IP Library Granted Patent US 8,026,300
Granted Patent B2
US 8,026,300 · App. 12/226,159 · Granted Sep 27, 2011

Aqueous resin dispersion, process of making thereof, and product thereof

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Quick Facts
Patent No.
US 8,026,300
App. No.
12/226,159
Granted
Sep 27, 2011
Kind
B2
Abstract

The invention relates to watery resin dispersions, a process for their manufacture, and a product. To make available resin dispersions that do not pollute the environment during their processing, while simultaneously generating products that have a high glass transition temperature, it is suggested that the watery resin dispersion contain at least components (I), (II) and (III), whereby R 1 : unsubstituted single or polynuclear aromatic rest or with amino groups and/or cyano groups and/or nitrile groups and/or with saturated and/or unsaturated aliphatic C 2 to C 12 carbon chains substituted single or polynuclear aromatic rests R 2 , R 3 and R 4 : hydrogen, alkyl residue group with up to 15 C atoms or aromatic rest whereby R 2 , R 3 and R 4 can be equal to or different from each other, (II) is a co-dispersion agent based on epoxide resins and/or novolak resins and (II) one surfactant.

Claims (22)

1. An aqueous resin dispersion comprising constituents (I) to (IV):

where

R 1 is a mono- or polynuclear aromatic radical unsubstituted or substituted with amino groups and/or cyano groups and/or nitrile groups and/or with saturated and/or unsaturated aliphatic C 2 to C 12 carbon chains; and

R 2 , R 3 and R 4 : hydrogen, alkyl radicals having up to 15 carbon atoms or an aromatic radical, wherein R 2 , R 3 and R 4 may be the same or different from one another,

(II) a codispersant based on epoxy resins, novolak resins, or their combinations,

(III) a nonionic surfactant selected from castor oil ethoxylate, a hydrogenated castor oil ethoxylate, alkylphenol ethoxylate, fatty alcohol ethoxylate, oleic acid ethoxylate, oxo process alcohol ethoxylate or fatty alcohol alkoxylate, and

(IV) a stabilizer based on cellulose derivatives, starch, dextrin, polyacrylic acid or copolymeric salts thereof, poly-N-vinylmethyl acetamide, polyvinyl alcohol, vinyl pyrrolidone copolymers or Stimme protective colloids.

2. The resin dispersion of claim 1 , wherein R 1 of said constituent (I) is an unsubstituted phenyl radical.

3. The resin dispersion of claim 1 wherein R 2 , R 3 and R 4 of said constituent (I) are alkyl radicals having 8 to 15 carbon atoms.

4. The resin dispersion of claim 1 wherein said constituent (I) is a reaction product of bisphenol A, aniline and formaldehyde.

5. The resin dispersion of claim 1 wherein the codispersant is a low molecular weight epoxy resin having an average molar mass of 200 to 1000.

6. The resin dispersion of claim 1 wherein the novolak resin is a phenol-formaldehyde resin prepared using a phenol:formaldehyde ratio in the range from 1:0.4 to 1:0.8.

7. The resin dispersion of claim 1 wherein the codispersant is in the range from 30% to 60% by weight, based on the amount of said constituent (I) used.

8. The resin dispersion of claim 1 wherein the surfactant is present in an amount in the range from 3% to 20% by weight based on the amount of said constituent (I) used.

9. The resin dispersion of claim 1 wherein the stabilizer is methoxy cellulose.

10. The resin dispersion of claim 1 wherein the stabilizer is present at a concentration of 0.2% to 2% by weight, based on the mass of the overall mixture.

11. A process for producing the aqueous resin dispersion of claim 1 comprising: mixing the codispersant and the surfactant with said constituent (I) which is essentially in the melt.

12. The process of claim 11 further comprising:

a) adding at least the codispersant to said constituent (I), and

b) adding at least a surfactant and water or a mixture of at least a surfactant and water to the mixture obtained in step a).

