DE218816T1 - Thiadiazolderivate und zusaetze fuer schmiermittel. - Google Patents
Thiadiazolderivate und zusaetze fuer schmiermittel.Info
- Publication number
- DE218816T1 DE218816T1 DE1986110155 DE86110155T DE218816T1 DE 218816 T1 DE218816 T1 DE 218816T1 DE 1986110155 DE1986110155 DE 1986110155 DE 86110155 T DE86110155 T DE 86110155T DE 218816 T1 DE218816 T1 DE 218816T1
- Authority
- DE
- Germany
- Prior art keywords
- thio
- compound according
- thiadiazol
- succinate
- named
- 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.)
- Pending
Links
- 239000000314 lubricant Substances 0.000 title claims 2
- 150000004867 thiadiazoles Chemical class 0.000 title claims 2
- 239000000654 additive Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- QXYJCZRRLLQGCR-UHFFFAOYSA-N molybdenum(IV) oxide Inorganic materials O=[Mo]=O QXYJCZRRLLQGCR-UHFFFAOYSA-N 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 229960002317 succinimide Drugs 0.000 claims 3
- MBIZXFATKUQOOA-UHFFFAOYSA-N 1,3,4-thiadiazole Chemical compound C1=NN=CS1 MBIZXFATKUQOOA-UHFFFAOYSA-N 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000004519 grease Substances 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical group OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 2
- 229910052725 zinc Inorganic materials 0.000 claims 2
- 239000011701 zinc Substances 0.000 claims 2
- UGUHFDPGDQDVGX-UHFFFAOYSA-N 1,2,3-thiadiazole Chemical compound C1=CSN=N1 UGUHFDPGDQDVGX-UHFFFAOYSA-N 0.000 claims 1
- YGTAZGSLCXNBQL-UHFFFAOYSA-N 1,2,4-thiadiazole Chemical compound C=1N=CSN=1 YGTAZGSLCXNBQL-UHFFFAOYSA-N 0.000 claims 1
- UDGKZGLPXCRRAM-UHFFFAOYSA-N 1,2,5-thiadiazole Chemical compound C=1C=NSN=1 UDGKZGLPXCRRAM-UHFFFAOYSA-N 0.000 claims 1
- YUMSRJNRCPVTBZ-UHFFFAOYSA-N 2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)thio]butanedioic acid Chemical compound OC(=O)CC(C(O)=O)SC1=NNC(=S)S1 YUMSRJNRCPVTBZ-UHFFFAOYSA-N 0.000 claims 1
- -1 2-ethylhexyl Chemical group 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 229910052782 aluminium Inorganic materials 0.000 claims 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
- 229910052787 antimony Inorganic materials 0.000 claims 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 239000010949 copper Substances 0.000 claims 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 claims 1
- ALWHBEJOTVTFNP-UHFFFAOYSA-N ditridecyl 2-[(2-sulfanylidene-3h-1,3,4-thiadiazol-5-yl)sulfanyl]butanedioate Chemical compound CCCCCCCCCCCCCOC(=O)CC(C(=O)OCCCCCCCCCCCCC)SC1=NNC(=S)S1 ALWHBEJOTVTFNP-UHFFFAOYSA-N 0.000 claims 1
- 239000003879 lubricant additive Substances 0.000 claims 1
- 230000001050 lubricating effect Effects 0.000 claims 1
- 229910021645 metal ion Inorganic materials 0.000 claims 1
- LVDCWJQUZQOHPG-CLFAGFIQSA-N n,n'-bis[(z)-octadec-9-enyl]-2-[(2-sulfanylidene-3h-1,3,4-thiadiazol-5-yl)sulfanyl]butanediamide Chemical compound CCCCCCCC\C=C/CCCCCCCCNC(=O)CC(C(=O)NCCCCCCCC\C=C/CCCCCCCC)SC1=NNC(=S)S1 LVDCWJQUZQOHPG-CLFAGFIQSA-N 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000001117 oleyl 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])=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])[H] 0.000 claims 1
- 230000000737 periodic effect Effects 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- 125000002889 tridecyl 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])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Lubricants (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (18)
1. Verbindung der Struktur
S Q
worin Q für eine zweiwertige Thiadiazol-Ringgruppierung, ausgewählt aus der Gruppe bestehend im wesentlichen aus
1, 3 ,4-Thiadiazol, 1,2,4-Thiadiazol, 1,2,3-Thiadiazol und
1,2 , 5-Thiadiazol, steht,
&zgr; eine Succinatgruppe der Struktur
(R)
CR1).
