Fluorescent polymers and solutions thereof for scale control in aqueous systems
AssigneeNouryon Chemicals International B.V.
InventorKlin Aloysius RODRIGUES
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Abstract
Disclosed are fluorescent water-soluble water treatment polymers suitable for use in scale inhibition or suppression of corrosion in industrial water systems, the water treatment polymers especially comprising fluorescent coumarin, fluorescein, rhodamine, and Nile blue derivative monomers. Also disclosed are methods of making the monomers, methods of making the polymers, methods of inhibiting scale in an industrial water system, methods of suppressing corrosion in an industrial water system, and methods of using the polymers in coagulation and flocculation, and in cleaning applications.
Claims21
A fluorescent monomer of Structure I which is substantially free of Structure II, wherein Structure I comprises rings A and B and optionally rings C and/or D:
- wherein
- R1 is H, alkyl, aryl, arylalkyl, aryloxy, NH2, NHalkyl, N(alkyl)2, =NH+alkyl X−, ═N(alkyl)2X−, ═NH2+X−, (meth)acryloyloxy, vinylaryl, vinylarylalkyl, vinylaryloxy, vinylarylalkyloxy, (meth)allyl, (meth)allyloxy, (meth)acryloxy, (meth)acryloxyalkyl, (meth)acryloxypolyalkylene oxide, (meth)allylamino, (meth)acrylamido, polyalkylene oxide, oxo, OH, O−M+, alkoxy, CnH2n+1CH═CH-alkylene-, CnH2n+1CH═C(CH3)-alkylene-, CnH2n+1CH═CH-alkylene-O—, CnH2n+1CH═C(CH3)-alkylene-O—, —COOH, -alkylene-COOH, —COO−M+, -alkylene-COO−M+, or —O-alkylene-(meth)acrylate;
- R2 is H or alkyl;
- R3 is H, alkyl, aryl, arylalkyl, aryloxy, (meth)allyl, (meth)allylamino, (meth)allyloxy, (meth)allyloxyalkoxide, (meth)acryloyloxy, ((meth)acryloxyalkyl, meth)acryloxypolyalkylene oxide, (meth)acryloyloxyalkoxide, polyalkylene oxide, vinylaryl, vinylarylalkyl, vinylaryloxy, vinylarylalkyloxy, —OH, or —O−M+, alkoxy, —COOH, -alkylene-COOH, —COO−M+, —CH2COO−M+, CH3(CH2)n2C(O)OCnH2n+1CH═CHCH2—, CH3(CH2)n2C(O)O or CnH2n+1CH═C(CH3)CH2—;
- or R3 is
- where the dotted bond joins R3 to the remainder of Structure I;
- X1 represents CH or N;
- R4 is O when ring C is absent;
- or represents CH when ring C is present;
- R5 is ═NH2+X−, =NH+alkyl X−, ═N+(alkyl)2X−, NH2, NHalkyl, N(alkyl)2, or ═O;
- R6 is H, alkyl, alkylene, —NH2, NHalkyl, N(alkyl)2, (meth)acryloxy, (meth)acrylamido, (meth)allyl, —COOH, —COO−M+, phosphate, phosphonate, sulfonate, vinylaryl, vinylarylalkyl, vinylaryloxy, vinylarylalkyloxy, (meth)allyloxy, (meth)acryloxy, (meth)acryloxypolyalkylene oxide, (meth)acrylamido, polyalkylene oxide, (meth)acryloxyalkyl, or (meth)allylamino;
- R7 is H, M+, alkyl, alkenyl, arylalkyl, alkyl-CH═CH-alkylene-, alkyl-CH═C(CH3)-alkylene-, —O-(meth)-alkyl, CH2═CR′—C(═O)—O-alkylene-O—C(═O)—O—, (meth)allyloxy, (meth)acryloxy, (meth)acryloxypolyalkylene oxide, (meth)acrylamido, polyalkylene oxide, (meth)acryloxyalkyl, or (meth)allylamino;
- R′ is H or alkyl;
- n is 0-10;
- m is 2 when n=0;
- and m is 1 when n=1-10;
- X− is an anionic counter ion;
- and
- M+ is a cationic counterion;
- with the proviso that R1, R3, R6 or R7 have at least one polymerizable double bond;
- and Structure II comprises rings E and F and optionally rings G and/or H:
- wherein
- R8 is H, alkyl, NH2, NHalkyl, N(alkyl)2, ═NH2+X−, =NH+alkyl X−, ═N(alkyl)2X−, ═O, OH, or O−M+, —COOH, -alkylene-COOH, or —COO−M+, or -alkylene-COO−M+;
- R9 is H or alkyl;
- R10 is H, —OH, or —O−M+, alkyl, —COOH, -alkylene-COOH, —COO−M+, or -alkylene-COO−M+;
- or R10 is
- where the dotted bond joins R10 to the remainder of Structure II;
- X1 is CH or N;
- R11 is O when ring G is absent;
- or represents CH when ring G is present;
- R12 is ═NH2+X−, =NH+alkyl X−, ═N+(alkyl)2X−, NH2, NHalkyl, N(alkyl)2, or ═O;
- R13 is H, —NH2, NHalkyl, N(alkyl)2, —COOH, —COO−M+, phosphate, phosphonate, or sulfonate;
- R14 is H or M+;
- X− has the meaning given above;
- M+ has the meaning given above;
- and
- rings D and H, when present, are optionally substituted.
Dependencies are inferred from the claim text.