Patent US4533361A successfully refreshed from Google Patents.
US4533361A
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Middle distillate containing storage stability additive
Assignee: Texaco Inc
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Filing: 1984-10-09
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Granted: 1985-08-06
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Expires: 2004-10-09
Abstract
Abstract A middle distillate such as diesel fuel of improved storage stability contains an acylated condensate of an alkenyl succinic acid anhydride and a Mannich condensate.
Inventors
- 👤 Rodney L. Sung
- 👤 Thomas J. Karol
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 19:18
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10L1/234; C10L1/238; C10L1/2383; F; F02; F02B; F02B3/00; F02B3/06
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
92 words
A liquid middle distillate fuel composition comprising a major portion of a liquid middle distillate hydrocarbon fuel and a minor effective portion of additive prepared by reacting (i) a primary or secondary polyamine, (ii) an aldehyde, and (iii) a phenol containing an active hydrogen thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with (iv) a succinic acid anhydride bearing a polyolefin-derived substituent containing residual unsaturation thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said phenol-aldehyde-amine Mannich condensate polyamine succinimide with acylating agent thereby forming acylated phenol-aldehyde-amine Mannich condensate polyamine.
Claim 2
Dependent Claim
92 words
A liquid middle distillate fuel composition comprising a major portion of a liquid middle distillate hydrocarbon fuel and a minor effective portion of additive prepared by reacting (i) a primary or secondary polyamine, (ii) an aldehyde, and (iii) a phenol containing an active hydrogen thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with (iv) a succinic acid anhydride bearing a polyolefin-derived substituent containing residual unsaturation thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said phenol-aldehyde-amine Mannich condensate polyamine succinimide with acylating agent thereby forming acylated phenol-aldehyde-amine Mannich condensate polyamine.
Claim 3
Dependent Claim
19 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said middle distillate is a diesel fuel.
Claim 4
Dependent Claim
19 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said middle distillate is a fuel oil.
Claim 5
Dependent Claim
17 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said amine is tetraethylene pentamine.
Claim 6
Dependent Claim
17 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said amine is pentaethylene tetramine.
Claim 7
Dependent Claim
16 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said aldehyde is formaldehyde.
Claim 8
Dependent Claim
18 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said phenol is a hindered phenol.
Claim 9
Dependent Claim
17 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said phenol is 2,6-di-t-butyl phenol.
Claim 10
Dependent Claim
19 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said acrylating agent is a carboxylic acid.
Claim 11
Dependent Claim
18 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said acylating agent is glycolic acid.
Claim 12
Dependent Claim
18 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said acylating agent is oxalic acid.
Claim 13
Dependent Claim
17 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said acylating agent is urea.
Claim 14
Dependent Claim
19 words
A liquid middle distillate fuel composition as claimed in claim 1 wherein said effective amount is 0.1-12 wt. %.
Claim 15
Dependent Claim
71 words
A liquid middle distillate fuel composition comprising a major portion of a liquid middle distillate hydrocarbon fuel and a minor effective portion of 0.1-12 wt. % of additive prepared by reacting pentaethylene tetramine, formaldehyde, and 2,6-di-t-butyl phenol thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with polyisobutenyl succinic acid anhydride thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said product phenol-aldehyde-amine Mannich condensate polyamine succinimide with oxalic acid.
Claim 16
Dependent Claim
71 words
A liquid middle distillate fuel composition comprising a major portion of a liquid middle distillate hydrocarbon fuel and a minor effective portion of 0.1-12 wt. % of additive prepared by reacting pentaethylene tetramine, formaldehyde, and 2,6-di-t-butyl phenol thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with polyisobutenyl succinic acid anhydride thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said product phenol-aldehyde-amine Mannich condensate polyamine succinimide with oxalic acid.
Claim 17
Independent Claim
90 words
The method which comprises adding to a major portion of a liquid middle distillate fuel composition a minor effective portion of additive prepared by reacting (i) a primary or secondary polyamine, (ii) an aldehyde, and (iii) a phenol containing an active hydrogen thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with (iv) a succinic acid anhydride bearing a polyolefin-derived substituent containing residual unsaturation thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said phenol-aldehyde-amine Mannich condensate polyamine succinimide with acylating agent thereby forming acylated phenol-aldehyde-amine Mannich condensate polyamine.
