Polyzwitterionic acid antiscalant compound

Patent metadata

Field	Value
Publication number	US-9359458-B2
Application number	US-201314141177-A
Country	US
Kind code	B2
Filing date	Dec 26, 2013
Priority date	Dec 26, 2013
Publication date	Jun 7, 2016
Grant date	Jun 7, 2016

Abstract

The polyzwitterionic acid antiscalant is an antiscalant for use in desalination plants and the like for inhibiting CaSO 4 and SO 4 2− scale precipitation. The polyzwitterionic acid (PZA) antiscalant has the following structural formula:

In order to make the PZA antiscalant, N-carboethoxymethyl-3-(N,N-diallylamino)propanesulfonate, a zwitterionic monomer, is cyclopolymerized in aqueous solution using tert-butyl hydroperoxide (TBHP) to make an intermediate polyzwitterion (PZ). Acidic hydrolysis of the ester groups of the PZ is performed to produce the PZA antiscalant. Evaluation of the antiscalant properties of the PZA antiscalant using concentrated brines revealed that the PZA antiscalant, at a concentration of 10 ppm, is very effective in inhibiting the formation of calcium sulfate scale, particularly in reverse osmosis plants.

First claim

We claim:

1. A method of making a polyzwitterionic antiscalant compound, comprising the steps of:
cyclopolymerizing N-carboethoxymethyl-3-(N,N-diallylamino)propanesulfonate monomer in aqueous solution using tert-butyl hydroperoxide as an initiator to form a polyzwitterion having the structural formula:

 wherein the step of cyclopolymerizing comprises the steps of:
preparing a solution of the monomer in 1M NaCl aqueous solution;
adding the tert-butyl hydroperoxide initiator to the solution;
stirring the solution in a closed vessel at a temperature of 90° C. for a period of 48 hours;
cooling the solution;
dialyzing the cooled solution against deionized water for a period of 48 hours;
removing unreacted monomer and NaCl from the solution; and
freeze-drying the solution to produce the polyzwitterion; and

performing acid hydrolysis on ester groups of the polyzwitterion to form a polyzwitterionic acid having the structural formula:

 wherein the step of performing acid hydrolysis comprises the steps of:
preparing a solution of the polyzwitterion in HCl;
hydrolyzing the solution in a closed vessel at a temperature of 53° C. for a period of 48 hours;
cooling the hydrolyzed solution to room temperature;
dialyzing the cooled, hydrolyzed solution against deionized water for a period of 24 hours; and
freeze-drying the dialyzed solution to produce the polyzwitterionic acid.

Assignees

• Univ King Fahd Pet & Minerals

Inventors

• Haladu Shamsuddeen Abdullahi
• Ali Shaikh Asrof

Classifications

• C11D1/88

  Ampholytes; Electroneutral compounds {(C11D1/002, C11D1/004, C11D1/008 take precedence)} · CPC title

• C08F126/02

  by a single or double bond to nitrogen · CPC title

• C08F26/04 Primary

  Diallylamine · CPC title

• C08F228/02

  by a bond to sulfur · CPC title

• C11D1/90

  Betaines · CPC title