CA2109758A1 - Overbased phenate process - Google Patents

Overbased phenate process

Info

Publication number: CA2109758A1
Authority: CA; Canada
Prior art keywords: reaction; earth metal; alkaline earth; alkylphenol; metal base
Prior art date: 1992-12-07
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.): Abandoned

Application number

CA 2109758

Other languages

English (en)

French (fr)

Inventor

Yuehsiung Chang

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.)

Afton Chemical Corp

Original Assignee

Afton Chemical Corp

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.)

1992-12-07

Filing date

1993-11-23

Publication date

1994-06-08

1993-11-23 Application filed by Afton Chemical Corp filed Critical Afton Chemical Corp

1994-06-08 Publication of CA2109758A1 publication Critical patent/CA2109758A1/en

Status Abandoned legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 39
230000008569 process Effects 0.000 title claims abstract description 34
238000006243 chemical reaction Methods 0.000 claims abstract description 94
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 88
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 70
229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 64
150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 59
229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 36
239000002904 solvent Substances 0.000 claims abstract description 32
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 25
239000011593 sulfur Substances 0.000 claims abstract description 23
229910052717 sulfur Inorganic materials 0.000 claims abstract description 23
239000000047 product Substances 0.000 claims abstract description 22
239000007789 gas Substances 0.000 claims abstract description 17
239000000203 mixture Substances 0.000 claims abstract description 17
239000001569 carbon dioxide Substances 0.000 claims abstract description 13
238000009472 formulation Methods 0.000 claims abstract description 9
239000000376 reactant Substances 0.000 claims abstract description 9
238000002360 preparation method Methods 0.000 claims abstract description 7
239000000314 lubricant Substances 0.000 claims abstract description 4
239000007795 chemical reaction product Substances 0.000 claims abstract description 3
238000010926 purge Methods 0.000 claims abstract description 3
239000011261 inert gas Substances 0.000 claims abstract 2
239000000920 calcium hydroxide Substances 0.000 claims description 23
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 23
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical group [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 22
239000011575 calcium Substances 0.000 claims description 20
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 19
229910052791 calcium Inorganic materials 0.000 claims description 19
CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 claims description 13
239000010687 lubricating oil Substances 0.000 claims description 12
238000004519 manufacturing process Methods 0.000 claims description 12
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 7
239000003085 diluting agent Substances 0.000 claims description 6
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 5
-1 alkaline earth metal sulfonate Chemical class 0.000 claims description 5
239000011777 magnesium Substances 0.000 claims description 5
229910052749 magnesium Inorganic materials 0.000 claims description 5
150000004996 alkyl benzenes Chemical class 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 3
229920000642 polymer Polymers 0.000 claims description 3
238000001914 filtration Methods 0.000 claims description 2
239000012429 reaction media Substances 0.000 claims description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 3
229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims 1
229910000287 alkaline earth metal oxide Inorganic materials 0.000 claims 1
239000010688 mineral lubricating oil Substances 0.000 claims 1
125000001424 substituent group Chemical group 0.000 claims 1
229910052751 metal Inorganic materials 0.000 abstract description 26
239000002184 metal Substances 0.000 abstract description 26
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 21
229960004424 carbon dioxide Drugs 0.000 abstract 2
239000002002 slurry Substances 0.000 description 24
235000011116 calcium hydroxide Nutrition 0.000 description 17
239000003921 oil Substances 0.000 description 17
230000015572 biosynthetic process Effects 0.000 description 13
238000005755 formation reaction Methods 0.000 description 13
235000001465 calcium Nutrition 0.000 description 12
229960005069 calcium Drugs 0.000 description 12
238000010924 continuous production Methods 0.000 description 9
238000012545 processing Methods 0.000 description 9
239000013049 sediment Substances 0.000 description 9
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 7
238000010923 batch production Methods 0.000 description 7
239000011541 reaction mixture Substances 0.000 description 7
239000000654 additive Substances 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 4
238000003860 storage Methods 0.000 description 4
238000005987 sulfurization reaction Methods 0.000 description 4
239000003963 antioxidant agent Substances 0.000 description 3
230000008901 benefit Effects 0.000 description 3
HLBVSQDKNKTSJQ-UHFFFAOYSA-L calcium;2-dodecylphenol;dihydroxide Chemical compound [OH-].[OH-].[Ca+2].CCCCCCCCCCCCC1=CC=CC=C1O HLBVSQDKNKTSJQ-UHFFFAOYSA-L 0.000 description 3
238000007689 inspection Methods 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
150000001336 alkenes Chemical class 0.000 description 2
235000006708 antioxidants Nutrition 0.000 description 2
229910052788 barium Inorganic materials 0.000 description 2
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
ZMRQTIAUOLVKOX-UHFFFAOYSA-L calcium;diphenoxide Chemical compound [Ca+2].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 ZMRQTIAUOLVKOX-UHFFFAOYSA-L 0.000 description 2
238000001246 colloidal dispersion Methods 0.000 description 2
239000003599 detergent Substances 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
238000009826 distribution Methods 0.000 description 2
239000012467 final product Substances 0.000 description 2
230000009931 harmful effect Effects 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
230000009467 reduction Effects 0.000 description 2
239000007787 solid Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
206010052804 Drug tolerance Diseases 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
230000003078 antioxidant effect Effects 0.000 description 1
238000013459 approach Methods 0.000 description 1
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
229910001863 barium hydroxide Inorganic materials 0.000 description 1
238000007664 blowing Methods 0.000 description 1
BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
239000000292 calcium oxide Substances 0.000 description 1
ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
238000006388 chemical passivation reaction Methods 0.000 description 1
238000002485 combustion reaction Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
230000002844 continuous effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
239000004922 lacquer Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
239000012260 resinous material Substances 0.000 description 1
239000010802 sludge Substances 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- 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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
- C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Organic Chemistry (AREA)
Lubricants (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CA 2109758 1992-12-07 1993-11-23 Overbased phenate process Abandoned CA2109758A1 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US98745192A	1992-12-07	1992-12-07
US987,451		1992-12-07

