CA1044253A - Sels de magnesium d'acides sulfoniques, comportant un exces de base - Google Patents

Sels de magnesium d'acides sulfoniques, comportant un exces de base

Info

Publication number: CA1044253A
Authority: CA; Canada
Prior art keywords: mixture; approximately; equivalents; oil; sulfonic acid
Prior art date: 1976-06-30
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.): Expired

Application number

CA256,024A

Other languages

English (en)

Inventor

Theo I. Eliades

Ronald J. Muir

James D. Horner

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.)

Surpass Chemicals Ltd

Original Assignee

Surpass Chemicals 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.)

1976-06-30

Filing date

1976-06-30

Publication date

1978-12-12

1976-06-30 Application filed by Surpass Chemicals Ltd filed Critical Surpass Chemicals Ltd

1976-06-30 Priority to CA256,024A priority Critical patent/CA1044253A/fr

1978-12-12 Application granted granted Critical

1978-12-12 Publication of CA1044253A publication Critical patent/CA1044253A/fr

Status Expired legal-status Critical Current

Links

159000000003 magnesium salts Chemical class 0.000 title claims abstract description 28
239000002253 acid Substances 0.000 title description 26
150000007513 acids Chemical class 0.000 title description 18
239000000203 mixture Substances 0.000 claims abstract description 64
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 49
229910052751 metal Chemical class 0.000 claims abstract description 37
239000002184 metal Chemical class 0.000 claims abstract description 37
150000001875 compounds Chemical class 0.000 claims abstract description 31
230000002378 acidificating effect Effects 0.000 claims abstract description 29
239000011541 reaction mixture Substances 0.000 claims abstract description 26
238000006243 chemical reaction Methods 0.000 claims abstract description 20
150000001735 carboxylic acids Chemical class 0.000 claims abstract description 13
238000010521 absorption reaction Methods 0.000 claims abstract description 12
238000004519 manufacturing process Methods 0.000 claims abstract description 8
125000003545 alkoxy group Chemical group 0.000 claims abstract description 7
150000001244 carboxylic acid anhydrides Chemical class 0.000 claims abstract description 5
150000002148 esters Chemical class 0.000 claims abstract description 5
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims abstract description 5
150000003839 salts Chemical class 0.000 claims abstract description 5
238000010992 reflux Methods 0.000 claims abstract description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
238000000034 method Methods 0.000 claims description 49
239000007789 gas Substances 0.000 claims description 39
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 34
239000011777 magnesium Substances 0.000 claims description 34
229910052749 magnesium Inorganic materials 0.000 claims description 32
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 31
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 28
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 24
229910002092 carbon dioxide Inorganic materials 0.000 claims description 15
239000001569 carbon dioxide Substances 0.000 claims description 13
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 12
125000004432 carbon atom Chemical group C* 0.000 claims description 12
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 6
239000004471 Glycine Substances 0.000 claims description 6
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 6
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 6
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 5
238000002156 mixing Methods 0.000 claims description 5
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 4
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 3
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 3
-1 alkyl radical Chemical group 0.000 claims description 3
VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 claims description 3
239000001639 calcium acetate Substances 0.000 claims description 3
235000011092 calcium acetate Nutrition 0.000 claims description 3
229960005147 calcium acetate Drugs 0.000 claims description 3
FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 3
WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 claims description 3
235000019260 propionic acid Nutrition 0.000 claims description 3
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 3
239000001632 sodium acetate Substances 0.000 claims description 3
235000017281 sodium acetate Nutrition 0.000 claims description 3
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 2
MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 claims description 2
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 2
239000003513 alkali Substances 0.000 claims description 2
229910052783 alkali metal Inorganic materials 0.000 claims description 2
150000001340 alkali metals Chemical class 0.000 claims description 2
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
150000001342 alkaline earth metals Chemical group 0.000 claims description 2
