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US4686084A
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Benzoyl alanines and their use as corrosion inhibitors
Assignee: Henkel AG and Co KGaA
•
Filing: 1985-03-18
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Granted: 1987-08-11
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Expires: 2005-03-18
Abstract
Abstract Benzoyl alanines of the formula ##STR1## in which R 1 and R 2 can be the same or different and represent hydrogen or an alkyl radical containing from 1 to 12 carbon atoms and R 3 and R 4 can be the same or different and represent hydrogen, an unbranched or branched alkyl radical containing from 1 to 10 carbon atoms, hydroxyalkyl, alkoxyalkyl, carboxyalkyl or alkylaminoalkyl radicals containing from 1 to 3 carbon atoms in the alkyl radicals and wherein R 3 and R 4 together can be the --CH 2 CH 2 --O--CH 2 CH 2 -- group or the --CH 2 CH 2 CH 2 CH 2 CH 2 -- group which form with the nitrogen atom the morpholino or the piperidino ring, respectively; with the proviso that (a) when R 1 is hydrogen or methyl and R 2 and R 3 are hydrogen, R 4 cannot represent hydroxyethyl or carboxymethyl, and (b) when R 1 is hydrogen or methyl and R 2 is hydrogen R 3 and R 4 cannot both represent hydroxyethyl, and (c) when R 1 and R 2 are both hydrogen, R 3 and R 4 together cannot be a --CH 2 CH 2 --O--CH 2 CH 2 -- or a --CH 2 CH 2 CH 2 CH 2 CH 2 -- group; and alkali metal ammonium salts thereof with ammonia, mono-, di- and triethanolamine are useful as corrosion inhibitors in aqueous solutions.
Inventors
- 👤 Juergen Geke
- 👤 Josef Penninger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 22:19
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C23; C23F; C23F11/00; C23F11/08; C23F11/10; C23F11/14; C23F11/149
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
177 words
A method for preventing corrosion of metals from contact with an aqueous solution comprising adding to said aqueous solution a corrosion-inhibiting quantity of at least one benzoyl alanine of the formula ##STR4## wherein R 1 and R 2 can be the same or different and represent hydrogen or an alkyl radical containing from 1 to 12 carbon atoms and R 3 and R 4 can be the same or different and represent hydrogen, an unbranched or branched alkyl radical containing from 1 to 10 carbon atoms, hydroxyalkyl, alkoxyalkyl, carboxyalkyl or alkylaminoalkyl radicals containing from 1 to 3 carbon atoms in the alkyl groups thereof, and wherein R 3 and R 4 together can be the --CH 2 CH 2 --O--CH 2 CH 2 -- group or the --CH 2 CH 2 CH 2 CH 2 CH 2 -- group which form with the nitrogen atom the morpholino or the piperidino ring, or an alkali metal or an ammonium salt of the above benzoyl alanine with a base from the group consisting of ammonia, mono-, di- or triethanolamine.
Claim 2
Independent Claim
177 words
A method for preventing corrosion of metals from contact with an aqueous solution comprising adding to said aqueous solution a corrosion-inhibiting quantity of at least one benzoyl alanine of the formula ##STR4## wherein R 1 and R 2 can be the same or different and represent hydrogen or an alkyl radical containing from 1 to 12 carbon atoms and R 3 and R 4 can be the same or different and represent hydrogen, an unbranched or branched alkyl radical containing from 1 to 10 carbon atoms, hydroxyalkyl, alkoxyalkyl, carboxyalkyl or alkylaminoalkyl radicals containing from 1 to 3 carbon atoms in the alkyl groups thereof, and wherein R 3 and R 4 together can be the --CH 2 CH 2 --O--CH 2 CH 2 -- group or the --CH 2 CH 2 CH 2 CH 2 CH 2 -- group which form with the nitrogen atom the morpholino or the piperidino ring, or an alkali metal or an ammonium salt of the above benzoyl alanine with a base from the group consisting of ammonia, mono-, di- or triethanolamine.
Claim 3
Dependent Claim
31 words
The method of claim 1 wherein about 0.001-0.375% by weight of said at least one benzoyl alanine is added to said aqueous solution, based upon the total weight of said solution.
