Diamine dione polyalkyl amine synthesis

Patent metadata

Field	Value
Publication number	US-10138322-B2
Application number	US-201615353451-A
Country	US
Kind code	B2
Filing date	Nov 16, 2016
Priority date	Nov 4, 2015
Publication date	Nov 27, 2018
Grant date	Nov 27, 2018

Abstract

Methods, compounds, and compositions described herein generally relate to polyalkylamines and syntheses thereof. In some embodiments, a chemical compound has the formula:

Each instance of R is independently selected from the group consisting of aryl, alkyl, and polyether. Each instance of R′ is independently selected from the group consisting of hydrogen, alkyl, aryl, cycloalkyl, polyether, and alcohol. Each instance of Q and Z is independently a covalent bond or selected from the group consisting of alkyl and aralkyl.

First claim

What is claimed is:

1. A compound, or mixture comprising a compound, of the formula:

wherein each instance of R is independently selected from the group consisting of aryl, alkyl, and polyether;
wherein each instance of R′ is independently selected from the group consisting of hydrogen, alkyl, aryl, cycloalkyl, polyether, and alcohol;
wherein each instance of Q is independently a covalent bond or selected from the group consisting of alkyl and aralkyl; and
wherein x is a positive integer.

2. The compound of claim 1 , wherein x is an integer between about 35 to about 45.

3. The compound of claim 1 , wherein at least one R is a polyether that is polyethylene glycol or polypropylene oxide.

4. The compound of claim 1 , wherein each instance of R′ is hydrogen.

5. The compound of claim 1 , wherein at least one R′ is cycolalkyl that is independently cylcopentyl or cyclohexyl.

6. The compound of claim 1 , wherein at least one R′ is alcohol that is alkylalcohol or polyether-alcohol.

7. The compound of claim 1 , wherein at least one R′ is a polyether that is polyethylene glycol or polypropylene oxide.

8. The compound of claim 1 , wherein at least one Q is a covalent bond.

9. The compound of claim 1 , wherein each instance of R is C 2 -alkyl, each instance of R′ is H, and each instance of Q is a covalent bond.

10. The compound of claim 1 , which is selected from the group consisting of:

wherein each instance of v is an integer independently between about 1 to about 100 and each instance of z is an integer independently between about 1 to about 100.

11. The compound of claim 1 , which is selected from the group consisting of:

wherein each instance of v is an integer independently between about 1 to about 100.

12. The compound of claim 1 , which is selected from the group consisting of:

wherein each instance of v is an integer independently between about 1 to about 100.

13. A salt derivative of the compound of claim 1 .

14. The compound of claim 1 , wherein at least one R is an aryl selected from the group consisting of benzyl, phenyl, naphthyl, or heteroaryl.

15. The compound of claim 1 , wherein at least one R′ is an aryl selected from the group consisting of benzyl, phenyl, naphthyl, or heteroaryl.

16. The compound of claim 1 , wherein each instance of Q is independently C1-C10 alkyl.

17. The compound of claim 1 , wherein at least one R is selected from C1-C10 alkyl.

18. The compound of claim 1 , wherein at least one R′ is C1-C10 alkyl.

Assignees

• IBM

Inventors

• Boday Dylan J
• Garcia Jeannette M
• Hedrick James L
• Ono Robert J
• Wojtecki Rudy J

Classifications

• C07C2601/14

  The ring being saturated · CPC title

• C07C251/18

  having carbon atoms of imino groups bound to carbon atoms of rings other than six-membered aromatic rings · CPC title

• C08G12/06 Primary

  Amines · CPC title

• C08G12/08

  aromatic · CPC title

• C07C251/08

  being acyclic · CPC title