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Triazine carboxylic acids as corrosion inhibitors for aqueous systems

Assignee: BASF Corp
•
Filing: 1981-08-03
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Granted: 1983-09-06
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Expires: 2001-08-03
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Abstract

Abstract Triazine di- and tricarboxylic acids of the formula <IMAGE> wherein Z is a straight-chain or branched chain unsubstituted or substituted 1-11C alkylene group, a 2 or 3C alkenylene group, a 5-12C cycloalkylene group or an unsubstituted or substituted arylene group, X is H, an alkali metal, an alkaline earth metal, NH4+ or a primary, secondary or tertiary 1-12C ammonium residue, R1 and R2 are the same or different and each is H, 1-4C alkyl or a group -Z-COOX or R1 or R2 together with Z can form a 5- or 6-membered heterocyclic ring, R3 is 1-12C alkyl, phenyl or a group of formula -NR4R5, -OR6 or -SR6 in which R4 and R5, independently, are H, 1-12C alkyl optionally substituted by a hydroxyl group, cyclohexyl, an aryl group having from 6 to 10 ring carbon atoms, optionally substituted or a group -Z-COOX and R6 is H, 1-12C alkyl, or a 6-12C aryl group, are excellent corrosion inhibitors for aqueous systems in contact with ferrous metals. Such systems may be e.g. water circuits, aqueous machining fluids or any other aqueous functional fluids.

Inventors

  • 👤 David R. Clark

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 04:27
CPC Classifications
C; C07; C07D; C07D251/00; C07D251/02; C07D251/12; C07D251/26; C07D251/40; C07D251/54; C07D251/70; C02; C02F; C02F5/00; C02F5/08; C02F5/10; C23; C23F; C23F11/00; C23F11/08; C23F11/10; C23F11/14; C23F11/149; C02F2103/00; C02F2103/02; C02F2103/023; C02F2303/00; C02F2303/08