Publications (1)

Publication Number	Publication Date
CA2109758A1 true CA2109758A1 (en)	1994-06-08

Family

ID=25533271

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2109758 Abandoned CA2109758A1 (en)	1992-12-07	1993-11-23	Overbased phenate process

Country Status (4)

Country	Link
EP (1)	EP0601721B1 (de)
JP (1)	JP3513771B2 (de)
CA (1)	CA2109758A1 (de)
DE (1)	DE69327515T2 (de)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA2183906A1 (en) *	1995-08-23	1997-02-24	Christopher S. Fridia	Production of low fine sediment high tbn phenate stearate
US5728657A (en) *	1996-08-20	1998-03-17	Chevron Chemical Company	Production of low fine sediment high TBN phenate stearate
US7256161B2 (en) *	2003-11-13	2007-08-14	Chevron Oronite Company Llc	Process for making group II metal carbonated, overbased Mannich condensation products of alkylphenols
EP1903093B1 (de)	2006-09-19	2017-12-20	Infineum International Limited	Schmierölzusammensetzung
WO2011017148A1 (en)	2009-08-06	2011-02-10	The Lubrizol Corporation	Asphaltene dispersant containing lubricating compositions
EP2467456B2 (de)	2009-08-18	2023-08-09	The Lubrizol Corporation	Schmiermethode
WO2011066144A1 (en)	2009-11-30	2011-06-03	The Lubrizol Corporation	Stabilized blends containing friction modifiers
EP2507347A1 (de)	2009-11-30	2012-10-10	The Lubrizol Corporation	Verfahren zur kontrolle der schwefeltrioxidkonzentration bei verbrennungsmotoren
EP2507349B1 (de)	2009-11-30	2020-06-10	The Lubrizol Corporation	Stabilisierte mischungen mit reibungsmodifikatoren
EP2673347B1 (de)	2011-02-09	2018-09-12	The Lubrizol Corporation	Schmiermittelzusammensetzungen enthaltend ein asphaltendispergens
US8933002B2 (en) *	2011-11-10	2015-01-13	Chevron Oronite Company Llc	Lubricating oil compositions
CA2863950C (en) *	2012-02-08	2022-06-07	The Lubrizol Corporation	Method for preparing a sulfurized alkaline earth metal dodecylphenate
US8772209B2 (en) *	2012-11-20	2014-07-08	Chevron Oronite Company Lls	Process for preparing a salt of a sulfurized alkyl-substituted hydroxyaromatic composition
CA2944879A1 (en)	2014-04-04	2015-10-08	The Lubrizol Corporation	Method for preparing a sulfurized alkaline earth metal dodecylphenate