A
/
/
Il
CCl-I
' Il &ogr;
oder
(R)
(R1),
Il -CCH2
(R1")
■CCH
Il O
bedeutet, worin
A ein Sauerstoff- oder Stickstoffatom ist, mit der Maßgabe, daß, wenn A für Sauerstoff steht, a den Wert 1
hat, b den Wert Null hat, c den Wert 1 hat und d den Wert
Null hat, und wenn A für Stickstoff steht, a, b, c und d jeweils den Wert 1 haben,
R, R1, R" und R"1 jeweils unabhängig voneinander aus
der Gruppe bestehend im wesentlichen aus Wasserstoff, Alkyl, verzweigtem oder geradkettigem Alkylen mit 1 bis
22 Kohlenstoffatomen, Arylalkyl und Heterocyclicalkylen steht, mit der weiteren Maßgabe, daß die Kohlenstoffatome
mit der Zahl 1 und 4 der Succinatgruppe Z durch ein einziges A verbunden sein können, in welchem Falle, wenn A
für Sauerstoff steht, a, b, c und d jeweils den Wert Null haben, und wenn A für Stickstoff steht, a den Wert
1 hat und b, c und d den Wert Null haben, M für Wasserstoff steht und &khgr; den Wert 1 hat oder
M für ein Metallion, ausgewählt aus den Gruppen Ib bis Vb
+ 2 und Übergangselementen des Periodensystems, und MoO2 steht
und &khgr; eine ganze Zahl, die der Wertigkeit von M gleich ist, ist.
2. Verbindung nach Anspruch 1, dadurch gekennzeichnet , daß M aus der Gruppe bestehend aus Zink,
Kupfer mit einem Wertigkeitszustand von 2, Kobalt mit einem
Wertigkeitszustand von 2, MoO2 mit einem Wertigkeitszustand
von 2, Aluminium und Antimon mit einem Wertigkeitszustand von 3 ausgewählt ist.
3. Verbindung nach Anspruch 1, dadurch gekennzeichnet , daß R, R1, R" und R"1 jeweils unabhängig
voneinander aus der Gruppe bestehend im wesentlichen aus Decyl, Tridecyl, Oleyl, 2-Ethylhexyl und Isocetyl ausgewählt
sind.
4. Verbindung nach Anspruch 1, dadurch gekennzeichnet , daß Q für die 1,3,4-Thiadiazol-Gruppierung
steht.
5. Verbindung nach Anspruch 1 mit dem Namen Ditridecyl-2-(2-mercapto-l,3,4-thiadiazol-5-yl-thio)-succinat.
6. Verbindung nach Anspruch 1 mit dem Namen Bis[ditridecyl-2-(2-thio-l,3,4-thiadiazol-5-yl-thio)-succinat]-S-zink(2+).
7. Verbindung nach Anspruch 1 mit dem Namen Bis[ditridecyl-2-(2-thio-l,3,4-thiadiazol-5-yl-thio)-succinat]-S-dibutylzinn.
8. Verbindung nach Anspruch 1 mit dem Namen Bis [dioleyl-2-(2-thio-l,3,4-thiadiazol-5-y
1-thio)-succinat]-S-molybdändioxid.
9. Verbindung nach Anspruch 1 mit dem Namen Bis [ditridecyl-2-(2-thio-1,3,4-thiadiazol-5-y1-thio)-succinat]-S-molybdändioxid.
10. Verbindung nach Anspruch 1 mit dem Namen Bis [ditridecyl-2-(2-thio-1,3,4-thiadiazol-5-y1-thio)-succinat]-S-kobalt(2+).
11. Verbindung nach Anspruch 1 mit dem Namen Bis[ditridecy1-2-(2-thio-l,3,4-thiadiazol-5-y1-thio)-succinat]-S-nickel
(2 + ) .
12. Verbindung nach Anspruch 1 mit dem Namen N,N'-Dioleyl-2-(2-mercapto-l,3,4-thiadiazol-5-y1-thio)-succinamid.
13. Verbindung nach Anspruch 1 mit dem Namen Bis[N,N'-dioleyl-2-(2-thio-1,3,4-thiadiazol-5-y1-thio)-succinimid]-S-zink
(2 + )-.
14. Verbindung nach Anspruch 1 mit dem Namen N-Oleyl-2-(2-mercapto-l,3,4-thiadiazol-5-yl-thio)-succinimid.
15. Verbindung nach Anspruch 1 mit dem Namen Bis[n-(2-ethylhexyl)-2-(2-thio-l,3,4-thiadiazol-5-yl-thio)-succinimid]
-S -molybdändioxid.
