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US4263157A Expired / Lapsed US ⏱️ 0.0 years remaining

Chlorinated derivatives of butyric acid as useful lubricant additives and lubricants containing same

Assignee: BASF Corp
•
Filing: 1979-04-18
•
Granted: 1981-04-21
•
Expires: 1999-04-18
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Abstract

Abstract Compounds of the general formula I ##STR1## in which R 1 is chlorine or --CH 2 --CCl 3 , and R 2 is --N(R 3 )R 4 , --OH.N(R 3 )(R 4 )R 5 or --OR 6 , R 3 is C 1 -C 24 alkyl which can be interrupted once or several times by oxygen, R 4 and R 5 independently of one another are hydrogen or C 1 -C 24 alkyl, with R 3 and R 4 together having at least 8 C atoms, R 6 is C 8 -C 20 alkyl, phenyl or C 7 -C 15 alkylphenyl, a group of the formula --(A)R 7 or --CH 2 CH 2 --N(R 10 )--CH 2 CH 2 --O--C(O)--CH(R 1 )CH 2 CCl 3 , wherein R 7 is a radical of the formula --(R 8 )C(R 9 )--O--C(O)--CH(R 1 )--CH 2 --CCl 3 , wherein R 8 and R 9 independently of one another are hydrogen, methyl or ethyl, and R 1 has the meaning defined above, A is a C 1 -C 7 alkylene group which is unsubstituted or substituted by one or two radicals R 7 or by one or two methyl or ethyl groups, and which can be interrupted by --O--, and R 10 is C 4 -C 20 alkyl.

Inventors

  • 👤 Eginhard Steiner
  • 👤 Andreas Schmidt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 18:16
CPC Classifications
C; C07; C07C; C07C53/00; C07C53/38; C07C53/46; C07C53/50; C07C53/15; C07C53/19; C10; C10M; C10M131/00; C10M131/08; C10M131/12; C10M133/00; C10M133/02; C10M133/16; C10M2205/00; C10M2205/02; C10M2205/026; C10M2205/22; C10M2207/00; C10M2207/02; C10M2207/023; C10M2207/024; C10M2207/025; C10M2207/026; C10M2207/028; C10M2207/10; C10M2207/12; C10M2207/121; C10M2207/123; C10M2207/129; C10M2207/22; C10M2207/28; C10M2207/284; C10M2207/285; C10M2207/287; C10M2207/289; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2211/00; C10M2211/04; C10M2211/044; 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; C10M2215/14; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; 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; C10M2219/046; C10M2219/06; C10M2219/062; C10M2219/066; C10M2219/068; C10M2219/08; C10M2219/082; C10M2219/085; C10M2219/086; C10M2219/087; C10M2219/089; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2219/108; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/043; C10M2223/045; C10M2223/06; C10M2223/065; C10N; C10N2010/00; C10N2010/04; C10N2010/10

