CA2471534A1 - Low sediment process for thermally reacting highly reactive polymers and enophiles - Google Patents

Low sediment process for thermally reacting highly reactive polymers and enophiles Download PDF

Info

Publication number
CA2471534A1
CA2471534A1 CA002471534A CA2471534A CA2471534A1 CA 2471534 A1 CA2471534 A1 CA 2471534A1 CA 002471534 A CA002471534 A CA 002471534A CA 2471534 A CA2471534 A CA 2471534A CA 2471534 A1 CA2471534 A1 CA 2471534A1
Authority
CA
Canada
Prior art keywords
enophiles
highly reactive
reactive polymers
thermally reacting
low sediment
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002471534A
Other languages
French (fr)
Other versions
CA2471534C (en
Inventor
Matthew David Irving
Robert William Shaw
Jeremy Roger Spencer
Jacob Emert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Infineum International Ltd
Original Assignee
Infineum International Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Infineum International Ltd filed Critical Infineum International Ltd
Publication of CA2471534A1 publication Critical patent/CA2471534A1/en
Application granted granted Critical
Publication of CA2471534C publication Critical patent/CA2471534C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/46—Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/14—Esterification
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
    • C10M129/95—Esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28—Amides; Imides

Abstract

A process for forming an ene reaction product wherein an enophile, such as maleic anhydride, is reacted with reactive polyalkene having a terminal vinylidene content of at least 30 mol%, at high temperature in the presence of a free radical inhibitor. The polyalkenyl acylating agents are useful per se as additives in lubricating oils, functional fluids, and fuels and also serve as intermediates in the preparation of other products (e.g., succinimides) useful as additives in lubricating oils, functional fluids, and fuels. The presence of the free radical inhibitor during the high temperature reaction results in a reaction product that is low, or substantially free from sediment.
CA002471534A 2003-06-20 2004-06-18 Low sediment process for thermally reacting highly reactive polymers and enophiles Expired - Fee Related CA2471534C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10/600,302 US7339007B2 (en) 2003-06-20 2003-06-20 Low sediment process for thermally reacting highly reactive polymers and enophiles
US10/600,302 2003-06-20

Publications (2)

Publication Number Publication Date
CA2471534A1 true CA2471534A1 (en) 2004-12-20
CA2471534C CA2471534C (en) 2009-09-22

Family

ID=33418570

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002471534A Expired - Fee Related CA2471534C (en) 2003-06-20 2004-06-18 Low sediment process for thermally reacting highly reactive polymers and enophiles

Country Status (6)

Country Link
US (1) US7339007B2 (en)
EP (1) EP1489105A3 (en)
JP (1) JP2005008886A (en)
CN (1) CN1594371B (en)
CA (1) CA2471534C (en)
SG (1) SG148020A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3029133A1 (en) 2014-12-04 2016-06-08 Infineum International Limited Marine engine lubrication

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6933351B2 (en) * 2003-06-20 2005-08-23 Infineum International Limited Process for forming polyalkenyl acylating agents
WO2006063161A2 (en) * 2004-12-09 2006-06-15 The Lubrizol Corporation Process of preparation of an additive and its use
US7897696B2 (en) 2007-02-01 2011-03-01 Afton Chemical Corporation Process for the preparation of polyalkenyl succinic anhydrides
ATE534675T1 (en) * 2007-04-27 2011-12-15 Basf Se METHOD FOR PRODUCING EN ADDUCTS USING MICROWAVE RADIATION
US20080299057A1 (en) * 2007-05-29 2008-12-04 Samuel Qcheng Sun Lin Method and compositions for dispersing particulate solids in oil
EP2100972A1 (en) * 2008-03-13 2009-09-16 BIOeCON International Holding N.V. Process for converting polysaccharides in a molten salt hydrate
US20090258803A1 (en) * 2008-04-14 2009-10-15 Harrison James J Copolymers made with quasi-living polyolefins and unsaturated acidic reagents, dispersants using same, and methods of making same
JP5789615B2 (en) * 2009-12-18 2015-10-07 シェブロン・オロナイト・カンパニー・エルエルシー Carbonyl-ene functionalized polyolefin
US8920524B2 (en) 2009-12-18 2014-12-30 Chevron Oronite Company Llc Polyisobutenyl alcohols and fuel compositions
EP2513024B1 (en) * 2009-12-18 2016-03-30 Chevron Oronite Company LLC Polyisobutenyl alcohols and fuel compositions
US9599896B2 (en) * 2014-03-14 2017-03-21 Taiwan Semiconductor Manufacturing Company, Ltd. Photoresist system and method
US9879202B2 (en) 2014-12-04 2018-01-30 Infineum International Limited Marine engine lubrication
US10364404B2 (en) 2014-12-04 2019-07-30 Infineum International Limited Marine engine lubrication
US11168280B2 (en) * 2015-10-05 2021-11-09 Infineum International Limited Additive concentrates for the formulation of lubricating oil compositions

