US4177155A
Expired / Lapsed
US
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Additives for water-based functional fluids
Assignee: BASF Corp
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Filing: 1977-05-19
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Granted: 1979-12-04
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Expires: 1997-05-19
Abstract
Abstract Selected N-aminomethyl-triazoles and imidazoles are prepared by the Mannich reaction on benzotriazoles or benzimidazoles with formaldehyde and primary or secondary amines. The products consist mainly of the 1-isomers. The compounds are metal passivators and are used as additives for water-based functional fluids being in contact with metals. These compounds with polar substituents on the amino-group are especially useful in water-based fluids such as anti-freeze or metal-working fluids.
Inventors
- 👤 Alan F. Popplewell, deceased
- 👤 David R. Clark
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 18:11
CPC Classifications
C; C07; C07D; C07D235/00; C07D235/02; C07D235/04; C07D235/06; C07D249/00; C07D249/16; C07D249/18; C10; C10M; C10M133/00; C10M133/02; C10M133/38; C10M133/44; C23; C23F; C23F11/00; C23F11/08; C23F11/10; C23F11/14; C23F11/149; C10M2201/00; C10M2201/02; C10M2201/08; C10M2201/082; C10M2201/083; C10M2201/085; C10M2201/087; C10M2205/00; C10M2205/02; C10M2205/026; C10M2207/00; C10M2207/02; C10M2207/021; C10M2207/022; C10M2207/023; C10M2207/024; C10M2207/025; C10M2207/026; C10M2207/027; C10M2207/10; C10M2207/12; C10M2207/121; C10M2207/123; C10M2207/129; C10M2207/14; C10M2207/141; C10M2207/142; C10M2207/16; C10M2207/22; C10M2207/28; C10M2207/287; C10M2207/289; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2209/10; C10M2209/103; C10M2209/108; C10M2211/00; C10M2211/04; C10M2211/042; C10M2211/06; C10M2211/08; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/044; C10M2215/06; C10M2215/064; C10M2215/065; C10M2215/066; C10M2215/08; C10M2215/082; C10M2215/086; C10M2215/10; C10M2215/20; C10M2215/204; C10M2215/22; C10M2215/221; C10M2215/223; C10M2215/224; C10M2215/225; C10M2215/226; C10M2215/227; C10M2215/24; C10M2215/26; C10M2215/28; C10M2215/30; C10M2217/00; C10M2217/02; C10M2217/028; C10M2217/06; C10M2219/00; C10M2219/02; C10M2219/024; C10M2219/04; C10M2219/044; C10M2219/06; C10M2219/062; C10M2219/066; C10M2219/068; C10M2219/08; C10M2219/082; C10M2219/087; C10M2219/088; C10M2219/089; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2221/00; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/043; C10M2223/045; C10M2223/06; C10M2223/065; C10N; C10N2010/00; C10N2010/04; C10N2010/08; C10N2010/10; C10N2040/00; C10N2040/06; C10N2040/08; C10N2040/20
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
117 words
A compound having the formula ##STR14## wherein X is N or CR, R is hydrogen or an alkyl of 1 to 4 carbon atoms, R 1 and R 2 are the same or different and each is a residue of the formula R 3 O[(alkylene)O] x alkylene, R 3 is hydrogen or alkyl of 1 to 2 carbon atoms, "alkylene" is a straight or branched chain alkylene of 2 to 3 carbon atoms, x is 0, 1, 2, 3 or 4; or R 1 is said residue and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms, cyclohexyl, benzyl or a radical of the formula ##STR15## or R 1 and R 2 together are ##STR16##
Claim 2
Dependent Claim
117 words
A compound having the formula ##STR14## wherein X is N or CR, R is hydrogen or an alkyl of 1 to 4 carbon atoms, R 1 and R 2 are the same or different and each is a residue of the formula R 3 O[(alkylene)O] x alkylene, R 3 is hydrogen or alkyl of 1 to 2 carbon atoms, "alkylene" is a straight or branched chain alkylene of 2 to 3 carbon atoms, x is 0, 1, 2, 3 or 4; or R 1 is said residue and R 2 is hydrogen, alkyl of 1 to 4 carbon atoms, cyclohexyl, benzyl or a radical of the formula ##STR15## or R 1 and R 2 together are ##STR16##
Claim 3
Dependent Claim
78 words
A compound according to claim 1 wherein X is N or CR, R is hydrogen or methyl, R 1 and R 2 are the same or different and each is a residue of the formula R 3 O[(alkylene)O] x alkylene, R 3 is hydrogen or methyl, and x is 0; or R 1 is said residue and R 2 is hydrogen, methyl or the radical of the formula ##STR17## or R 1 and R 2 together are ##STR18##
Claim 4
Dependent Claim
12 words
A compound according to claim 1 wherein X is N or CH.
