Scale inhibitor compositions and methods of using

Patent metadata

Field	Value
Publication number	US-2016176995-A1
Application number	US-201514969918-A
Country	US
Kind code	A1
Filing date	Dec 15, 2015
Priority date	Dec 17, 2014
Publication date	Jun 23, 2016
Grant date	—

Abstract

Silicon containing polyamine scale inhibitors derived from poly(primary amine)s are disclosed. The scale inhibitors can be used to reduce siliceous scale formation in industrial process streams such as alumina recovery process streams, nuclear waste streams and kraft paper mill effluent streams.

First claim

What is claimed is:

1 . A scale inhibiting polymer comprising:
an A mer according to formula (I)

and a B mer according to formula (II)

wherein:
each R is independently hydroxy, optionally substituted C 1-20 alkoxy, optionally substituted C 1-20 oxyalkylene, optionally substituted C 6-12 aryloxy, or —OM;
M is a group I metal ion, group II metal ion, or N(R 4 ) 4 + ;
each R′ group is an optionally substituted C 1-20 alkyl, C 6-12 aryl, or C 7-12 aralkyl group;
n=1, 2 or 3;
m=0, 1 or 2;
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are each independently H or a first optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons;
A 1 and A 3 are each independently a direct bond or an optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons;
J 1 and J 2 are each independently H or an optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons; A 2 is a direct bond or an organic connecting group comprising from about 1 to about 20 carbons; and
Q is a first optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons.

2 . The scale inhibiting polymer of claim 1 wherein the A mer according to formula (I) is present in an amount of about 1% to about 99% by mole, based on total mers in the polymer.

3 . The scale inhibiting polymer of claim 1 or 2 wherein the B mer according to formula (II) is present in an amount of about 2% to 40% by mole, based on total mers in the polymer.

4 . The scale inhibiting polymer of claim 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are H; A 1 is direct bond, and A 3 is direct bond.

5 . The scale inhibiting polymer of claim 1 wherein, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are H; A 1 is —CH 2 —, and A 3 is —CH 2 —.

6 . The scale inhibiting polymer of claim 4 or 5 wherein M is Na + or NH 4 + or any combination thereof.

7 . The scale inhibiting polymer of claim 1 wherein n=3 and m=0.

8 . A polymeric reaction product of a polyamine with a silane compound and a hydrophobe-containing compound,
wherein the silane compound comprises a —SiR n R′ m group and an amine-reactive group; wherein each R is independently hydroxy, optionally substituted C 1-20 alkoxy, optionally substituted C 1-20 oxyalkylene, optionally substituted C 1-12 aryloxy, or —OM; n=1, 2 or 3; m=0, 1 or 2; M is a group I metal ion, a group II metal ion, or N(R 4 ) 4 + ; each R 4 is independently H or C 1-6 alkyl; and each R′ group is independently an optionally substituted C 1-20 alkyl, C 6-12 aryl, or C 7-12 aralkyl group; wherein the hydrophobe-containing compound comprises an amine-reactive group and at least one optionally substituted hydrocarbyl radical chosen from optionally substituted C 1-20 alkylene, optionally substituted C 7-20 aralkyl and optionally substituted C 1-20 oxyalkylene; and wherein the polyamine comprises a C mer according to formula (III)—

wherein R 8 , R 9 and R 10 are each independently H or C 1-6 alkyl; A 4 is a direct bond or an optionally substituted C 1-6 alkylene; and J 3 is H or an optionally substituted hydrocarbyl radical chosen from optionally substituted C 1-20 alkylene, optionally substituted C 7-20 aralkyl and optionally substituted C 1-20 oxyalkylene group.

9 . The polymeric reaction product of claim 8 wherein R 8 , R 9 and R 10 are each independently H; A 4 is a —CH 2 — group; and J 3 is H.

10 . The polymeric reaction product of claim 8 or 9 , wherein the silane compound is a halogen functional silane, an epoxy functional silane, or an isocyanate functional silane.

11 . The polymeric reaction product of claim 8 or 9 , wherein the silane compound is glycidoxypropyl trimethoxysilane or (5,6-epoxyhexyl)triethoxysilane.

12 . The polymeric reaction product of claim 8 or 9 , wherein the hydrophobe-containing compound is 1-bromopropane, propylene oxide, butylglycidyl ether, 1,2-epoxydodecane, (2,3-epoxypropyl)benzene, or 1,2-epoxyhexane.

13 . A method of reducing siliceous scale formation in an industrial process that is susceptible to siliceous scale formation, comprising adding a scale-reducing amount of a polymer to an industrial process stream, the polymer comprising:
an A mer according to formula (I)—

wherein:
each R is independently hydroxy, optionally substituted C 1-20 alkoxy, optionally substituted C 1-20 oxyalkylene, optionally substituted C 6-12 aryloxy, or —OM;
M is a group I metal ion, group II metal ion, or N(R 4 ) 4 + ;
each R′ group is an optionally substituted C 1-20 alkyl, C 6-12 aryl, or C 7-12 aralkyl group;
n=1, 2 or 3;
m=0, 1 or 2;
R 1 , R 2 , R 3 and R 4 are each independently H or a first optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons;
A 1 is a direct bond or an optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons;
J 1 is H or an optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons; and
A 2 is a direct bond or an organic connecting group comprising from about 1 to about 20 carbons.

14 . The method according to claim 13 , wherein the polymer further comprises a B mer of formula (II):

wherein:
R 5 , R 6 and R 7 are each independently H or a first optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons;
A 3 is a direct bond or an optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons;
J 2 is H or an optionally substituted hydrocarbyl radical comprising from about 1 to about 20 carbons; and
Q is hydrogen, optionally substituted C 1-20 alkyl or optionally substituted C 1-20 oxyalkylene.

15 . A method of reducing siliceous scale formation in an industrial process that is susceptible to siliceous scale formation, comprising adding a polymeric reaction product to an industrial process stream,
wherein the polymeric reaction product is formed from the reaction of a polyamine with a silane compound and a hydrophobe-containing compound, wherein the silane compound comprises a —SiR′ m R n group and an amine-reactive group; wherein each R is independently hydroxy, optionally substituted C 1-20 alkoxy, optionally substituted C 1-20 oxyalkylene, optionally substituted C 1-12 aryloxy, or —OM; n=1, 2 or 3; m=0, 1 or 2; M is a group I metal ion, a group II metal ion, or N(R 4 ) 4 + ; each R 4 is independently H or C 1-6 alkyl; and each R′ group is independently an optionally substituted C 1-20 alkyl, C 6-12 aryl, or C 7-12 aralkyl group; wherein the hydrophobe-containing compound comprises an amine-reactive group and at least one optionally substituted hydrocarbyl radical chosen from optionally substituted C 1-20 alkylene, optionally substituted C 7-20 aralkyl and optionally substituted C 1-20 oxyalkylene; and wherein the polyamine

Assignees

• Cytec Ind Inc

Inventors

• Song Airong
• Zhang Lei
• Cywar Douglas
• Chen Haunn-Lin Tony
• Taylor Matthew

Classifications

• C08F226/02

  by a single or double bond to nitrogen · CPC title

• C08F8/42

  Introducing metal atoms or metal-containing groups · CPC title

• C02F1/545

  Silicon compounds · CPC title

• C08F126/02 Primary

  by a single or double bond to nitrogen · CPC title

• C02F5/10 Primary

  using organic substances · CPC title