IP Library Granted Patent US 9,334,351
Granted Patent B2
US 9,334,351 · App. 14/126,282 · Granted May 10, 2016

4- and 5-substituted 1,2,3-triazole, and regioisomer mixtures thereof, modified polymers

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Quick Facts
Patent No.
US 9,334,351
App. No.
14/126,282
Granted
May 10, 2016
Kind
B2
Abstract

Provided are novel 4- and 5-substituted 1,2,3-triazoles, and regioisomer mixtures thereof, modified polymers, wherein the substituted 1,2,3-triazoles are modified by reaction with a modifying polymer (maleic anhydride based polymer). Depending upon the ratio of the substituted 1,2,3-triazole to the maleic anhydride based polymer employed, the resulting modified polymers can provide maleic anhydride based polymers that are partially or fully reacted with the substituted 1,2,3-triazoles. The resulting modified polymers may be partially or fully opened to provide amic acids, carboxylic acids, carboxylic acidic salts, imides, or esters. The novel 4- or 5-substituted 1,2,3-triazoles, and regioisomer mixtures thereof, modified polymers can be converted to a wide variety of useful polymers and may be employed in a wide variety of compositions. An example of a modified polymer may be represented by the structure:formule: (1) wherein m, n, and q are defined herein.

Claims (13)

1. A 4- or 5-substituted 1,2,3-triazole, or regioisomer mixtures thereof, modified polymer, wherein the substituted 1,2,3-triazole is modified by a modifying polymer represented by the structure:

wherein R 1 is selected from the group consisting of hydrogen, functionalized and unfunctionalized alkyl, alkoxy, cycloalkyl, alkenyl, and aryl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof.

2. The modified polymer according to claim 1 , wherein the 4- or 5-substituted 1,2,3-triazole, or regioisomer mixtures thereof, are represented by the structures, respectively:

wherein X is OH or NHR 2 ; each R 2 is independently selected from the group consisting of hydrogen, functionalized and unfunctionalized alkyl, alkoxy, cycloalkyl, alkenyl, and aryl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; and each p is an integer independently ranging from 1 to about 50.

3. The modified polymer according to claim 2 , wherein R 2 is selected from the group consisting of hydrogen and functionalized and unfunctionalized alkyl and alkoxy groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; X is OH; and each p is an integer independently ranging from 1 to about 6.

4. The modified polymer according to claim 1 , wherein the modified polymer is selected from the group consisting of:

wherein R 1 , R 2 , and R 3 are each independently selected from the group consisting of hydrogen, functionalized and unfunctionalized alkyl, alkoxy, cycloalkyl, alkenyl, and aryl groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; M 1 is selected from the group consisting of hydrogen, alkali metals, and alkaline earth metals; M 2 is an alkali metal or an alkaline earth metal; each m, n, and q is an integer independently ranging from about 2 to about 500; and each p is an integer independently ranging from 1 to about 50.

5. The modified polymer according to claim 4 , wherein R 1 , R 2 , and R 3 are each independently selected from the group consisting of hydrogen and functionalized and unfunctionalized alkyl and alkoxy groups, wherein any of the before mentioned groups may be with or without heteroatoms, and mixtures thereof; X is OH; and each p is an integer independently ranging from 1 to about 6.

6. The modified polymer according to claim 4 , wherein the modified polymer is represented by the structure:

7. The mixture according to claim 4 , wherein the modified polymer is represented by the structure:

8. The modified polymer according to claim 4 , wherein the modified polymer is represented by the structure:

9. The modified polymer according to claim 4 , wherein the modified polymer is represented by the structure:

10. The modified polymer according to claim 4 , wherein the modified polymer is represented by the structure:

Assignments (5)
RELEASE OF SECURITY INTEREST Recorded Jan 10, 2020
From: THE BANK OF NOVA SCOTIA
To: AVOCA LLC; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES LLC
Reel/Frame 051557/0504 →
SECURITY AGREEMENT Recorded Jul 3, 2017
From: AVOCA, INC.; HERCULES LLC; ISP INVESTMENTS LLC; PHARMACHEM LABORATORIES, INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 043084/0753 →
CONVERSION Recorded Jan 30, 2017
From: ISP INVESTMENTS INC.
To: ISP INVESTMENTS LLC
Reel/Frame 041556/0499 →
CHANGE OF NAME Recorded Dec 12, 2016
From: ISP INVESTMENTS INC.
To: ISP INVESTMENTS LLC
Reel/Frame 040886/0841 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 27, 2014
From: MARR, BRIAN B.; MUSA, OSAMA M.
To: ISP INVESTMENTS INC.
Reel/Frame 032052/0479 →