Hydrophobically modified polyamine scale inhibitors

Patent metadata

Field	Value
Publication number	US-9745216-B2
Application number	US-201615096206-A
Country	US
Kind code	B2
Filing date	Apr 11, 2016
Priority date	Oct 13, 2006
Publication date	Aug 29, 2017
Grant date	Aug 29, 2017

Abstract

Hydrophobically modified Si-containing polyamines are useful for treating scale in industrial process streams. Preferred hydrophobically modified Si-containing polyamines are particularly useful for treating aluminosilicate scale in difficult-to-treat industrial process streams, such as in the Bayer alumina process streams, nuclear waste streams and kraft paper mill effluent streams.

First claim

What is claimed is:

1. A composition comprising a polymeric reaction product of:
a polyamine,
a first nitrogen-reactive compound, and
a second nitrogen-reactive compound;
wherein:
the polyamine comprises a (NR 4 2 )-J-(NR 4 2 ) moiety, wherein J is an optionally substituted hydrocarbyl fragment comprising from about 2 to about 40 carbons, and each R 4 is independently H, optionally substituted C 1 -C 8 alkyl, or optionally substituted C 6 -C 10 aryl; the first nitrogen-reactive compound comprises a —Si(OR) 3 group and a nitrogen-reactive group, wherein R is H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, optionally substituted C 2 -C 20 alkenyl, Group I metal ion, Group II metal ion, or NR 1 4 , wherein each R 1 is independently selected from H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, and optionally substituted C 2 -C 20 alkenyl; and
at least one of the polyamine and the second nitrogen-reactive compound comprises an optionally substituted hydrocarbyl radical comprising from about 2 to about 40 carbons.

2. The composition of claim 1 , wherein the second nitrogen-reactive compound comprises at least two nitrogen-reactive moieties.

3. The composition of claim 1 , wherein the polymeric reaction product comprises a unit according to formula (I) and a unit according to formula (II):

wherein
T and E are each independently a first optionally substituted hydrocarbyl radical comprising from about 2 to 40 carbons;
Q is a second optionally substituted hydrocarbyl radical comprising from about 1 to about 40 carbons;
A 1 and A 2 are each independently a direct bond or an organic connecting group comprising from about 1 to about 20 carbons; and
R″ is H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, optionally substituted C 2 -C 20 alkenyl, Group I metal ion, Group II metal ion, or NR 1 4 , wherein each R 1 is independently selected from H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, and optionally substituted C 2 -C 20 alkenyl.

4. The composition of claim 1 , wherein the polymeric reaction product has a weight average molecular weight of at least about 500.

5. A method for reducing or eliminating scale in an industrial process comprising adding a composition according to claim 1 to the industrial process.

6. The composition of claim 1 , wherein the first nitrogen-reactive compound is glycidoxypropyl trimethoxysilane.

7. The composition of claim 1 , wherein the second nitrogen-reactive compound is 2-ethylhexyl glycidyl ether.

8. A composition comprising:
a polymeric reaction product of
a polyamine,
a first nitrogen-reactive compound, and
a second nitrogen-reactive compound;

wherein:
the first nitrogen-reactive compound comprises a —Si(OR) 3 group and a nitrogen-reactive group, wherein R is H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, optionally substituted C 2 -C 20 alkenyl, Group I metal ion, Group II metal ion, or NR 1 4 , wherein each R1 is independently selected from H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, and optionally substituted C 2 -C 20 alkenyl;
the second nitrogen-reactive compound is 2-ethylhexyl glycidyl ether; and

at least one of the polyamine and the second nitrogen-reactive compound comprises an optionally substituted hydrocarbyl radical comprising from about 2 to about 40 carbons,
wherein the polyamine comprises a (NR 4 2 )-J-(NR 4 2 ) moiety, wherein J is an optionally substituted hydrocarbyl fragment comprising from about 2 to about 40 carbons, and each R 4 is independently H, optionally substituted C 1 -C 8 alkyl, or optionally substituted C 6 -C 10 aryl.

9. A polymeric reaction product of:
a polyamine,
a first nitrogen-reactive compound, and
a second nitrogen-reactive compound;
wherein:
the polyamine comprises a (NR 4 2 )-J-(NR 4 2 ) moiety, wherein J is an optionally substituted hydrocarbyl fragment comprising from about 2 to about 40 carbons, and each R 4 is independently H, optionally substituted C 1 -C 8 alkyl, or optionally substituted C 6 -C 10 aryl;
the first nitrogen-reactive compound comprises a —Si(OR) 3 group and a nitrogen-reactive group, wherein R is H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, optionally substituted C 2 -C 20 alkenyl, Group I metal ion, Group II metal ion, or NR 1 4 , wherein each R 1 is independently selected from H, optionally substituted C 1 -C 20 alkyl, optionally substituted C 6 -C 12 aryl, optionally substituted C 7 -C 20 aralkyl, and optionally substituted C 2 -C 20 alkenyl;
the second nitrogen-reactive compound is 2-ethylhexyl glycidyl ether; and at least one of the polyamine and the second nitrogen-reactive compound comprises an optionally substituted hydrocarbyl radical comprising from about 2 to about 40 carbons.

Assignees

• Cytec Tech Corp

Inventors

• Heitner Howard
• Spitzer Donald P

Classifications

• C08G73/0206

  Polyalkylene(poly)amines · CPC title

• C02F1/70

  by reduction {(C02F1/4676 takes precedence)} · CPC title

• C08G73/02 Primary

  Polyamines · CPC title

• C02F2101/101

  Sulfur compounds · CPC title

• C02F2303/22

  Eliminating or preventing deposits, scale removal, scale prevention (C02F1/042, C02F1/4602, C02F5/00 take precedence) · CPC title