IP Library › Granted Patent US 9,890,130
Granted Patent B2
US 9,890,130 · App. 14/768,218 · Granted Feb 13, 2018

Phenolic epoxy compounds

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Quick Facts
Patent No.
US 9,890,130
App. No.
14/768,218
Granted
Feb 13, 2018
Kind
B2
Abstract

Disclosed herein are compositions and methods of making phenolic compounds, and resins comprising these phenolic compounds. The compounds include multifunctional epoxies, amino glycidyl derivatives, and multi-functional amines prepared from hydroxymethyl derivatives of phenols and bisphenols. In one embodiment, a compound is of formula I wherein R 1 is H or Z; each R 2 , R 3 , and R 4 , independently, are —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , —O—Z, —CH 2 —O—Z, —CH 2 CH 2 —O—Z, —CH 2 OH, —CH 2 NH 2 , —O—C—(CH 3 ) 3 , or —O-(alkylene)-CH 3 ; and Z is

Claims (28)

1. A compound of Formula I:

wherein:

R 1 is H or Z;

R 2 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , —O—Z, —CH 2 —O—Z, —CH 2 CH 2 —O—Z, —CH 2 OH, or —O—C—(CH 3 ) 3 ;

R 3 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , —O—Z, —CH 2 —O—Z, —CH 2 CH 2 —O—Z, —CH 2 OH or —O—C—(CH 3 ) 3 ;

R 4 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , —O—Z, —CH 2 —O—Z, —CH 2 CH 2 —O—Z, —CH 2 OH or —O—C—(CH 3 ) 3 ; and

Z is

2. The compound of claim 1 , wherein:

R 1 is H or Z;

R 2 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , or;

R 3 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , or; and

R 4 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , —N(CH 2 CH 2 —O—Z) 2 , —N(CH 2 OH) 2 , —N(CH 2 NH 2 ) 2 , or.

3. The compound of claim 1 , wherein:

R 1 is Z;

R 2 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , or —N(CH 2 CH 2 —O—Z) 2 ;

R 3 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , or —N(CH 2 CH 2 —O—Z) 2 ; and

R 4 is —N(Z) 2 , —N(CH 2 —O—Z) 2 , or —N(CH 2 CH 2 —O—Z) 2 .

4. The compound of claim 1 , wherein R 1 is Z, R 2 is —N(Z) 2 , R 3 is —N(Z) 2 , and R 4 is —N(Z) 2 .

5. The compound of claim 1 , wherein R 1 is Z, and each of R 2 is —N(CH 2 —O—Z) 2 , R 3 is —N(CH 2 —O—Z) 2 , and R 4 is —N(CH 2 —O—Z) 2 .

6. The compound of claim 1 , wherein R 1 is Z, and each of R 2 is —N(CH 2 CH 2 —O—Z) 2 , R 3 is —N(CH 2 CH 2 —O—Z) 2 , and R 4 is —N(CH 2 CH 2 —O—Z) 2 .

7. The compound of claim 1 , wherein:

R 1 is H;

R 2 is —N(CH 2 OH) 2 or —N(CH 2 NH 2 );

R 3 is —N(CH 2 OH) 2 or —N(CH 2 NH 2 ); and

R 4 is —N(CH 2 OH) 2 or —N(CH 2 NH 2 ).

8. The compound of claim 1 , wherein R 1 is H, R 2 is —N(CH 2 OH) 2 , R 3 is —N(CH 2 OH) 2 , and R 4 is —N(CH 2 OH) 2 .

9. The compound of claim 1 , wherein R 1 is H, R 2 is —N(CH 2 NH 2 ) 2 , R 3 is —N(CH 2 NH 2 ) 2 , and R 4 is —N(CH 2 NH 2 ) 2 .

10. The compound of claim 1 , wherein R 1 is H, R 2 is —N(CH 2 —O—Z) 2 , R 3 is —N(CH 2 —O—Z) 2 , and R 4 is —N(CH 2 —O—Z) 2 .

Assignments (2)
SECURITY INTEREST Recorded Jan 29, 2019
From: EMPIRE TECHNOLOGY DEVELOPMENT LLC
To: CRESTLINE DIRECT FINANCE, L.P.
Reel/Frame 048373/0217 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 15, 2015
From: ADAM, GEORGIUS ABIDAL
To: EMPIRE TECHNOLOGY DEVELOPMENT LLC
Reel/Frame 036334/0157 →