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 216 words
A compound of the general formula I ##STR7## in which R 1 is chlorine or --CH 2 --CCl 3 , and R 2 is --N(R 3 )R 4 , --OH.N(R 3 )(R 4 )R 5 or --OR 6 wherein R 3 is C 1 -C 24 alkyl, which can be interrupted once or several times by oxygen, R 4 and R 5 independently of one another are hydrogen or C 1 -C 24 alkyl, with R 3 and R 4 together having at least 8 C atoms, R 6 is C 8 -C 20 alkyl, phenyl or C 7 -C 15 alkylphenyl, a group of the formula --(A)R 7 or --CH 2 CH 2 --N(R 10 )--CH 2 CH 2 --O--C(O)--CH(R 1 )CH 2 CCl 3 , wherein R 7 is a radical of the formula --(R 8 )C(R 9 )--O--C(O)--CH(R 1 )--CH 2 --CCl 3 , wherein R 8 and R 9 independently of one another are hydrogen, methyl or ethyl, and R 1 has the meaning defined above, A is a C 1 -C 7 alkylene group which is unsubstituted or substituted by one or two radicals R 7 or by one or two methyl or ethyl groups, and which can be interrupted by --O--, and R 10 is C 4 -C 20 alkyl.
Claim 2
Dependent Claim 216 words
A compound of the general formula I ##STR7## in which R 1 is chlorine or --CH 2 --CCl 3 , and R 2 is --N(R 3 )R 4 , --OH.N(R 3 )(R 4 )R 5 or --OR 6 wherein R 3 is C 1 -C 24 alkyl, which can be interrupted once or several times by oxygen, R 4 and R 5 independently of one another are hydrogen or C 1 -C 24 alkyl, with R 3 and R 4 together having at least 8 C atoms, R 6 is C 8 -C 20 alkyl, phenyl or C 7 -C 15 alkylphenyl, a group of the formula --(A)R 7 or --CH 2 CH 2 --N(R 10 )--CH 2 CH 2 --O--C(O)--CH(R 1 )CH 2 CCl 3 , wherein R 7 is a radical of the formula --(R 8 )C(R 9 )--O--C(O)--CH(R 1 )--CH 2 --CCl 3 , wherein R 8 and R 9 independently of one another are hydrogen, methyl or ethyl, and R 1 has the meaning defined above, A is a C 1 -C 7 alkylene group which is unsubstituted or substituted by one or two radicals R 7 or by one or two methyl or ethyl groups, and which can be interrupted by --O--, and R 10 is C 4 -C 20 alkyl.
Claim 3
Dependent Claim 181 words
A compound according to claim 1 of the formula I in which R 1 is chlorine or --CH 2 --CCl 3 , and R 2 is --N(R 3 )R 4 , --OH.N(R 3 )(R 4 )R 5 or --OR 6 , R 3 is C 4 -C 18 alkyl, R 4 and R 5 independently of one another are hydrogen or C 4 -C 18 alkyl, with R 3 and R 4 together having at least 8 C atoms, R 6 is C 8 -C 18 alkyl or C 7 -C 15 alkylphenyl, or a group of the formula --(A)R 7 wherein R 7 is a radical of the formula --(R 8 )C(R 9 )--O--C(O)--CH(R 1 )--CH 2 --CCl 3 , wherein R 8 and R 9 independently of one another are hydrogen, methyl or ethyl, and R 1 has the meaning defined above, and A is a C 1 -C 5 alkylene group which is unsubstituted or substituted by one or two radicals R 7 or by one or two methyl or ethyl groups, or it is a 3,6-dioxaheptamethylene group.
Claim 4
Dependent Claim 170 words
A compound according to claim 1 of the formula I, in which R 1 is chlorine or --CH 2 --CCl 3 , R 2 is --N(R 3 )R 4 , --OH.N(R 3 )(R 4 )R 5 or --OR 6 , R 3 is C 4 -C 18 alkyl, R 4 and R 5 independently of one another are hydrogen or C 4 -C 18 alkyl, with R 3 and R 4 together having at least 8 C atoms, R 6 is C 8 -C 18 alkyl, C 7 -C 15 alkylphenyl or a group of the formula --(A)R 7 , wherein R 7 is a radical of the formula --CH 2 --O--C(O)--CH(R 1 )--CH 2 --CCl 3 , wherein R 1 has the meaning defined above, and A is C 1 -C 5 alkylene, 3,6-dioxaheptamethylene, or one of the groups of the formulae --CH(R 7 )--, --CH 2 CH 2 CH(R 7 )--CH 2 or --CH 2 --C(R 7 ) 2 --, wherein R 7 has the meaning defined above.
Claim 5
Dependent Claim 15 words
A compound according to claim 1 of the formula I wherein R 1 is Cl.
Claim 6
Dependent Claim 19 words
A compound according to claim 1 of the formula I, wherein R 1 is --CH 2 --CCl 3 .
Claim 7
Dependent Claim 19 words
A compound according to claim 1 of the formula I wherein R 2 is --N(R 3 )R 4 .
Claim 8
Dependent Claim 21 words
A compound according to claim 1 of the formula I wherein R 2 is --OH.N(R 3 )(R 4 )R 5 .
Claim 9
Dependent Claim 17 words
A compound according to claim 1 of the formula I wherein R 2 is --OR 6 .
Claim 10
Dependent Claim 9 words
Di-(2,2,2-trichloroethyl)acetic acid (Cl 3 CCH 2 ) 2 CHCOOH.
Claim 11
Dependent Claim 9 words
Di-(2,2,2-trichloroethyl)acetic acid (Cl 3 CCH 2 ) 2 CHCOOH.
Claim 12
Dependent Claim 8 words
Di-(2,2,2-trichloroethyl)acetylchloride, (CL 3 CCH 2 ) 2 CHCOCl.
Claim 13
Dependent Claim 8 words
Di-(2,2,2-trichloroethyl)acetylchloride, (CL 3 CCH 2 ) 2 CHCOCl.
Claim 14
Dependent Claim 34 words
A composition comprising a major proportion of an oil of lubricating viscosity and 0.001 to 5 percent by weight, relative to the composition, of a compound of the formula I according to claim 1.
Claim 15
Dependent Claim 40 words
A method of providing an oil of lubricating viscosity with high-pressure, antiwear and anticorrosive properties which comprises adding thereto 0.001 to 5 percent by weight, relative to the oil, of a compound of the formula I according to claim 1.

References Cited (Backward Citations)

US2262773A Cited
US2812307A Cited
US2680717A Cited
US2715107A Cited
NL93256C Cited
GB859732A Cited
US3117932A Cited
US3269948A Cited
US3565926A Cited
US3284355A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-04-20 1984-10-20 1985-04-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-04-20 1988-10-20 1989-04-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-04-20 1992-10-20 1993-04-21 $7700.00 Window Closed / Lapsed

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