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US4081456A Expired / Lapsed US ⏱️ 0.0 years remaining

Bis-lactam derivatives

Assignee: Mobil Oil AS
•
Filing: 1976-02-20
•
Granted: 1978-03-28
•
Expires: 1996-02-20
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Abstract

Abstract Gamma-alkyl-gamma-butyrolactones having an alkyl substituent of at least 16 carbon atoms in length, preferably at least 25 carbon atoms, are formed by reacting a monoolefin with a carboxylic acid in the presence of a reducible metal ion of higher-valent form, such as the manganic ion, Mn+3. The resulting lactones are useful as antiwear agents and for improving the adherence of wax coatings of paper and, upon reaction with amines, polyalkylenepolyamines, for providing novel lactams and bislactams useful as multifunctional agents in lubricants, fuels, coolants and other organic fluids. Thus, the compounds of this invention are of the general structure <IMAGE> the alkyl group being as defined above, X being oxygen, imino, alkylimino, polyalkylenepolyamino or lactam(polyalkylenepolyamino) and the dangling valences being hydrogen or lower alkyl (that is, no greater than 6 carbon atoms).

Inventors

  • 👤 El Ahmadi I. Heiba
  • 👤 Ralph M. Dessau

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 18:59
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/18; C07D207/22; C07D207/24; C07D207/26; C07D207/263; C07D207/27; C07D315/00

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 67 words
A compound having the structure: ##STR12## wherein the alkyl group has from 16 to 100 carbon atoms; R, R' are R" are individually selected from the group consisting of hydrogen, methyl and ethyl; and --N is the amino nitrogen of a lactam polyamine having the structure ##STR13## wherein m is an integer of 1 to 10 and R, R' and R" are individually selected as previously defined.
Claim 2
Dependent Claim 67 words
A compound having the structure: ##STR12## wherein the alkyl group has from 16 to 100 carbon atoms; R, R' are R" are individually selected from the group consisting of hydrogen, methyl and ethyl; and --N is the amino nitrogen of a lactam polyamine having the structure ##STR13## wherein m is an integer of 1 to 10 and R, R' and R" are individually selected as previously defined.
Claim 3
Dependent Claim 12 words
The compound of claim 1 wherein both R and R' are hydrogen.
Claim 4
Dependent Claim 20 words
The compound of claim 1 wherein said alkyl group is derived from propylene or butene polymer and R" is hydrogen.
Claim 5
Dependent Claim 19 words
The compound of claim 1 wherein said alkyl group contains at least 16 carbon atoms in a straight chain.
Claim 6
Dependent Claim 11 words
The compound of claim 1 wherein m is 3 or 4.
Claim 7
Dependent Claim 64 words
A bis-lactam obtained from a gamma-alkyl-gamma-butyrolactone of the formula ##STR14## wherein R, R' and R" are individually selected from the group consisting of hydrogen, methyl and ethyl, and R'" is alkyl having a chain length of 16 to 100 carbon atoms, by reacting said butyrolactone with H 2 N(C 2 H 4 NH) m --H wherein m is an integer of 1 to 10.
Claim 8
Dependent Claim 64 words
A bis-lactam obtained from a gamma-alkyl-gamma-butyrolactone of the formula ##STR14## wherein R, R' and R" are individually selected from the group consisting of hydrogen, methyl and ethyl, and R'" is alkyl having a chain length of 16 to 100 carbon atoms, by reacting said butyrolactone with H 2 N(C 2 H 4 NH) m --H wherein m is an integer of 1 to 10.
Claim 9
Dependent Claim 16 words
The bis-lactam of claim 6 having the structure ##STR15## wherein R'" and m are as defined.
Claim 10
Dependent Claim 21 words
The bis-lactam of claim 6 wherein R'" has a molecular weight of about 800 and m is from 3 to 4.
Claim 11
Dependent Claim 21 words
The bis-lactam of claim 6 wherein R'" has a molecular weight of about 1350 and m is from 3 to 4.
Claim 12
Dependent Claim 17 words
The bis-lactam of claim 6 wherein said amine is tetraethylenepentamine and both R and R' are hydrogens.

References Cited (Backward Citations)

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US3200075A Cited
US3261782A 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) 1981-03-27 1981-09-26 1982-03-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-03-27 1985-09-26 1986-03-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-03-27 1989-09-26 1990-03-28 $7700.00 Window Closed / Lapsed

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