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1280749A (en) *	1970-06-18	1972-07-05	Maruzen Oil Company Ltd	Process for preparation of over-based sulphurized phenates
BE876119A (fr) *	1978-05-08	1979-11-08	Standard Oil Co	Phenates metalliques sulfures et procede pour les preparer
US4865754A (en) *	1986-01-14	1989-09-12	Amoco Corporation	Lubricant overbased phenate detergent with improved water tolerance
JPH0739586B2 (ja) *	1989-06-23	1995-05-01	コスモ石油株式会社	過塩基性硫化アルカリ土類金属フェネート型清浄剤の製法

1993
- 1993-11-18 DE DE1993627515 patent/DE69327515T2/de not_active Expired - Fee Related
- 1993-11-18 EP EP19930309190 patent/EP0601721B1/de not_active Expired - Lifetime
- 1993-11-23 CA CA 2109758 patent/CA2109758A1/en not_active Abandoned
- 1993-11-24 JP JP31575593A patent/JP3513771B2/ja not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JP3513771B2 (ja)	2004-03-31
EP0601721A3 (de)	1995-02-08
EP0601721B1 (de)	2000-01-05
DE69327515D1 (de)	2000-02-10
JPH07150180A (ja)	1995-06-13
EP0601721A2 (de)	1994-06-15
DE69327515T2 (de)	2000-06-21

Legal Events

Date	Code	Title	Description
2001-11-23	FZDE	Dead

Publication	Publication Date	Title
US6429179B1 (en)	2002-08-06	Calcium overbased metal-containing detergents
EP0273588B1 (de)	1992-08-12	Geschwefelt Erdalkalimetallalkylphenolate, ihre Herstellung und ihre Verwendung
US6281179B1 (en)	2001-08-28	Process for preparing an overbased metal-containing detergents
US5808145A (en)	1998-09-15	Detergent-dispersant additives for lubricating oils of the sulfurized and superalkalized alkaline earth alkylsalicylate-alkylphenate type
CA2109758A1 (en)	1994-06-08	Overbased phenate process
WO1997046645A1 (en)	1997-12-11	Overbased metal-containing detergents
EP0909310A1 (de)	1999-04-21	Überbasische metallhaltige detergentien
EP0902825A1 (de)	1999-03-24	Ueberbasisches metallenthaltendes detergens
EP0092415B1 (de)	1985-08-21	Verfahren zur Herstellung von überbasischen Magnesiumphenaten
EP0312312B1 (de)	1991-06-12	Schmieröladditiv
EP0233688A1 (de)	1987-08-26	Phenolatprodukt und Verfahren
JPS6018714B2 (ja)	1985-05-11	潤滑油用の高アルカリ度の清浄分散剤の新製造法
EP1236791A1 (de)	2002-09-04	Überbasische Detergenszusatzstoffe
EP1086195B1 (de)	2004-06-09	Hochviskose detergentien enthaltende marinezylinderöle
US6001785A (en)	1999-12-14	Detergent-dispersant additives for lubricating oils of the sulphurised and superalkalised, alkaline earth alkylsalicylate-alkaylphenate type
AU602175B2 (en)	1990-10-04	Process for overbased petroleum oxidate
JPS6056199B2 (ja)	1985-12-09	特に潤滑油用の高アルカリ度の金属系清浄分散添加剤の改良製造法及び製品
WO1994005747A1 (en)	1994-03-17	Neutral and low overbased alkylphenoxy sulfonate additive compositions
JPS6025079B2 (ja)	1985-06-15	潤滑油用の新規な高アルカリ度金属系清浄分散剤の製造法
JP5265864B2 (ja)	2013-08-14	アルカリ土類金属ホウ酸化スルホネートの製造方法
EP0015341B1 (de)	1984-01-25	Verfahren zur Herstellung basischer Magnesiumsulfonate und die durch dieses Verfahren erhaltenen Produkte
US4196089A (en)	1980-04-01	Preparation of overbased magnesium sulfurized phenates
KR20000016110A (ko)	2000-03-25	과염기화된 금속 함유 세제_
KR20000016109A (ko)	2000-03-25	과염기화된 금속 함유 세제_
HU199892B (en)	1990-03-28	Process for producing hyperbasic additives