# US 5,350,429 A · Diaminoalkanes, their preparation and fuels and lubricants containing the diaminoalkanes

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 5,350,429 A
- Document ID: US5350429A
- Status: Granted
- Kind: A
- Application number: 08/031,905
- Filed: 1993-03-16
- Granted: 1994-09-27
- Earliest claimed: 1992-03-19
- Assignees: BASF SE
- Inventors: Juergen Mohr; Knut Oppenlaender; Lothar Franz; Peter Schreyer; Juergen Thomas
- Web page: https://patentgrep.com/patent/US5350429A

## CPC

- C10M 133/58: Heterocyclic compounds
- C08F 8/32: by reaction with amines
- C10L 1/238: obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds {(C10L1/221 takes precedence)}
- C10L 1/2383: Polyamines or polyimines, or derivatives thereof {(poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C) (C10L1/221 takes precedence)}
- C10L 1/2387: Polyoxyalkyleneamines {(poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C) (C10L1/221 takes precedence)}
- C10L 10/04: for minimising corrosion or incrustation
- C10L 10/06: for facilitating soot removal
- C10M 133/54: Amines
- C10M 2215/04: having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M 2215/042: containing hydroxy groups; Alkoxylated derivatives thereof
- C10M 2215/22: Heterocyclic nitrogen compounds
- C10M 2215/221: Six-membered rings containing nitrogen and carbon only
- C10M 2215/225: the rings containing both nitrogen and oxygen
- C10M 2215/226: Morpholines
- C10M 2215/26: Amines
- C10M 2215/30: Heterocyclic compounds
- C10M 2217/046: Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
- C10M 2217/06: Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
- C10N 2040/25: Internal-combustion engines
- C10N 2040/251: {Alcohol-fuelled engines}
- C10N 2040/255: {Gasoline engines}
- C10N 2040/28: Rotary {engines}
- C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C10L: FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
- C10N: INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS

## Abstract

Fuels for internal combustion engines or lubricants contain small amounts of compounds of the formulae Ia and/or Ib ##STR1## where R is an aliphatic hydrocarbon radical having a number average molecular weight of from 250 to 5,000 and X is ##STR2## where the radicals R.sup.1 may be identical or different and are each hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.8 -hydroxyalkyl or C.sub.1 -C.sub.8 -aminoalkyl, or where the two radicals R.sup.1 may form a nonaromatic ring.

## Claims

### Claim 1

A fuel for an internal combustion engine comprising small amounts effective as dispersant and detergent of compounds of the formulae Ia or Ib ##STR6## where R is an aliphatic hydrocarbon radical having alkyl side groups and a number average molecular weight of from 250 to 5,000 and X is ##STR7## where the radicals R.sup.1 may be identical or different and are each hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.8 -hydroxyalkyl or C.sub.1 -C.sub.8 -aminoalkyl.

### Claim 2 (depends on 1)

A fuel as claimed in claim 1, wherein R is a polybutyl or polyisobutyl radical derived from isobutene and from 0 to 30% by weight of n-butene.

### Claim 3 (depends on 1)

A fuel as claimed in claim 1, wherein R.sup.1 is hydrogen.

### Claim 4 (depends on 1)

A fuel as claimed in claim 1, which contains from 50 to 5,000 ppm of compounds of the formulae Ia or Ib.

### Claim 5 (depends on 1, 2)

A fuel as claimed in claim 1, which contains, in addition to the compounds of the formula I, a fuel detergent of the formula ##STR8## where R has the meanings stated in claim 2 and R.sup.2 is hydrogen or C.sub.1 -C.sub.10 -alkyl or C.sub.1 -C.sub.8 -aminoalkyl which may be substituted by further amino-carrying C.sub.1 -C.sub.6 -alkyl radicals.

### Claim 6

A diaminoalkane of the formula Ia or Ib ##STR9## where R is an aliphatic hydrocarbon radical having alkyl side groups and a number average molecular weight of from 250 to 5,000 and X is ##STR10## where the radicals R.sup.1 may be identical or different and are each hydrogen, C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.8 -hydroxyalkyl or C.sub.1 -C.sub.8 -aminoalkyl.

### Claim 7 (depends on 6)

A diaminoalkane as claimed in claim 6, wherein R is a polybutyl or polyisobutyl radical derived from isobutene and from 0 to 30% by weight of n-butene.

### Claim 8 (depends on 7)

A diaminoalkane as claimed in claim 7, wherein R.sup.1 is hydrogen.

### Claim 9 (depends on 6)

A process for the preparation of a diaminoalkane as claimed in claim 6, comprising
a) converting a polyalkene by means of a conventional epoxidation reagent with or without a catalyst, into the corresponding epoxide and converting the obtained epoxide into the diaminoalkane by reaction with ammonia or an amine under the conditions of reductive amination.