IP Library Granted Patent US 8,288,464
Granted Patent B2
US 8,288,464 · App. 13/323,920 · Granted Oct 16, 2012

Low-voc polyamines

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Quick Facts
Patent No.
US 8,288,464
App. No.
13/323,920
Granted
Oct 16, 2012
Kind
B2
Abstract

A compound having formula (I) wherein R 1 is methyl or ethyl; R 2 is hydrogen, methyl, CH 2 C(NH 2 )(R 1 )(CH 2 OH) or R 2 groups combine to form a difunctional C 2 -C 6 alkyl group; and X is a difunctional group selected from the group consisting of C 2 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 10 aryl, C 8 -C 20 aryl alkyl, C 4 -C 20 heteroalkyl or C 10 -C 20 aryl heteroalkyl.

Claims (9)

1. A compound having formula (I)

wherein R 1 is methyl or ethyl; R 2 is hydrogen, methyl, CH 2 C(NH 2 )(R 1 )(CH 2 OH) or R 2 groups combine to form a difunctional C 2 -C 6 alkyl group; and X is a difunctional group selected from the group consisting of C 2 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 10 aryl, C 8 -C 20 aryl alkyl, C 4 -C 20 heteroalkyl or C 10 -C 20 aryl heteroalkyl.

2. The compound of claim 1 in which X is C 3 -C 8 alkyl or C 4 -C 8 heteroalkyl.

3. The compound of claim 2 in which R 2 is CH 2 C(NH 2 )(R 1 )(CH 2 OH).

4. The compound of claim 3 in which X is a C 4 -C 8 heteroalkyl group having at least one nitrogen atom, and a CH 2 C(NH 2 )(R 1 )(CH 2 OH) group is attached to a heteroalkyl nitrogen atom.

5. A method for adjusting pH in a coating composition; said method comprising adding to a coating composition having a pH below 7 a sufficient amount of a compound of formula (I)

wherein R 1 is methyl or ethyl; R 2 is hydrogen, methyl, CH 2 C(NH 2 )(R 1 )(CH 2 OH) or R 2 groups combine to form a difunctional C 2 -C 6 alkyl group; and X is a difunctional group selected from the group consisting of C 2 -C 20 alkyl, C 5 -C 20 cycloalkyl, C 6 -C 10 aryl, C 8 -C 20 aryl alkyl, C 4 -C 20 heteroalkyl or C 10 -C 20 aryl heteroalkyl;

to produce a final pH from 7.5 to 9.5.

6. The method of claim 5 in which X is C 3 -C 8 alkyl or C 4 -C 8 heteroalkyl.

Assignments (7)
CHANGE OF NAME Recorded Feb 27, 2024
From: ANGUS CHEMICAL COMPANY
To: ADVANCION CORPORATION
Reel/Frame 066697/0518 →
PATENT SECURITY AGREEMENT (1ST LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 054553/0706 →
PATENT SECURITY AGREEMENT (2ND LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054553/0719 →
RELEASE OF SECURITY INTEREST Recorded Nov 24, 2020
From: JPMORGAN CHASE BANK, N.A.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 054586/0231 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: ANGUS CHEMICAL COMPANY
Reel/Frame 035213/0405 →
SECURITY AGREEMENT Recorded Feb 3, 2015
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 034881/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2012
From: PEERA, ASGHAR A.; ROBINSON, GLENN NELSON; THOMLINSON, IAN A.
To: DOW GLOBAL TECHNOLOGIES LLC; ANGUS CHEMICAL COMPANY
Reel/Frame 028933/0316 →