229940106681 chloroacetic acid Drugs 0.000 claims description 2
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims description 2
150000003254 radicals Chemical class 0.000 claims description 2
235000010269 sulphur dioxide Nutrition 0.000 claims description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 19
239000000306 component Substances 0.000 claims 3
UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims 3
239000011654 magnesium acetate Substances 0.000 claims 3
235000011285 magnesium acetate Nutrition 0.000 claims 3
229940069446 magnesium acetate Drugs 0.000 claims 3
XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 claims 2
229940093858 ethyl acetoacetate Drugs 0.000 claims 2
229960004275 glycolic acid Drugs 0.000 claims 2
239000012442 inert solvent Substances 0.000 claims 2
229960004249 sodium acetate Drugs 0.000 claims 2
101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 claims 1
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
229910000037 hydrogen sulfide Inorganic materials 0.000 claims 1
229940044609 sulfur dioxide Drugs 0.000 claims 1
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract description 25
239000003701 inert diluent Substances 0.000 abstract description 2
239000000047 product Substances 0.000 description 37
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 27
238000002474 experimental method Methods 0.000 description 15
239000012530 fluid Substances 0.000 description 14
235000012245 magnesium oxide Nutrition 0.000 description 13
239000003921 oil Substances 0.000 description 13
239000000395 magnesium oxide Substances 0.000 description 11
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 9
239000010687 lubricating oil Substances 0.000 description 7
JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 6
239000003085 diluting agent Substances 0.000 description 6
239000003208 petroleum Substances 0.000 description 6
238000007792 addition Methods 0.000 description 5
150000004996 alkyl benzenes Chemical class 0.000 description 5
230000000694 effects Effects 0.000 description 5
239000001095 magnesium carbonate Substances 0.000 description 5
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 5
235000014380 magnesium carbonate Nutrition 0.000 description 5
229910000021 magnesium carbonate Inorganic materials 0.000 description 5
239000002904 solvent Substances 0.000 description 5
239000000654 additive Substances 0.000 description 4
239000000126 substance Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
229960000583 acetic acid Drugs 0.000 description 3
150000001298 alcohols Chemical class 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
239000012467 final product Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
239000000446 fuel Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229930195733 hydrocarbon Natural products 0.000 description 2
150000002430 hydrocarbons Chemical class 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
239000007787 solid Substances 0.000 description 2
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
241000158728 Meliaceae Species 0.000 description 1
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
YSVZGWAJIHWNQK-UHFFFAOYSA-N [3-(hydroxymethyl)-2-bicyclo[2.2.1]heptanyl]methanol Chemical compound C1CC2C(CO)C(CO)C1C2 YSVZGWAJIHWNQK-UHFFFAOYSA-N 0.000 description 1
WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
238000010306 acid treatment Methods 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
125000002877 alkyl aryl group Chemical group 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
238000001246 colloidal dispersion Methods 0.000 description 1
230000000332 continued effect Effects 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000000295 fuel oil Substances 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
230000001050 lubricating effect Effects 0.000 description 1
235000001055 magnesium Nutrition 0.000 description 1
235000010755 mineral Nutrition 0.000 description 1
239000010688 mineral lubricating oil Substances 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
239000010747 number 6 fuel oil Substances 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
239000004291 sulphur dioxide Substances 0.000 description 1
239000001117 sulphuric acid Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
239000010689 synthetic lubricating oil Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
- C07G99/00—Subject matter not provided for in other groups of this subclass
- C07G99/002—Compounds of unknown constitution containing sulfur
- C07G99/0024—Overbased compounds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Lubricants (AREA)

CA256,024A 1976-06-30 1976-06-30 Sels de magnesium d'acides sulfoniques, comportant un exces de base Expired CA1044253A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA256,024A CA1044253A (fr)	1976-06-30	1976-06-30	Sels de magnesium d'acides sulfoniques, comportant un exces de base

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA256,024A CA1044253A (fr)	1976-06-30	1976-06-30	Sels de magnesium d'acides sulfoniques, comportant un exces de base