Claim 5
Dependent Claim
10 words
A compound according to claim 3 wherein X is N.
Claim 6
Dependent Claim
25 words
A compound according to claim 1 wherein each of R 1 and R 2 is a residue of the formula R 3 O[(alkylene)O] x alkylene.
Claim 7
Dependent Claim
15 words
A compound according to claim 5 wherein R 3 is hydrogen and x is 0.
Claim 8
Dependent Claim
48 words
A compound according to claim 1 wherein R 1 and R 2 are the same or different and each is R 3 O[(alkylene)O] x alkylene; or R 1 is said residue and R 2 is hydrogen or methyl; R 3 is hydrogen or methyl; and x is 0.
Claim 9
Dependent Claim
9 words
A compound according to claim 1 which is 1-diethanolaminomethylbenzotriazole.
Claim 10
Dependent Claim
9 words
A compound according to claim 1 which is 1-diethanolaminomethylbenzimidazole.
Claim 11
Dependent Claim
9 words
A compound according to claim 1 which is 1-(N-methylethanolaminomethyl)benzotriazole.
Claim 12
Dependent Claim
9 words
A compound according to claim 1 which is 1-(N-methylethanolaminomethyl)benzimidazole.
Claim 13
Dependent Claim
9 words
A compound according to claim 1 which is 1-di-(2-propanol)aminomethylbenzotriazole.
Claim 14
Dependent Claim
9 words
A compound according to claim 1 which is 1-(N-2-hydroxyethylpiperazino)methylbenzotriazole.
Claim 15
Dependent Claim
9 words
A compound according to claim 1 which is N,N-bis-(1-benzotriazolymethyl)-3-methoxypropylamine.
Claim 16
Dependent Claim
9 words
A compound according to claim 1 which is N,N-bis-(1-benzimidazolymethyl)-3-methoxypropylamine.
Claim 17
Dependent Claim
35 words
A composition comprising (a) a water-based functional fluid, and (b) from 0.001 to 5% by weight based on the total composition of a compound according to claim 1, said compound acting as a metal passivator.
Claim 18
Dependent Claim
13 words
A composition according to claim 16 wherein the functional fluid is anti-freeze composition.
Claim 19
Dependent Claim
49 words
A composition according to claim 16 where in the metal passivator compound (b), each of R 1 and R 2 is a residue of the formula R 3 O[(alkylene)O] x alkylene, R 3 is hydrogen or alkyl of 1 to 2 carbon atoms and x is 0,1,2,3, or 4.
Claim 20
Dependent Claim
15 words
A composition according to claim 18 wherein R 3 is hydrogen and x is 0.
Claim 21
Dependent Claim
54 words
A composition according to claim 16 where in the metal passivator compound (b) R 1 and R 2 are the same or different and each is R 3 O[(alkylene)O] x alkylene or R 1 is said residue and R 2 is hydrogen or methyl; R 3 is hydrogen or methyl; and x is 0.
Claim 22
Dependent Claim
12 words
A composition according to claim 16 wherein the compound (b) is 1-diethanolaminomethylbenzotriazole.
Claim 23
Dependent Claim
15 words
A composition according to claim 16 wherein the functional fluid is an aqueous glycol system.
Claim 24
Dependent Claim
14 words
A composition according to claim 22 wherein the functional fluid is a hydraulic fluid.
Claim 25
Dependent Claim
15 words
A composition according to claim 16 wherein the functional fluid is a metal working fluid.
References Cited (Backward Citations)
GB1061904A
Cited
US3413227A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-12-03 | 1983-06-04 | 1983-12-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-03 | 1987-06-04 | 1987-12-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-03 | 1991-06-04 | 1991-12-04 | $7700.00 | Window Closed / Lapsed |