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US3950341A Expired / Lapsed US ⏱️ 0.0 years remaining

Reaction product of a polyalkenyl succinic acid or its anhydride, a hindered alcohol and an amine

Assignee: Tonen General Sekiyu KK
•
Filing: 1974-04-09
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Granted: 1976-04-13
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Expires: 1994-04-09
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Abstract

Abstract The invention comprises an oil-soluble ashless detergent dispersant consisting of a reaction product obtained by reacting (a) an alkenyl dibasic acid or its anhydride (the alkenyl group having at least 40 carbon atoms) with (b) an alcohol of the hindered type and then reacting the so obtained intermediate with (c) an amine or its derivative or analogue [the sum of moles of primary and secondary amino groups of (c) not exceeding the sum of moles of the ester linkage formed by the reaction between (a) and (b)], or consisting of a borated or phosphosulfided product obtained by reacting the above reaction product with boric acid (or its anhydride) or phosphorus pentasulfide.

Inventors

  • 👤 Nobukazu Okamoto
  • 👤 Michihide Tokashiki

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 03:19
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/22; C10L1/221; C07; C07D; C07D321/00; C10L1/143; C10M; C10M129/00; C10M129/02; C10M129/04; C10M129/06; C10M129/08; C10M129/86; C10M129/92; C10M129/93; C10M133/00; C10M159/00; C10M159/12; C10M3/00; C10L1/26; C10L1/2691; C10L1/30; C10L1/301; C10L1/303; C10M2203/00; C10M2203/10; C10M2203/102; C10M2205/00; C10M2205/02; C10M2207/00; C10M2207/02; C10M2207/021; C10M2207/022; C10M2207/023; C10M2207/10; C10M2207/12; C10M2207/129; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/287; C10M2207/34; C10M2209/00; C10M2209/02; C10M2209/08; C10M2209/084; C10M2209/10; C10M2209/103; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/08; C10M2215/082; C10M2215/086; C10M2215/12; C10M2215/22; C10M2215/221; C10M2215/223; C10M2215/224; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/26; C10M2215/28; C10M2215/30; C10M2217/00; C10M2217/04; C10M2217/046; C10M2217/06; C10M2219/00; C10M2219/04; C10M2219/044; C10M2219/046; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/045; C10M2223/047; C10M2223/12; C10M2227/00; C10M2227/06; C10M2227/061; C10N; C10N2010/00; C10N2010/04; C10N2070/00; C10N2070/02