13. The process of claim 12 further comprising adding the stabilizer in step b).

14. A product having a crosslinked or uncrosslinked surface layer produced by applying the aqueous resin of claim 1 .

Assignments (26)
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.
To: MACQUARIE CAPITAL FUNDING LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 060328/0327 →
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 →
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 056219/0582 →
RELEASE OF SECURITY INTEREST Recorded May 12, 2021
From: JPMORGAN CHASE BANK, N.A.
To: HEXION INC.
Reel/Frame 056219/0677 →
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 →
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (030146/0970) Recorded Jul 9, 2019
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: HEXION INC. (FORMERLY KNOWN AS MOMENTIVE SPECIALTY CHEMICALS INC.)
Reel/Frame 049706/0264 →
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 (SUCCESSOR BY MERGER TO WILMINGTON TRUST FSB), AS COLLATERAL AGENT
To: HEXION INC. (FORMERLY KNOWN AS HEXION SPECIALTY CHEMICALS INC.); BORDEN CHEMICAL FOUNDRY, LLC; HEXION INVESTMENTS INC. (FORMERLY KNOWN AS BORDEN CHEMICAL INVESTMENTS, INC.); HEXION U.S. FINANCE CORP.; HSC CAPITAL CORPORATION; LAWTER INTERNATIONAL INC.; HEXION INTERNATIONAL INC. (FORMERLY KNOWN AS BORDEN CHEMICAL INTERNATIONAL INC.); OILFIELD TECHNOLOGY GROUP, INC.; HEXION CI HOLDING COMPANY (CHINA) LLC
Reel/Frame 041793/0001 →
SECURITY INTEREST Recorded Feb 13, 2017
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 041693/0888 →
CHANGE OF NAME Recorded Feb 5, 2015
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: HEXION INC.
Reel/Frame 034912/0838 →
PATENT SECURITY AGREEMENT Recorded Apr 3, 2013
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 030146/0946 →
PATENT SECURITY AGREEMENT Recorded Apr 3, 2013
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 030146/0970 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENT RIGHTS Recorded Mar 28, 2013
From: JPMORGAN CHASE BANK, N.A.
To: MOMENTIVE SPECIALTY CHEMICALS INC. (F/K/A HEXION SPECIALTY CHEMICALS, INC.)
Reel/Frame 030111/0021 →
CHANGE OF NAME Recorded Aug 24, 2011
From: HEXION SPECIALTY CHEMICALS, INC.
To: MOMENTIVE SPECIALTY CHEMICALS INC.
Reel/Frame 026799/0989 →
SECURITY AGREEMENT Recorded Feb 5, 2010
From: HEXION LLC; HEXION SPECIALTY CHEMICALS, INC.; BORDEN CHEMICAL FOUNDRY, LLC; BORDEN CHEMICAL INVESTMENTS, INC.; HEXION U.S. FINANCE CORP.; HSC CAPITAL CORPORATION; LAWTER INTERNATIONAL INC.; BORDEN CHEMICAL INTERNATIONAL, INC.; OILFIELD TECHNOLOGY GROUP, INC.; HEXION CI HOLDING COMPANY (CHINA) LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 023905/0451 →
SECURITY INTEREST Recorded Jan 29, 2010
From: HEXION SPECIALTY CHEMICALS, INC.; BORDEN CHEMICAL FOUNDRY, LLC; BORDEN CHEMICAL INVESTMENTS, INC.; HEXION U.S. FINANCE CORP.; HSC CAPITAL CORPORATION; LAWTER INTERNATIONAL INC.; BORDEN CHEMICAL INTERNATIONAL, INC.; OILFIELD TECHNOLOGY GROUP, INC.; HEXION CI HOLDING COMPANY (CHINA) LLC
To: WILMINGTON TRUST FSB, AS COLLATERAL AGENT
Reel/Frame 023963/0038 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 16, 2008
From: ROMAHN, CARSTEN; SCHWAB, MICHAEL; KUHLMANN, GUNDA; STRACKE, PETER
To: HEXION SPECIALTY CHEMICALS, INC.
Reel/Frame 021987/0591 →