IP Library Granted Patent US 9,464,152
Granted Patent B2
US 9,464,152 · App. 14/358,784 · Granted Oct 11, 2016

Foam material on the basis of phenolic resin

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Quick Facts
Patent No.
US 9,464,152
App. No.
14/358,784
Granted
Oct 11, 2016
Kind
B2
Abstract

Disclosed is a method of preparing a bio-based thermosetting foam material with improved properties, in particular improved flame retardant properties, which method includes the steps of a) producing a prepolymer by condensation of at least one phenolic compound and formaldehyde in a ratio of 1:1.0 to 3.0 using 0.15 to 5 wt % of an alkaline catalyst in the temperature range of 50 to 100° C. until the refractive index of the reaction mixture is 1.4990 to 1.5020, b) adding 2 to 40 wt % of at least one natural polyphenol at a temperature of 50 to 100° C., c) adding 2 to 10 wt % of one or more emulsifiers and mixtures thereof, d) adding 2 to 10 wt % of one or more foaming agents and mixtures thereof and e) adding 10 to 20 wt % of a curing agent and f) curing. All wt % being related to the amount of the raw materials used.

Claims (16)

1. A method for preparing a foam comprising:

a) preparing a prepolymer by condensing at least one phenolic compound and formaldehyde in a ratio ranging from 1:1.0 to 1:3.0 in the presence of 0.15 to 5 wt % based on an amount of employed raw materials of a basic catalyst in a temperature range from 50 to 100° C. to form a reaction mixture until a refractive index of the reaction mixture is in the range from 1.4990 to 1.5020,

b) adding from 5 to 40 wt % based on the amount of employed raw materials of at least one natural polyphenol at a temperature of 50 to 100° C.,

c) adding from 2 to 10 wt % based on the amount of employed raw materials of one or more emulsifiers and mixtures thereof,

d) adding from 2 to 10 wt % based on the amount of employed raw materials of one or more blowing agents and mixtures thereof, and

e) adding from 10 to 20 wt % based on the amount of employed raw materials of a curative, and

f) curing.

2. The method of claim 1 wherein the ratio of the at least one phenolic compound to formaldehyde is in the range from 1:1.5 to 1:2.5.

3. The method of claim 1 wherein a free phenol content of the prepolymer obtained in step a) is <10%.

4. The method of claim 1 wherein the refractive index is 1.4995-1.5015.

5. The method of claim 1 wherein the natural polyphenol is selected from a tannin or a lignin compound or a cashew nut shell liquid.

6. The method of claim 1 wherein the natural polymer is added in a concentration of 5 to 20 wt % based on the amount of employed raw materials.

7. The method of claim 1 wherein the natural polyphenol is added at a temperature of 75 to 85° C.

8. The method of claim 1 wherein the emulsifier is selected from adducts of ethylene oxide or of propylene oxide on saturated and unsaturated fatty acids, hydroxyl fatty acids, fatty alcohols, glycerides or vegetable oils or dimethyl phthalate, diethylene glycol, phthalic anhydride or mixtures thereof.

9. The method of claim 1 wherein the blowing agent is selected from isopropyl chloride, isopentane, cyclopentane, butane, pentane, hexane, heptane or mixtures thereof.

10. Insulation comprising a foam prepared by the method of claim 1 .

Assignments (24)
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 →
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 →
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 →
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. (FORMERLY KNOWN AS MOMENTIVE SPECIALTY CHEMICALS INC.)
Reel/Frame 041793/0754 →
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 16, 2015
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 034967/0872 →
CHANGE OF NAME Recorded Feb 9, 2015
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: HEXION INC.
Reel/Frame 034924/0386 →
SECURITY INTEREST Recorded Aug 21, 2014
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST COMPANY, AS COLLATERAL AGENT
Reel/Frame 033579/0689 →
SECURITY INTEREST Recorded Aug 20, 2014
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 033577/0542 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2014
From: DAHLHAUS, DANIEL; KUHLMANN, GUNDA; BÖLKE, ROSEL
To: MOMENTIVE SPECIALTY CHEMICALS INC.
Reel/Frame 032930/0850 →