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 318 words
An oil-soluble ashless detergent dispersant composition consisting essentially of a reaction product obtained by reacting in a first stage, at 100° to 250°C, a. a polyalkenyl succinic acid or its anhydride, wherein the polyalkenyl has at least 40 carbon atoms and is a polymer of an α-olefin of 2 to 6 carbon atoms having a molecular weight of 400 to 20000, with b. a hindered alcohol selected from the group consisting of pentaerythritol, dipentaerythritol, tripentaerythritol, neopentylglycol, trimethylol ethane, trimethylol propane and methyl propyl propane diol, wherein the molar ratio of (a):(b) is (2 to 3):(0.5 to 1.0), until the presence of said alcohol (b) cannot be detected to obtain an intermediate product, and then reacting in a second stage, at 50° to 250°C, said intermediate product from the first stage with c. an amine selected from the group consisting of Rnh 2 h 2 n(r'nh) x R'NH 2 ##EQU7## wherein R is alkyl of 1 to 20 carbon atoms, R' is alkylene of 2 to 6 carbon atoms, R" is hydrogen or alkyl of 1-4 carbon atoms, x is an integer from zero to 5, and X, Y and Z are hydrogen or alkyl of 1 to 6 carbon atoms, ethylene oxide and propylene oxide adducts of the above, morpholine, imidazoline, tetrakis (methyl propionyl) tetraethylene pentamine, 1-(3,6,9-triazanonyl)-2-ethyl-imidazoline and 1-(3,6,9,12-tetraazadodecyl)-2-ethyl-imidazoline, said amine having at least one primary or secondary amino group, wherein the sum of the number of moles of the primary and secondary amino groups does not exceed the sum of the moles of ester linkages in said intermediate product and the mole ratio of (a):(c) is (2 to 3):(0.1 to 2), to obtain said reaction product exhibiting characteristic imide ν C =O absorptions at 1780 cm.sup. -1 and 1715 cm.sup. -1 , ester ν C =O absorption at 1745 cm.sup. -1 and amide ν C =O absorption at 1645 cm.sup. -1 , in the infrared absorption spectrum.
Claim 2
Dependent Claim 318 words
An oil-soluble ashless detergent dispersant composition consisting essentially of a reaction product obtained by reacting in a first stage, at 100° to 250°C, a. a polyalkenyl succinic acid or its anhydride, wherein the polyalkenyl has at least 40 carbon atoms and is a polymer of an α-olefin of 2 to 6 carbon atoms having a molecular weight of 400 to 20000, with b. a hindered alcohol selected from the group consisting of pentaerythritol, dipentaerythritol, tripentaerythritol, neopentylglycol, trimethylol ethane, trimethylol propane and methyl propyl propane diol, wherein the molar ratio of (a):(b) is (2 to 3):(0.5 to 1.0), until the presence of said alcohol (b) cannot be detected to obtain an intermediate product, and then reacting in a second stage, at 50° to 250°C, said intermediate product from the first stage with c. an amine selected from the group consisting of Rnh 2 h 2 n(r'nh) x R'NH 2 ##EQU7## wherein R is alkyl of 1 to 20 carbon atoms, R' is alkylene of 2 to 6 carbon atoms, R" is hydrogen or alkyl of 1-4 carbon atoms, x is an integer from zero to 5, and X, Y and Z are hydrogen or alkyl of 1 to 6 carbon atoms, ethylene oxide and propylene oxide adducts of the above, morpholine, imidazoline, tetrakis (methyl propionyl) tetraethylene pentamine, 1-(3,6,9-triazanonyl)-2-ethyl-imidazoline and 1-(3,6,9,12-tetraazadodecyl)-2-ethyl-imidazoline, said amine having at least one primary or secondary amino group, wherein the sum of the number of moles of the primary and secondary amino groups does not exceed the sum of the moles of ester linkages in said intermediate product and the mole ratio of (a):(c) is (2 to 3):(0.1 to 2), to obtain said reaction product exhibiting characteristic imide ν C =O absorptions at 1780 cm.sup. -1 and 1715 cm.sup. -1 , ester ν C =O absorption at 1745 cm.sup. -1 and amide ν C =O absorption at 1645 cm.sup. -1 , in the infrared absorption spectrum.
Claim 3
Dependent Claim 17 words
The composition of claim 1, in which said polyalkenyl has a molecular weight of 700 to 1500.
Claim 4
Dependent Claim 19 words
The composition of claim 1, in which said polyalkenyl is polybutenyl having a molecular weight of 700 to 1,500.
Claim 5
Dependent Claim 11 words
The composition of claim 3 in which said amine is N-(2-aminoethyl)piperazine.
Claim 6
Dependent Claim 12 words
The composition of claim 3 in which said amine is tetraethylene pentamine.
Claim 7
Dependent Claim 14 words
The composition of claim 3 in which said amine is tetrakis (methylpropionyl) tetraethylene pentamine.
Claim 8
Dependent Claim 11 words
The composition of claim 3 in which said amine is 1-(3,6,9-triazanonyl)-2-ethyl-imidazoline.
Claim 9
Dependent Claim 11 words
The composition of claim 3 in which said amine is 1-(3,6,9,12-tetraazadodecyl)-2-ethyl-imidazoline.
Claim 10
Dependent Claim 27 words
The composition of claim 3 in which said amine is the addition product formed by adding 5.5 molecules of propylene oxide to one molecule of tetraethylene pentamine.
Claim 11
Dependent Claim 26 words
The composition of claim 3 in which said amine is the addition product formed by adding one molecule of propylene oxide to one molecule of N-(2-aminoethyl)piperazine.
Claim 12
Dependent Claim 27 words
The composition of claim 3 in which said amine is the addition product formed by adding 4.5 molecules of propylene oxide to one molecule of tetraethylene pentamine.

References Cited (Backward Citations)

US3087936A Cited
US3576743A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-04-13 1979-10-13 1980-04-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-04-13 1983-10-13 1984-04-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-04-13 1987-10-13 1988-04-13 $7700.00 Window Closed / Lapsed

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