IP Library Granted Patent US 10,899,919
Granted Patent B2
US 10,899,919 · App. 15/018,221 · Granted Jan 26, 2021

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

Inventors: Brian B. Marr (Hampton, NJ); Osama M. Musa (Kinnelon, NJ)
Assignee: ISP INVESTMENTS LLC
C08L33/00A61K8/8141A61K47/32A61Q19/00C07D403/12C08F220/08C11D3/3757C08L2203/02
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Quick Facts
Patent No.
US 10,899,919
App. No.
15/018,221
Granted
Jan 26, 2021
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: formula: (1) wherein m, n, and q are defined herein.

Claims (15)

1. A composition comprising 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, wherein the composition is selected from the group consisting of adhesive compositions, aerosol compositions, agricultural compositions, beverage compositions, biocide compositions, cleaning compositions, coating compositions, cosmetic, dental compositions, detergent compositions, drug compositions, electronic compositions, encapsulation compositions, food compositions, hair spray compositions, household-industrial-institutional ink compositions, lithographic solution compositions, membrane compositions, metal fluid compositions, oilfield compositions, paint compositions, paper compositions, personal care compositions, pharmaceutical compositions, plaster compositions, plastic compositions, printing compositions, wood-care compositions, and mixtures thereof.

2. The composition 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 composition 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 composition 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 composition 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, 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 50.

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

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

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

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

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

11. A composition comprising 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, wherein the composition is selected from the group consisting of cosmetic compositions, drug delivery system compositions, hair compositions, oil compositions, pharmaceutical compositions, pigment dispersion compositions, preservative compositions, color compositions, skin care compositions, sun care compositions, tissue regeneration scaffold compositions, modified natural oil for increased flexibility in styling compositions, durable styling compositions, increased humidity compositions resistance for hair compositions, color compositions, cosmetic compositions, sun care water-proof/resistance compositions, wear-resistance compositions, shower gel compositions, shampoo compositions, thermal protecting/enhancing compositions, denture adhesive compositions, toothpaste compositions, mouth wash compositions, tablet coating compositions, tablet binder compositions, transdermal patch compositions, and mixtures thereof.

Assignments (4)
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 →
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 Mar 4, 2016
From: MUSA, OSAMA M.; MARR, BRIAN B.
To: ISP INVESTMENTS INC.
Reel/Frame 037892/0816 →
Continuity (3)
Division 14126282
Provisional Application 61498233 · Jun 17, 2011
Related Publication 20160152814A1 · Jun 2, 2016