Family Cites Families (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3087936A (en) 1961-08-18 1963-04-30 Lubrizol Corp Reaction product of an aliphatic olefinpolymer-succinic acid producing compound with an amine and reacting the resulting product with a boron compound
GB989409A (en) 1962-08-24 1965-04-14 Gen Electric Organopolysiloxane compositions
US3381022A (en) 1963-04-23 1968-04-30 Lubrizol Corp Polymerized olefin substituted succinic acid esters
US3412111A (en) 1965-06-02 1968-11-19 Gulf Research Development Co Process for reacting an olefin with maleic anhydride to obtain an alkenyl succinic anhydride
US3960900A (en) 1973-05-10 1976-06-01 Standard Oil Company Polybutenylsuccinic anhydride production
US4029592A (en) 1973-05-10 1977-06-14 Standard Oil Company (Indiana) Polybutene composition and use thereof
CA1048507A (en) 1974-03-27 1979-02-13 Jack Ryer Additive useful in oleaginous compositions
US4086251A (en) * 1975-02-10 1978-04-25 Standard Oil Company (Indiana) Process for manufacturing polyalkenyl succinic anhydrides
US4113639A (en) 1976-11-11 1978-09-12 Exxon Research & Engineering Co. Lubricating oil composition containing a dispersing-varnish inhibiting combination of an oxazoline compound and an acyl nitrogen compound
DE2702604C2 (en) 1977-01-22 1984-08-30 Basf Ag, 6700 Ludwigshafen Polyisobutenes
US4116876A (en) 1977-01-28 1978-09-26 Exxon Research & Engineering Co. Borated oxazolines as varnish inhibiting dispersants in lubricating oils
US4235786A (en) 1979-10-01 1980-11-25 Exxon Research & Engineering Co. Process for producing oil-soluble derivatives of unsaturated C4 -C.sub.
US4234435A (en) 1979-02-23 1980-11-18 The Lubrizol Corporation Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation
DE3320468A1 (en) * 1982-06-09 1983-12-15 Basf Ag, 6700 Ludwigshafen Process for the preparation of alkenylsuccinic anhydrides
GB8329082D0 (en) 1983-11-01 1983-12-07 Bp Chem Int Ltd Low molecular weight polymers of 1-olefins
EP0608962A1 (en) 1985-03-14 1994-08-03 The Lubrizol Corporation High molecular weight nitrogen-containing condensates and fuels and lubricants containing same
CA1262721A (en) 1985-07-11 1989-11-07 Jacob Emert Oil soluble dispersant additives useful in oleaginous compositions
US4956107A (en) 1987-11-30 1990-09-11 Exxon Chemical Patents Inc. Amide dispersant additives derived from amino-amines
US4963275A (en) 1986-10-07 1990-10-16 Exxon Chemical Patents Inc. Dispersant additives derived from lactone modified amido-amine adducts
US4857217A (en) 1987-11-30 1989-08-15 Exxon Chemical Patents Inc. Dispersant additives derived from amido-amines
AT388554B (en) 1987-12-11 1989-07-25 Vianova Kunstharz Ag METHOD FOR PRODUCING ALKENYLSBERSTAIC ACID ANHYDRIDES WITH IMPROVED OWN COLOR
US4927551A (en) 1987-12-30 1990-05-22 Chevron Research Company Lubricating oil compositions containing a combination of a modified succinimide and a Group II metal overbased sulfurized alkylphenol
US5266223A (en) 1988-08-01 1993-11-30 Exxon Chemical Patents Inc. Ethylene alpha-olefin polymer substituted mono-and dicarboxylic acid dispersant additives
US4938881A (en) 1988-08-01 1990-07-03 The Lubrizol Corporation Lubricating oil compositions and concentrates
US5229022A (en) 1988-08-01 1993-07-20 Exxon Chemical Patents Inc. Ethylene alpha-olefin polymer substituted mono- and dicarboxylic acid dispersant additives (PT-920)
EP0359316B1 (en) 1988-09-14 1995-01-25 The Procter & Gamble Company Process for the production of alkenyl-succinic anhydrides
US5225092A (en) 1990-02-01 1993-07-06 Exxon Chemical Patents Inc. Ethylene alpha-olefin polymer substituted amine dispersant additives
US5241003A (en) 1990-05-17 1993-08-31 Ethyl Petroleum Additives, Inc. Ashless dispersants formed from substituted acylating agents and their production and use
EP0587381A1 (en) 1992-09-09 1994-03-16 BP Chemicals Limited Novel derivatives of poly(iso)butene
US5430105A (en) 1992-12-17 1995-07-04 Exxon Chemical Patents Inc. Low sediment process for forming borated dispersant
DE4319672A1 (en) * 1993-06-14 1994-12-15 Basf Ag Process for the preparation of polyisobutyl succinic anhydrides
GB9404368D0 (en) 1994-03-07 1994-04-20 Bp Chem Int Ltd Production of polyisobutenes
AU687205B2 (en) 1994-06-17 1998-02-19 Exxon Chemical Patents Inc. Lubricating oil dispersants derived from heavy polyamine
EP0770098B2 (en) 1994-07-11 2010-03-03 ExxonMobil Chemical Patents Inc. Dispersants based on succinimide additives derived from heavy polyamine used for lubricating oil
US5565128A (en) 1994-10-12 1996-10-15 Exxon Chemical Patents Inc Lubricating oil mannich base dispersants derived from heavy polyamine
GB2301104B (en) 1995-05-23 1998-11-11 Ethyl Petroleum Additives Ltd Process for the preparation of polyalkene-substituted succinic acylating agents
US5674819A (en) * 1995-11-09 1997-10-07 The Lubrizol Corporation Carboxylic compositions, derivatives,lubricants, fuels and concentrates
US5777025A (en) 1996-02-09 1998-07-07 Exxon Chemical Patents Inc. Process for preparing polyalkenyl substituted C4 to C10 dicarboxylic acid producing materials
US5891953A (en) 1996-02-09 1999-04-06 Exxon Chemical Patents Inc Process for preparing polyalkenyl substituted mono- and dicarboxylic acid producing materials (PT-1302)
US6165235A (en) 1997-08-26 2000-12-26 The Lubrizol Corporation Low chlorine content compositions for use in lubricants and fuels
US6156850A (en) 1998-09-16 2000-12-05 Chevron Chemical Company Llc Process for making polyalkenyl derivative of an unsaturated acidic reagent
US6107450A (en) 1998-12-15 2000-08-22 Chevron Chemical Company Llc Polyalkylene succinimides and post-treated derivatives thereof
WO2001019873A1 (en) 1999-09-16 2001-03-22 Texas Petrochemicals Lp Process for preparing polyolefin products
US6933351B2 (en) 2003-06-20 2005-08-23 Infineum International Limited Process for forming polyalkenyl acylating agents