Claim 18
Independent Claim
90 words
The method which comprises adding to a major portion of a liquid middle distillate fuel composition a minor effective portion of additive prepared by reacting (i) a primary or secondary polyamine, (ii) an aldehyde, and (iii) a phenol containing an active hydrogen thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with (iv) a succinic acid anhydride bearing a polyolefin-derived substituent containing residual unsaturation thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said phenol-aldehyde-amine Mannich condensate polyamine succinimide with acylating agent thereby forming acylated phenol-aldehyde-amine Mannich condensate polyamine.
Claim 19
Dependent Claim
74 words
A product prepared by the process which comprises reacting (i) a primary or secondary polyamine, (ii) an aldehyde, and (iii) a phenol containing an active hydrogen thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with (iv) a succinic acid anhydride bearing a polyolefin-derived substituent containing residual unsaturation thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said phenol-aldehyde-amine Mannich condensate polyamine succinimide with acylating agent thereby forming acylated phenol-aldehyde-amine Mannich condensate polyamine.
Claim 20
Dependent Claim
74 words
A product prepared by the process which comprises reacting (i) a primary or secondary polyamine, (ii) an aldehyde, and (iii) a phenol containing an active hydrogen thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with (iv) a succinic acid anhydride bearing a polyolefin-derived substituent containing residual unsaturation thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said phenol-aldehyde-amine Mannich condensate polyamine succinimide with acylating agent thereby forming acylated phenol-aldehyde-amine Mannich condensate polyamine.
Claim 21
Dependent Claim
13 words
A product as claimed in claim 16 wherein said amine is tetraethylene pentamine.
Claim 22
Dependent Claim
13 words
A product as claimed in claim 16 wherein said amine is pentaethylene tetramine.
Claim 23
Dependent Claim
12 words
A product as claimed in claim 16 wherein said aldehyde is formaldehyde.
Claim 24
Dependent Claim
14 words
A product as claimed in claim 16 wherein said phenol is a hindered phenol.
Claim 25
Dependent Claim
13 words
A product as claimed in claim 16 wherein said phenol is 2,6-di-t-buryl phenol.
Claim 26
Dependent Claim
15 words
A product as claimed in claim 16 wherein said acrylating agent is a carboxylic acid.
Claim 27
Dependent Claim
14 words
A product as claimed in claim 16 wherein said acylating agent is glycolic acid.
Claim 28
Dependent Claim
14 words
A product as claimed in claim 16 wherein said acrylating agent is oxalic acid.
Claim 29
Dependent Claim
13 words
A product as claimed in claim 16 wherein said acrylating agent is urea.
Claim 30
Dependent Claim
49 words
A product prepared by the process which comprises reacting pentaethylene tetramine, formaldehyde, and 2,6-di-t-butyl phenol thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with polyisobutenyl succinic acid anhydride thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said product phenol-aldehyde-amine Mannich condensate polyamine succinimide with oxalic acid.
Claim 31
Dependent Claim
49 words
A product prepared by the process which comprises reacting pentaethylene tetramine, formaldehyde, and 2,6-di-t-butyl phenol thereby forming a phenol-aldehyde-amine condensate; reacting said phenol-aldehyde-amine condensate with polyisobutenyl succinic acid anhydride thereby forming product phenol-aldehyde-amine Mannich condensate polyamine succinimide; and acylating said product phenol-aldehyde-amine Mannich condensate polyamine succinimide with oxalic acid.
Claim 32
Dependent Claim
91 words
##STR14## wherein R is a residue, containing residual unsaturation, from a polyolefin; R' and R 2 are hydrogen or hydrocarbon group selected from the group consisting of alkyl, alkaryl, aralkyl, cycloalkyl, and aryl; R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, and arylene; R 3 is an arylene group; and A is selected from the same group as R' or is a residue of an acylating agent, at least one A being other than hydrogen or A equals R'; and a is 1-20.
Claim 33
Dependent Claim
91 words
##STR14## wherein R is a residue, containing residual unsaturation, from a polyolefin; R' and R 2 are hydrogen or hydrocarbon group selected from the group consisting of alkyl, alkaryl, aralkyl, cycloalkyl, and aryl; R" is a divalent hydrocarbon group selected from the group consisting of alkylene, alkarylene, aralkylene, cycloalkylene, and arylene; R 3 is an arylene group; and A is selected from the same group as R' or is a residue of an acylating agent, at least one A being other than hydrogen or A equals R'; and a is 1-20.
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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) | 1988-08-05 | 1989-02-04 | 1989-08-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-08-05 | 1993-02-04 | 1993-08-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-08-05 | 1997-02-04 | 1997-08-06 | $7700.00 | Window Closed / Lapsed |