Claim 4
Dependent Claim
247 words
The method of claim 1 wherein the substituted combination is of at least one of: ______________________________________
R.sup.1 is:
R.sup.2 is:
R.sup.3 is:
R.sup.4 is:
the base is:
______________________________________
(a) CH.sub.3 CH.sub.3
H --CH.sub.2 CH.sub.2 OH
NH.sub.3 ;
(b) (CH.sub.3).sub.2 CH
H H --CH.sub.2 CH.sub.2 OH
NH.sub.3 ;
(c) (CH.sub.3).sub.2 CH
H H --CH.sub.2 CH.sub.2 OH
DEA;
(d) (CH.sub.3).sub.3 C
H H --CH.sub.2 CH.sub.2 OH
NH.sub.3 ;
(e) (CH.sub.3).sub.3 C
H H --CH.sub.2 CH.sub.2 OH
DEA;
(f) n-C.sub.6 H.sub.13
H H (CH.sub.2).sub.3 N(CH.sub.3).sub.2
NH.sub.3 ;
(g) CH.sub.3 H H --(CH.sub.2).sub.3 CH.sub.3
NH.sub.3 ;
(h) CH.sub.2 CH.sub.3
H H --(CH.sub.2).sub.3 CH.sub.3
NH.sub.3 ;
(i) CH.sub.3 CH.sub.3
H --(CH.sub.2).sub.3 CH.sub.3
NH.sub.3 ;
(j) CH.sub.3 CH.sub.3
H CH.sub.2 CH.sub.2 OH
DEA;
(k) CH.sub.3 H H CH.sub.2 CH.sub.2 OH
DEA;
(l) (CH.sub.3).sub.3 C
H H (CH.sub.2).sub.3 N(CH.sub.3).sub.2
DEA;
(m) n-C.sub.6 H.sub.13
H H (CH.sub.2).sub.3 N(CH.sub.3).sub.2
DEA;
(n) CH.sub.3 CH.sub.3
H --(CH.sub.2).sub.3 CH.sub.3
DEA;
(o) CH.sub.3 H H --(CH.sub.2).sub.3 CH.sub.3
DEA;
(p) CH.sub.2 CH.sub.3
H H --(CH.sub.2).sub.3 CH.sub.3
DEA;
(q) n-C.sub.4 H.sub.9
H H CH.sub.2 CH.sub.2 OH
DEA;
(r) CH.sub.3 H H CH.sub.2 CH.sub.3
DEA;
(s) (CH.sub.3).sub.2 CH
H H CH.sub.2 COOH
DEA;
(t) (CH.sub.3).sub.2 CH
H --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --
DEA;
(u) (CH.sub.3).sub.2 CH
H H (CH.sub.2).sub.3 N(CH.sub.3).sub.2
--;
(v) (CH.sub.3).sub.2 CH
H H CH.sub.2 CH.sub.2 OH
Na salt;
(w) (CH.sub.3).sub.3 C
H H CH.sub.2 CH.sub.2 OH
Na salt;
(x) n-C.sub.6 H.sub.13
H H CH.sub.2 CH.sub. 2 OH
Na salt; or
(y) n-C.sub.6 H.sub.13
H H (CH.sub.2).sub.3 N(CH.sub.3).sub.2
Na salt.
______________________________________
Claim 5
Dependent Claim
31 words
The method of claim 3 wherein about 0.001-0.375% by weight of said at least one benzoyl alanine is added to said aqueous solution, based upon the total weight of said solution.
Claim 6
Dependent Claim
80 words
The method of claim 1 wherein R 1 is a C 1 -C 8 alkyl group, R 2 is hydrogen or methyl, R 3 is hydrogen, and R 4 is hydrogen, a C 1 -C 4 alkyl group, hydroxyethyl, carboxymethyl, or dimethylaminopropyl, or R 3 and R 4 are both hydroxyethyl, or R 3 and R 4 together are --CH 2 CH 2 OCH 2 CH 2 -- or --CH 2 CH 2 CH 2 CH 2 CH 2 --.
Claim 7
Dependent Claim
31 words
The method of claim 5 wherein about 0.001-0.375% by weight of said at least one benzoyl alanine is added to said aqueous solution, based upon the total weight of said solution.
Claim 8
Dependent Claim
17 words
The method of claim 5 wherein R 1 is methyl, ethyl, propyl, isopropyl, n-butyl, tert-butyl, or n-hexyl.
Claim 9
Dependent Claim
31 words
The method of claim 7 wherein about 0.001-0.375% by weight of said at least one benzoyl alanine is added to said aqueous solution, based upon the total weight of said solution.
Claim 10
Dependent Claim
17 words
The method of claim 5 wherein R 3 is hydrogen and R 4 is ethyl or n-butyl.
Claim 11
Dependent Claim
31 words
The method of claim 9 wherein about 0.001-0.375% by weight of said at least one benzoyl alanine is added to said aqueous solution, based upon the total weight of said solution.
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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) | 1990-08-10 | 1991-02-09 | 1991-08-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-08-10 | 1995-02-09 | 1995-08-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-08-10 | 1999-02-09 | 1999-08-11 | $7700.00 | Window Closed / Lapsed |