTEREST Recorded Feb 2, 2018
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 044814/0825 →
SECURITY INTEREST Recorded Feb 2, 2018
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 044814/0920 →
SECURITY INTEREST Recorded Feb 2, 2018
From: HEXION INC.
To: WILMINGTON TRUST COMPANY, AS COLLATERAL AGENT
Reel/Frame 044814/0971 →
SECURITY INTEREST Recorded Jul 26, 2017
From: HEXION INC.
To: WILMINGTON TRUST COMPANY, AS COLLATERAL AGENT
Reel/Frame 043097/0626 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2017
From: CAPRICHO, JAWORSKI C.; LOVE, KAREN THERESA; BRUCE, ALEX; BYROM, GARY; CURRIE, ROBERT B.
To: HEXION INC.
Reel/Frame 042243/0299 →
Continuity (2)
Provisional Application 62324757 · Apr 19, 2016
Related Publication 20170298260A1 · Oct 19, 2017