# US 2021/0078884 A1 · Monitoring and dosage control of tagged treatment polymers in industrial water systems

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- Number: US 2021/0078884 A1
- Document ID: US20210078884A1
- Status: Published application
- Kind: A1
- Application number: 16/611,919
- Filed: 2018-07-02
- Published: 2021-03-18
- Earliest claimed: 2017-07-31
- Assignees: Dow Global Technologies LLC
- Applicants: Dow Global Technologies LLC
- Inventors: Kaylie L. Young; Clark H. Cummins; William C. Glover; Robert D. Grigg
- Web page: https://patentgrep.com/patent/US20210078884A1

## CPC

- C02F 1/68: by addition of specified substances, e.g. trace elements, for ameliorating potable water (medicinal water A61K)
- C02F 5/10: using organic substances
- C07D 271/107: with two aryl or substituted aryl radicals attached in positions 2 and 5
- C07D 285/12: 1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- G01N 21/643: {non-biological material}
- C02F 1/008: {Control or steering systems not provided for elsewhere in subclass C02F}
- C02F 2103/34: from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F 2303/08: Corrosion inhibition
- C02F 2303/22: Eliminating or preventing deposits, scale removal, scale prevention (C02F1/042, C02F1/4602, C02F5/00 take precedence)
- G01N 2021/6439: {with indicators, stains, dyes, tags, labels, marks}
- C02F: TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE (separation in general B01D; special arrangements on waterborne vessels of installations for treating water, waste water or sewage, e.g. for producing fresh water, B63J; adding materials to water to prevent corrosion C23F; treating radioactively-contaminated liquids G21F9/04; regeneration of reactants for recirculation into processes, see the relevant places for the processes)
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)

## Abstract

The present invention relates to a fluorescently-tagged (co)polymer useful as a scale inhibitor in industrial water systems. Said (co)polymer comprises a (i) reactive fluorescent compound selected from a diazole compound (ii) at least one monoethylenically unsaturated acid monomer, and (iii) optionally, at least one monoethylenically unsaturated acid-free monomer.

## Claims

### Claim 1

A method for maintaining the desired amount of diazole-tagged (co)polymer in an industrial water system comprising the steps of:
a) adding a diazole-tagged (co)polymer to water such that a desired concentration of said diazole-tagged (co)polymer is present in said water, wherein the diazole-tagged (co)polymer comprises:
(i) a diazole compound, or salt thereof, represented by one of the following formulas:
wherein R1 to R11 are independently H, C1 to C12 alkyl, C1 to C12 aryl, —SO3−, —PO32−, —CO2−, or —N+R103 wherein each R10 is independently H or C1 to C12 alkyl and X is oxygen or sulfur,
b) using a fluorometer to detect a fluorescent signal of said diazole-tagged polymer;
c) converting the fluorescent signal of the polymer to a concentration of said diazole-tagged polymer;
and
d) adjusting the concentration of said diazole-tagged copolymer according to what the desired concentration is for said diazole-tagged copolymer in the industrial water system.

### Claim 2

A method to inhibit scale in an industrial water system comprising the steps of:
a) providing a scale inhibitor to an industrial water system susceptible to unwanted scaling
and
b) adding to the water of said industrial water system from 0.1 ppm to 50 ppm of a scale inhibitor;
wherein said scale inhibitor is a diazole-tagged (co)polymer comprising:
(i) a diazole compound, or salt thereof, represented by one of the following formulas:
wherein R1 to R11 are independently H, C1 to C12 alkyl, C1 to C12 aryl, —SO3−, —PO32−, —CO2−, or —N+R103 wherein each R10 is independently H or C1 to C12 alkyl and X is oxygen or sulfur.

### Claim 3 (depends on 1)

The method of claim 1 wherein the diazole compound, or salt thereof, (i) has the formula:
where X is oxygen or sulfur.

### Claim 4 (depends on 1)

The method of claim 1 wherein the diazole-tagged (co)polymer comprises:
(ii) at least one monoethylenically unsaturated acid monomer
and
(iii) optionally, at least one monoethylenically unsaturated acid-free monomer.

### Claim 5 (depends on 4)

The method of claim 4 wherein
(ii) the monoethylenically unsaturated acid monomer is selected from acrylic acid, methacrylic acid, crotonic acid, vinylacetic acid, maleic acid, maleic anhydride, 1,2,3,6-tetrahydrophthalic anhydride, 3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride, 5-norbornene-2,3-di-carboxylic anhydride, bicyclo-[2.2.2]-5-octene-2,3-dicarboxylic anhydride, 3-methyl-1,2,6-tetrahydrophthalic anhydride, 2-methyl-1,3,6-tetrahydrophthalic anhydride, itaconic acid, mesaconic acid, fumaric acid, citraconic acid, 2-acrylamido-2-methylpropanesulfonic acid, allylsulfonic acid, allylphosphonic acid, allyloxybenzenesulfonic acid, 2-hydroxy-3-(2-propenyloxy)-propanesulfonic acid, isopropenylphosphonic acid, isopro-penylsulfonic acid, vinylphosphonic acid, styrenesulfonic acid, vinylsulfonic acid, and the alkali metal or ammonium salts thereof and
(iii) if present, the monoethylenically unsaturated acid-free monomer is selected from methyl acrylate, ethyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate and isobutyl methacrylate; hydroxyalkyl esters of acrylic or methacrylic acids such as hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, acrylamide, methacrylamide, N-t-butylacrylamide, N-methylacrylamide, N,N-dimethyl-acrylamide, acrylonitrile, methacrylonitrile, allyl alcohol, phosphoethyl methacrylate, 2-vinylpyridene, 4-vinylpyridene, N-vinyl-pyrrolidone, N-vinylformamide, N-vinylimidazole, vinyl acetate, and styrene.

### Claim 6 (depends on 4)

The method of claim 4 wherein
(ii) the monoethylenically unsaturated acid monomer is selected from acrylic acid, methacrylic acid, 2-acrylamido-2-methylpropanesulfonic acid, or maleic acid, and
(iii) if present, the monoethylenically unsaturated acid-free monomer is selected from methyl acrylate, ethyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, acrylamide, methacrylamide, N-t-butylacrylamide, N-methylacrylamide, or N,N-dimethyl-acrylamide.
