Tackifier compounds and methods of using the same

Patent metadata

Field	Value
Publication number	US-9920145-B2
Application number	US-201715581229-A
Country	US
Kind code	B2
Filing date	Apr 28, 2017
Priority date	Oct 15, 2012
Publication date	Mar 20, 2018
Grant date	Mar 20, 2018

Abstract

The present invention relates to tackifier compounds and methods of using the same. In various embodiments, the present invention provides a tackifier compound including independently substituted or unsubstituted fused rings A and B each independently chosen from (C 5 -C 10 )cycloalkyl and (C 2 -C 10 )heterocyclyl. Fused ring A is substituted with (R 1 ) 1-8 and fused ring B is substituted with —(OC(O)R′C(O)R 2 ) 1-8 . At each occurrence R′ is independently chosen from (C 2 -C 10 )alkanylene, (C 2 -C 10 )alkenylene, (C 2 -C 10 )alkynylene, C 5 -C 20 (arylene), and (C 1 -C 20 )heteroarylene, wherein R′ is unsubstituted or substituted. At each occurrence R 1 is independently selected from —OH, —OR 3 , and —OC(O)R′C(O)R 2 . At each occurrence R 2 is independently chosen from —OH, —OR 3 , —NH 2 , —NHR 3 , and —NR 3 2 . At each occurrence R 3 is independently chosen from (C 1 -C 10 )alkanyl, (C 2 -C 10 )alkenyl, (C 2 -C 10 )alkynyl, C 5 -C 20 (aryl), and (C 1 -C 20 )heteroaryl, wherein R 3 is unsubstituted or substituted.

First claim

What is claimed is:

1. A polymer comprising a repeating unit having the structure:

or a salt thereof;
wherein
fused rings A and B are each independently chosen from (C 5 -C 10 )cycloalkyl and (C 2 -C 10 )heterocyclyl;
m and n are each independently 1-8;
at each occurrence R 4 is independently selected from —OH, —OR 3 ,

at each occurrence R′ is independently chosen from (C 2 -C 10 )alkanylene, (C 2 -C 10 )alkenylene, (C 2 -C 10 )alkynylene, C 5 -C 20 (arylene), and (C 1 -C 20 )heteroarylene, wherein R′ is substituted or unsubstituted;
at each occurrence R″ is independently a (C 2 -C 10 )alkanylene bonded to at least one of a repeating unit and an end-blocking unit of the polymer at two locations, wherein R″ is substituted or unsubstituted;
at each occurrence R 2 is independently chosen from —OH, —OR 3 , —NH 2 , —NHR 3 , and —NR 3 2 ;
at each occurrence R 3 is independently chosen from (C 1 -C 10 )alkanyl, (C 2 -C 10 )alkenyl, (C 2 -C 10 )alkynyl, C 5 -C 20 (aryl), and (C 1 -C 20 )heteroaryl, wherein R 3 is substituted or unsubstituted; and
fused rings A and B are each independently substituted or unsubstituted.

2. The polymer of claim 1 , wherein the repeating unit has a structure chosen from:

wherein at each occurrence L 1 and L 2 are independently chosen from a bond and (C 1 -C 10 )alkyl, and wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

3. The polymer of claim 1 , wherein the repeating unit has the structure:

wherein at each occurrence L 1 and L 2 are independently chosen from a bond and (C 1 -C 10 )alkyl and wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

4. The polymer of claim 1 , wherein the repeating unit has the structure:

wherein at each occurrence L 1 and L 2 are independently chosen from a bond and (C 1 -C 10 )alkyl.

5. The polymer of claim 1 , wherein the repeating unit has a structure chosen from:

wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

6. The polymer of claim 1 , wherein the repeating unit has the structure:

wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

7. The polymer of claim 1 , wherein the repeating unit has the structure:

8. The polymer of claim 1 , wherein rings A and B form a ring system chosen from isosorbide, isomannide, and isoidide.

9. The polymer of claim 1 , wherein R″ is an alkanylene bonded to at least one of a repeating unit and an end-blocking unit of the polymer at two locations and is chosen from ethylene, propylene, butylene, or pentylene.

10. The polymer of claim 1 , wherein the repeating unit has a structure chosen from:

wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

11. The polymer of claim 1 , wherein the repeating unit has the structure:

wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

12. The polymer of claim 1 , wherein the repeating unit has the structure:

13. The polymer of claim 1 , wherein the repeating unit has a structure chosen from:

wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

14. The polymer of claim 1 , wherein the repeating unit has a structure chosen from:

wherein at each occurrence R 4 is independently selected from —OH, —OR 3 ,

15. The polymer of claim 1 , wherein the repeating unit has a structure chosen from:

16. A system comprising:
the polymer of claim 1 ; and
a first substrate;
wherein the polymer is bonded to the first substrate.

17. The system of claim 16 , further comprising a second substrate, wherein the polymer is bonded to the first and second substrate to bond the first substrate to the second substrate via the polymer.

Assignees

• Univ Iowa State Res Found Inc

Inventors

• Chen Jason Shih-Hao
• Kessler Michael Richard
• Zenner Michael Dennis

Classifications

• C07C2602/36

  the rings having more than two atoms in common · CPC title

• C08L75/08

  from polyethers · CPC title

• C09J135/02

  Homopolymers or copolymers of esters (C09J135/06, C09J135/08 take precedence) · CPC title

• C08G18/771

  oxygen · CPC title

• C08F122/20 Primary

  Esters containing oxygen in addition to the carboxy oxygen · CPC title