IP Library Granted Patent US 9,109,084
Granted Patent B1
US 9,109,084 · App. 14/489,866 · Granted Aug 18, 2015

Synthesis of polyepoxy succinic acid compounds using free radical initiators

Inventors: David Jay Rose (Lyons, KS); Gene H. Zaid (Sterling, KS); Thomas W. Burgoyne (Sterling, KS); Kim Brashear (Lyons, KS)
Assignee: Jacam Chemical Company 2013, LLC
C08G65/22C08G65/3355
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Quick Facts
Patent No.
US 9,109,084
App. No.
14/489,866
Granted
Aug 18, 2015
Kind
B1
Abstract

Methods of synthesizing polymers including repeat units of the formula comprise the step of polymerizing repeat units of the formula in the presence of a free radical catalyst, where each R and each M is separately and independently selected from the group consisting of H, C1-C12 straight or branched chain alkyl, aryl, amine, amide, and ester groups, halides, and mixtures thereof, and n ranges from about 2-15.

Claims (14)

1. A method of synthesizing a polymer including repeat units of the formula

comprising the step of polymerizing repeat unit precursors of the formula

in the presence of a free radical catalyst, where each R and each M is separately and independently selected from the group consisting of H, C1-C12 straight or branched chain alkyl, aryl, amine, amide, and ester groups, halides, and mixtures thereof.

2. The method of claim 1 , said polymer being polyepoxysuccinic acid wherein each R and M group is H, and having the molecular formula HO(C4H2O5H2)n, where n ranges from about 2-15.

3. The method of claim 1 , said polymer being of the formula

wherein each Z is a repeat unit separately and independently selected from the group consisting of substituted and unsubstituted C1-C12 olefins, and mixtures thereof, where n ranges from about 2-15.

4. The method of claim 3 , said Z repeat units being different.

5. The method of claim 3 , said Z repeat units selected from the group consisting of vinyl, acrylate, methacrylate, and acrylamide repeat units, and mixtures thereof.

6. The method of claim 1 , said polymer having at least one terminal PO(OH)2 phosphonate group.

7. The method of claim 1 , said free radical catalyst selected from the group consisting of halogens, persulfates, azo compounds, organic peroxides, inorganic peroxides, and mixtures thereof.

8. The method of claim 7 , said catalyst selected from the group consisting of ammonium persulfate, di-t-butyl peroxide, 2,2′-azobis(2-methylpropionitrile), and iodine, and mixtures thereof.

9. The method of claim 1 , including the step of carrying out said polymerization at a temperature of from about 40-150° C.

10. The method of claim 1 , said repeat units being in aqueous dispersion having a pH of from about 5-10.

11. The method of claim 1 , including the step of phosphonating said polymer after said polymerization reaction.

Assignments (7)
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY'S NAME PREVIOUSLY RECORDED ON REEL 054786 FRAME 0564. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 4, 2023
From: CES TECHNOLOGY S.À R.L.
To: CESH INTERNATIONAL TECHNOLOGY KFT
Reel/Frame 062956/0253 →
SECURITY INTEREST Recorded Oct 21, 2021
From: CESH INTERNATIONAL TECHNOLOGY KFT
To: THE BANK OF NOVA SCOTIA
Reel/Frame 057871/0032 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 31, 2020
From: CES TECHNOLOGY S.À R.L.
To: CESH INTERNATIONAL FINANCING KFT
Reel/Frame 054786/0564 →
SECURITY INTEREST Recorded Dec 28, 2015
From: CES TECHNOLOGY S.A.R.L.
To: THE BANK OF NOVA SCOTIA
Reel/Frame 037368/0011 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2015
From: CES INTERNATIONAL OPERATIONS S.À R.L
To: CES TECHNOLOGY S.À R.L.
Reel/Frame 037350/0170 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2015
From: JACAM CHEMICAL COMPANY 2013, LLC
To: CES INTERNATIONAL OPERATIONS S.À R.L.
Reel/Frame 037321/0558 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 18, 2014
From: ROSE, DAVID JAY; ZAID, GENE H.; BURGOYNE, THOMAS W.; BRASHEAR, KIM
To: JACAM CHEMICAL COMPANY 2013, LLC
Reel/Frame 033768/0428 →