Publications (1)

Publication Number	Publication Date
CA1044253A true CA1044253A (fr)	1978-12-12

Family

ID=4106324

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA256,024A Expired CA1044253A (fr)	1976-06-30	1976-06-30	Sels de magnesium d'acides sulfoniques, comportant un exces de base

Country Status (1)

Country	Link
CA (1)	CA1044253A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2011068732A2 (fr)	2009-12-03	2011-06-09	Chevron Oronite Company Llc	Alkyltoluènesulfonates de magnésium fortement surbasifiés

1976
- 1976-06-30 CA CA256,024A patent/CA1044253A/fr not_active Expired

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2011068732A2 (fr)	2009-12-03	2011-06-09	Chevron Oronite Company Llc	Alkyltoluènesulfonates de magnésium fortement surbasifiés
CN102686560A (zh) *	2009-12-03	2012-09-19	雪佛龙奥伦耐有限责任公司	高度过碱性烷基甲苯磺酸镁
EP2507208A4 (fr) *	2009-12-03	2013-03-13	Chevron Oronite Co	Alkyltoluènesulfonates de magnésium fortement surbasifiés
JP2015187175A (ja) *	2009-12-03	2015-10-29	シェブロン・オロナイト・カンパニー・エルエルシー	高過塩基性マグネシウム・アルキルトルエンスルホネート

Publication	Publication Date	Title
US4129589A (en)	1978-12-12	Over-based magnesium salts of sulphonic acids
JP4763102B2 (ja)	2011-08-31	金属含有過塩基性清浄剤
US3150089A (en)	1964-09-22	Highly basic magnesium containing additive agent
US5578235A (en)	1996-11-26	Overbased calcium sulfonate
CA1246615A (fr)	1988-12-13	Methode de preparation d'alcoylphenates de metaux alcalino-terreux
US4229309A (en)	1980-10-21	Magnesium-containing dispersions
WO1997046647A1 (fr)	1997-12-11	Detergents surbasiques contenant des metaux
US4171269A (en)	1979-10-16	Sulfurized lubricant composition
US3655558A (en)	1972-04-11	Mineral lubricating oil compositions containing alkaline earth metal sulfonates and phosphites and process producing same
JPH03166294A (ja)	1991-07-18	過塩基性化された硫化フェネート洗浄剤を合成する改良された方法
US2969324A (en)	1961-01-24	Phosphosulfurized detergent-inhibitor additive
EP1236791A1 (fr)	2002-09-04	Additifs surbasiques en tant que détergents
EP0473200B1 (fr)	1996-06-12	Procédé pour la préparation de sulfonates, phénolates et/ou salicylates suralcalinisés des métaux alcalins et alcalino-terreuses par carbonatation, les produits obtenus et leur utilisation
CA1044253A (fr)	1978-12-12	Sels de magnesium d'acides sulfoniques, comportant un exces de base
US5132033A (en)	1992-07-21	Method of preparing overbased calcium sulfonates
US2856361A (en)	1958-10-14	Superbasic alkaline earth metal sulfonates
CA2213548A1 (fr)	1996-09-06	Sulfonates de magnesium a faible indice d'acidite
GB1575957A (en)	1980-10-01	Process for the preparation of neutral to slightly overbased calcium synthetic sulphonate compositions
US3127348A (en)	1964-03-31	Table i
US2392891A (en)	1946-01-15	Stable sulphurized oils and the method of preparing same
US2856359A (en)	1958-10-14	Superbasic alkaline earth metal sulfonates
US3446736A (en)	1969-05-27	Mixed carboxylate derivatives of basic alkaline earth metal sulfonates
US4226739A (en)	1980-10-07	Magnesium-containing dispersions by decomposition of MgCO3
EP0011069B1 (fr)	1982-11-03	Procédé de préparation de sels de magnésium superbasiques solubles dans l'huile
US4997584A (en)	1991-03-05	Process for preparing improved overbased calcium sulfonate