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 358 words
A method of inhibiting the corrosion of a ferrous metal in contact with an aqueous system which comprises incorporating in the aqueous system an effective corrosion inhibiting amount of a compound having the formula: ##STR5## wherein Z is a straight- or branched chain 1-11C alkylene group, a 2-3C alkenylene group, a 5-12C cycloalkylene group or an arylene group, having 6-10 ring carbon atoms, the said aliphatic or cycloaliphatic groups Z being optionally substituted by one or more OH, SH or 1-4C carboxyalkyl groups and/or interrupted by one or more O or S atoms or ##STR6## or >N--R' groups, wherein R' is H, 1-4C alkyl or 1-4C carboxyalkyl, and said aromatic groups Z being optionally substituted by one or more 1-4C alkyl groups, OH, 1-4C alkoxy groups, SH, 1-4C alkylthio, carboxylic or sulphonic acid groups; X is H, an alkali metal, an alkaline earth metal, NH 4 + , or a 1-12C primary-, secondary- or tertiary ammonium residue optionally substituted with one or more OH groups; R 1 and R 2 are the same or different and each is H, 1-4C alkyl or a group --Z--COOX wherein Z and X have their previous significance or when Z is alkylene, or alkenylene, R 1 or R 2 , with Z and the nitrogen atom to which they are attached, can form a 5- or 6-membered heterocyclic ring; R 3 is 1-12C alkyl, phenyl or a group of formula --NR 4 R 5 , --OR 6 , or --SR 6 in which R.sub. 4 and R 5 , independently, are H, 1-12C alkyl optionally substituted by an OH group, a cyclohexyl group, an aryl group having from 6 to 10 carbon atoms, optionally substituted by one or more 1-4C alkyl groups, OH, 1-4C alkoxy, thio, 1-4C alkylthio, carboxylic or sulphonic acid groups, a group --Z--COOX wherein Z and X have their previous significance or R 4 , R 5 and the N atom to which they are attached can form a 5-7 membered heterocyclic ring optionally interrupted by other hetero atoms and R 6 is H, 1-12C alkyl group or an aryl group having from 6 to 10 ring carbon atoms.
Claim 2
Independent Claim 358 words
A method of inhibiting the corrosion of a ferrous metal in contact with an aqueous system which comprises incorporating in the aqueous system an effective corrosion inhibiting amount of a compound having the formula: ##STR5## wherein Z is a straight- or branched chain 1-11C alkylene group, a 2-3C alkenylene group, a 5-12C cycloalkylene group or an arylene group, having 6-10 ring carbon atoms, the said aliphatic or cycloaliphatic groups Z being optionally substituted by one or more OH, SH or 1-4C carboxyalkyl groups and/or interrupted by one or more O or S atoms or ##STR6## or >N--R' groups, wherein R' is H, 1-4C alkyl or 1-4C carboxyalkyl, and said aromatic groups Z being optionally substituted by one or more 1-4C alkyl groups, OH, 1-4C alkoxy groups, SH, 1-4C alkylthio, carboxylic or sulphonic acid groups; X is H, an alkali metal, an alkaline earth metal, NH 4 + , or a 1-12C primary-, secondary- or tertiary ammonium residue optionally substituted with one or more OH groups; R 1 and R 2 are the same or different and each is H, 1-4C alkyl or a group --Z--COOX wherein Z and X have their previous significance or when Z is alkylene, or alkenylene, R 1 or R 2 , with Z and the nitrogen atom to which they are attached, can form a 5- or 6-membered heterocyclic ring; R 3 is 1-12C alkyl, phenyl or a group of formula --NR 4 R 5 , --OR 6 , or --SR 6 in which R.sub. 4 and R 5 , independently, are H, 1-12C alkyl optionally substituted by an OH group, a cyclohexyl group, an aryl group having from 6 to 10 carbon atoms, optionally substituted by one or more 1-4C alkyl groups, OH, 1-4C alkoxy, thio, 1-4C alkylthio, carboxylic or sulphonic acid groups, a group --Z--COOX wherein Z and X have their previous significance or R 4 , R 5 and the N atom to which they are attached can form a 5-7 membered heterocyclic ring optionally interrupted by other hetero atoms and R 6 is H, 1-12C alkyl group or an aryl group having from 6 to 10 ring carbon atoms.
Claim 3
Dependent Claim 60 words
A method according to claim 1, wherein Z is a 1-11C alkylene group, X is H, an alkali metal or mono-, di- or triethanolammonium, R 1 and R 2 are H or CH 3 and R 3 is a group --NR 4 R 5 wherein R 4 is --Z--COOX or 1-12C alkyl and R 5 is hydrogen or 1-12C alkyl.
Claim 4
Dependent Claim 56 words
A method according to claim 2, wherein Z is a 1-5C alkylene group, R 3 is a group --NR 4 R 5 wherein R 4 is --Z--COOX or 1-8C alkyl and R 5 is H, CH 3 or C 2 H 5 and X, R 1 and R 2 have the meaning given in claim 2.
Claim 5
Dependent Claim 34 words
The method according to claim 1 wherein the aqueous system is a water-circulating system; an aqueous machining fluid formulation; an aqueous glycol antifreeze system; a water/glycol hydraulic fluid; or an aqueous-based surface coating system.
Claim 6
Dependent Claim 20 words
The method according to claim 1, wherein the compound of formula I is present in admixture with a further additive.
Claim 7
Dependent Claim 14 words
The method according to claim 5 wherein the further additive is a corrosion inhibitor.
Claim 8
Dependent Claim 17 words
The method of claim 3, wherein R 1 , R 2 and R 5 are each hydrogen.
Claim 9
Dependent Claim 10 words
The method of claim 7, wherein said compound is 2,4,6-tris(5-carboxypentylamino)-1,3,5-triazine.
Claim 10
Dependent Claim 20 words
The method of claim 1, wherein said compound is present in a concentration of from 0.001% to 5%, by weight.

References Cited (Backward Citations)

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US3697520A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-09-05 1987-03-07 1987-09-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-09-05 1991-03-07 1991-09-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-09-05 1995-03-07 1995-09-06 $7700.00 Window Closed / Lapsed

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