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3029133A1 (en) 2014-12-04 2016-06-08 Infineum International Limited Marine engine lubrication

Also Published As

Publication number Publication date
CN1594371A (en) 2005-03-16
JP2005008886A (en) 2005-01-13
EP1489105A3 (en) 2006-12-06
US7339007B2 (en) 2008-03-04
CN1594371B (en) 2010-05-12
US20040260032A1 (en) 2004-12-23
SG148020A1 (en) 2008-12-31
EP1489105A2 (en) 2004-12-22
CA2471534C (en) 2009-09-22

Similar Documents

Publication Publication Date Title
CA2471534A1 (en) Low sediment process for thermally reacting highly reactive polymers and enophiles
US5175225A (en) Process for preparing polymeric dispersants having alternating polyalkylene and succinic groups
AU637332B2 (en) Novel polymeric dispersants having alternating polyalkylene and succinic groups
US5319030A (en) One-step process for the preparation of alkenyl succinic anhydride
EP1424322B1 (en) Low molecular weight branched alkenyl succinic acid derivatives prepared from low molecular weight polyisobutene and unsaturated acidic reagents
CA2119011A1 (en) Two-step thermal process for the preparation of alkenyl succinic anhydride
JP5086511B2 (en) Polymeric dispersants made from copolymers of low molecular weight polyisobutenes and unsaturated acidic reagents.
US5972856A (en) Reaction products of polyisobutenes and oxides of nitrogen or mixtures of oxides of nitrogen and oxygen and their use as fuel and lubricant additives
KR940007067A (en) Poly (iso) butene derivatives
CA2034759A1 (en) Novel ethylene alpha-olefin polymer substituted mono- and dicarboxylic acid dispersant additives
JPH02160811A (en) Method for grafting of oil-soluble
CA2034717A1 (en) Derivatized ethylene alpha-olefin polymer useful as multifunctional viscosity index improver additive for oleaginous composition
JPH09169820A (en) Copolymer dispersant derived from vinyl-terminated propene polymer
US5733993A (en) Polymeric dispersants via novel terpolymers
US4382007A (en) Novel dispersant-VI improvers and lubricating oil containing same
JPH1087948A (en) New polymer dispersant
EP0446211B1 (en) Process for preparing polymeric dispersants having alternating polyalkylene aud succinic groups
US20140066579A1 (en) Polyalkenyl succinimides and use thereof as dispersants in lubricating oils
US20080312117A1 (en) High Viscosity Lubricant Copolymers
JPH10507474A (en) Oily composition containing grafted isomonoolefin alkylstyrene polymer
CA2658588A1 (en) Process for the preparation of polyalkenyl acylating agents

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20210618