Polyether esteramide containing additives and methods of making and using same
AssigneeEthyl Corporation
InventorJohn T. Loper
Life of this patent
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Abstract
A polyether esteramide reaction product effective as a fuel additive for reducing intake valve deposits and octane requirement increase, as well as controlling combustion chamber deposits, in gasoline engines is disclosed together with fuel compositions and methods of making and using the same. The polyether esteramide reaction product contains two carbonyl groups. Preferably, the polyether esteramide contains an oxalyl group. Also disclosed are compositions and methods for dispersing deposits in lubricating oil products.
Claims52
A compound of a Formula I:
- ##STR20## wherein each R is independently selected from the group consisting of H and an alkyl having from 1 to 5 carbon atoms, y is an integer from 0 to 5, and E represents a moiety of a Formula II:
- ##STR21## wherein R.sup.2 and R.sup.3 are independently selected from at least one member of the group consisting of H and alkyl, wherein R.sup.2 and R.sup.3 have a total of 0 to 10 carbon atoms, wherein optionally, R.sup.2 and R.sup.3 are bonded to each other to form a cycloaliphatic ring of 5 to 10 carbon atoms,
- x is an integer from 5 to 30, and
- R.sup.1 is selected from the group consisting of H, alkyl having from 1 to 18 carbon atoms, and alkylaryl of Formula III:
- ##STR22## wherein R.sup.4 and R.sup.5 are selected from the group consisting of H and C.sub.1 -C.sub.60 alkyl, and
- A is a polyamine moiety having from 2 to 10 nitrogen atoms, wherein the polyamine moiety comprises at least one member of the group consisting of a primary amino group and a secondary amino group.
A method for the preparation of a compound of a Formula I:
- ##STR28## wherein each R is independently selected from the group consisting of H and an alkyl having from 1 to 5 carbon atoms, y represents an integer from 0 to 5, and E represents a moiety of a Formula II:
- ##STR29## wherein R.sup.2 and R.sup.3 are independently selected from the group consisting of H and alkyl, wherein R.sup.2 and R.sup.3 have a total of 0 to 10 carbon atoms, wherein optionally R.sup.2 and R.sup.3 bond to each other to form a cycloaliphatic ring having from 5 to 10 carbon atoms,
- x is an integer from 5 to 30, and
- R.sup.1 is selected from the group consisting of H, alkyl having from 1 to 18 carbon atoms, and alkylaryl of Formula III:
- ##STR30## wherein R.sup.4 and R.sup.5 are selected from the group consisting of H and C.sub.1 -C.sub.60 alkyl, and
- A is a polyamine moiety having from 2 to 10 nitrogen atoms, wherein the polyamine moiety comprises at least one member of the group consisting of a primary amino group and a secondary amino group,
- comprising the steps of:
- reacting a polyether with a di-carbonyl-containing reactant to form an intermediate product, wherein the polyether has the Formula V:
- ##STR31## reacting the intermediate product with a polyamine compound to form the compound of Formula I, the polyamine compound has the Formula V(a):
- A--H V(a).
A method for the preparation of a compound of a Formula I:
- ##STR34## wherein each R is independently selected from the group consisting of H and an alkyl having from 1 to 5 carbon atoms, y is an integer from 0 to 5, and E represents a moiety of a Formula II ##STR35## wherein R.sup.2 and R.sup.3 are independently selected from the group consisting of H and alkyl, wherein R.sup.2 and R.sup.3 have a total of 1 to 10 carbon atoms,
- x is an integer from 5 to 30, and
- R.sup.1 is selected from the group consisting of H, alkyl having from 1 to 18 carbon atoms, and alkylaryl of Formula III:
- ##STR36## wherein R.sup.4 and R.sup.5 are selected from the group consisting of H and C.sub.1 -C.sub.60 alkyl, and
- A is a polyamine moiety having from 2 to 10 nitrogen atoms, wherein the polyamine moiety comprises at least one member of the group consisting of a primary amino group and a secondary amino group, comprising the steps of:
- reacting a polyamine of Formula V(a):
- A--H V(a),
- and a dicarbonyl-containing reactant having a Formula VI:
- ##STR37## wherein Z.sup.1 is OR.sup.6, wherein R.sup.6 is C.sub.1-5 alkyl and Z.sup.2 is selected from the group consisting of Cl or Br, at a temperature of about 0.degree. to about 160.degree. C., in the presence of an organic solvent, to form a compound of Formula X:
- ##STR38## reacting the compound of Formula X with a polyether compound of Formula V:
- ##STR39## at a temperature of about 110.degree. C. to about 160.degree. C. and in the presence of a basic catalyst.
Dependencies are inferred from the claim text.