16. Verbindung nach Anspruch 1 mit dem Namen Diisocetyl-2-(2-mercapto-l,3,4-thiadiazol-5-y1-thio)-succinat.
17. Verbindung nach Anspruch 1 mit dem Namen Bis [diisocetyl-2-(2-thio-l,3,4-thiadiazol-5-y1-thio)-succinat]-S-zink(2+).
18. Schmiermittel, dadurch gekennzeichnet,
daß es eine Hauptmenge eines Fettes oder eines Öls mit einer schmierenden Viskosität und eine kleinere
Menge einer Verbindung nach Anspruch 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16 oder 17 als Schmiermittel-Additiv,
um dem Fett oder öl verstärkte Eigenschaften zu
verleihen, enthält.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78757785A | 1985-10-15 | 1985-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE218816T1 true DE218816T1 (de) | 1987-09-24 |
Family
ID=25141932
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1986110155 Pending DE218816T1 (de) | 1985-10-15 | 1986-07-23 | Thiadiazolderivate und zusaetze fuer schmiermittel. |
| DE8686110155T Expired - Fee Related DE3674528D1 (de) | 1985-10-15 | 1986-07-23 | Thiadiazolderivate und zusaetze fuer schmiermittel. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8686110155T Expired - Fee Related DE3674528D1 (de) | 1985-10-15 | 1986-07-23 | Thiadiazolderivate und zusaetze fuer schmiermittel. |
Country Status (5)
| Country | Link |
|---|---|
| EP (2) | EP0218816B1 (de) |
| JP (1) | JPH0811751B2 (de) |
| CA (1) | CA1276643C (de) |
| DE (2) | DE218816T1 (de) |
| WO (1) | WO1987002358A1 (de) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4761482A (en) * | 1987-04-23 | 1988-08-02 | R. T. Vanderbilt Company, Inc. | Terpene derivatives of 2,5-dimercapto-1,3,4-thiadiazoles and lubricating compositions containing same |
| US5055584A (en) * | 1987-05-04 | 1991-10-08 | Karol Thomas J | Maleic derivatives of 2,5-dimercapto-1,3,4-thiadiazoles and lubricating compositions containing same |
| CA2006419C (en) * | 1988-12-28 | 2000-01-18 | Ciba Specialty Chemicals Holding Inc. | Lubricant composition |
| US5138065A (en) * | 1991-05-09 | 1992-08-11 | R. T. Vanderbilt Company, Inc. | Polyether glycol derivatives of 2,5-dimercapto-1,3,4-thiadiazole |
| ATE160347T1 (de) * | 1991-10-02 | 1997-12-15 | Vanderbilt Co R T | Succinimidderivate von 2,5-dimercapto-1,3,4- thiadiazol |
| US5597785A (en) * | 1991-10-02 | 1997-01-28 | R. T. Vanderbilt Company, Inc. | Succinimide derivatives of 2,5-dimercapto-1,3,4-thiadiazole |
| JP3496736B2 (ja) * | 1994-08-25 | 2004-02-16 | 株式会社トクヤマ | 接着用表面処理剤 |
| US20050041395A1 (en) * | 2003-08-21 | 2005-02-24 | The Lubrizol Corporation | Multifunctional dispersants |
| CN104649988A (zh) * | 2013-11-26 | 2015-05-27 | 刘现梅 | 一种三(巯基丁二酸酰胺基)–均三嗪及其制备方法 |
| US10457817B2 (en) | 2016-05-02 | 2019-10-29 | Ecolab Usa Inc. | 2-mercaptobenzimidazole derivatives as corrosion inhibitors |
| CN111892629B (zh) * | 2020-08-18 | 2023-08-22 | 洛阳太平洋联合石油化工有限公司 | 一种含钼噻二唑衍生物及其制备方法和应用 |
| CN111909211B (zh) * | 2020-08-18 | 2023-08-22 | 洛阳太平洋联合石油化工有限公司 | 一种硫代磷酸酯的含钼噻二唑衍生物及其制备方法和应用 |
| CN112080329B (zh) * | 2020-09-21 | 2021-07-23 | 中国科学院兰州化学物理研究所 | 一种多壁碳纳米管类纳米减摩剂及其应用 |
| WO2024006103A1 (en) * | 2022-06-27 | 2024-01-04 | The Lubrizol Corporation | Method of lubricating an automotive or industrial gear |
| WO2024006125A1 (en) * | 2022-06-27 | 2024-01-04 | The Lubrizol Corporation | Lubricating composition and method of lubricating an internal combustion engine |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2836564A (en) * | 1954-10-28 | 1958-05-27 | Standard Oil Co | Corrosion inhibitors and compositions containing the same |
| US4193882A (en) * | 1973-07-06 | 1980-03-18 | Mobil Oil Corporation | Corrosion inhibited lubricant composition |
| US4497719A (en) * | 1982-09-29 | 1985-02-05 | Pennwalt Corporation | Metal salts of 1,2,4-thiadiazole and lubricants containing these metal salts |
| JPS60125843A (ja) * | 1983-12-12 | 1985-07-05 | Fuji Photo Film Co Ltd | カラ−写真感光材料の処理方法 |
| US4536189A (en) * | 1984-04-27 | 1985-08-20 | Texaco Inc. | