Hydrophobically modified polyamine scale inhibitors

Patent metadata

Field	Value
Publication number	US-10144663-B2
Application number	US-201514961323-A
Country	US
Kind code	B2
Filing date	Dec 7, 2015
Priority date	Oct 13, 2006
Publication date	Dec 4, 2018
Grant date	Dec 4, 2018

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 method of treating scale in a process stream comprising:
intermixing with a process stream a composition comprising a polymeric reaction product of a polyamine, a first nitrogen-reactive compound, and a second nitrogen-reactive compound, the polymeric reaction product having a weight average molecular weight of at least 500,
wherein the composition is present in an amount effective to reduce or eliminate scale in the process stream,
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 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;
wherein the second nitrogen-reactive compound comprises a nitrogen-reactive group and does not contain a —Si(OR) 3 group;
wherein at least one of the polyamine and the second nitrogen-reactive compound comprises an optionally substituted hydrocarbyl radical comprising from 2 to 40 carbons;
wherein the process stream comprises at least one of a sulfate level of at least 1 g/L, a iron oxide level of at least 20 mg/L, a sodalite level of at least 20 mg/L, and a combined nitrate/nitrite concentration of at least 0.5 molar; and
wherein the polyamine comprises a
(NR 4 2 )-J-(NR 4 2 ) moiety;
J is an optionally substituted hydrocarbyl fragment comprising from 2 to 40 carbons;
and each R 4 is independently H, optionally substituted C 1 -C 8 alkyl, or optionally substituted C 6 -C 10 aryl.

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

wherein
T and E are each independently a first optionally substituted hydrocarbyl radical comprising from 2 to 40 carbons;
Q is H or a second optionally substituted hydrocarbyl radical comprising from 1 to 20 carbons;
A 1 and A 2 are each independently a direct bond or an organic connecting group comprising from 1 to 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.

3. The method according to claim 2 , wherein the polymeric reaction product comprising a unit of formula (I) and a unit of formula (II) comprises at least one of the following provisos:
a first proviso wherein when A 2 -Q is H, at least one of T and E comprises four or more carbon atoms;
a second proviso wherein when A 2 -Q is not H, at least one of T and E comprises two or more carbon atoms;
a third proviso wherein Q does not contain a Si(OR) 3 group;
a fourth proviso wherein A 2 is not unsubstituted —C(═O)-alkyl; and
a fifth proviso wherein when Q is OH or NH 2, A 1 and A 2 are not both alkylene.

4. The method according to claim 1 , wherein the process stream is selected from the group consisting of a Bayer process stream, boiler water, a nuclear waste process stream, and a papermaking process stream.

5. The method according to claim 4 , wherein the process stream is a Bayer process stream.

6. The method according to claim 1 , wherein the scale is at least aluminosilicate scale.

7. The method according to claim 1 , wherein R is a Group I metal ion, Group II metal ion, or NR 1 4.

8. The method according to claim 1 , wherein the process stream comprises at least 1 g/L of sodium sulfate.

9. The method according to claim 1 , wherein the process stream comprises at least 20 mg/L of iron oxide.

10. The method according to claim 1 , wherein the process stream comprises at least 20 mg/L of sodalite.

11. The method according to claim 1 , wherein the process stream has a combined nitrate/nitrate concentration of at least 0.5 molar.

12. The method according to claim 1 , wherein the second nitrogen-reactive compound comprises at least two nitrogen-reactive moieties.

13. The method according to claim 1 , wherein the first nitrogen-reactive compound is glycidoxypropyl trimethoxysilane.

14. The method according to claim 1 , wherein the second nitrogen-reactive compound is chosen from C 1 -C 20 alkyl halides, alkenyl halides, aralkyl halides, alkyl sulfates, glycidyl alcohols, glycidyl phenols, and glycidyl amines, and compounds containing an anhydride group.

15. The method according to claim 1 wherein the second nitrogen-reactive compound is chosen from dimethylsulfate, chlorooctane, chlorohexane, benzyl chloride, epichlorohydrin, glycidyl 4-nonylphenylether, butyl glycidyl ether, 2-ethylhexyl glycidyl ether, phenyl glycidyl ether,C 12 -C 14 alkyl glycidyl ether, cresyl glycidyl ether, octenylsuccinic anhydride and octadecenylsuccinic anhydride.

Assignees

• Cytec Tech Corp

Inventors

• Heitner Howard
• Spitzer Donald P

Classifications

• C08G73/02 Primary

  Polyamines · CPC title

• C02F2101/10

  Inorganic compounds · CPC title

• C02F2303/22

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

• C08G73/022

  from polyamines and epihalohydrins · CPC title

• C08G73/0213

  Preparatory process · CPC title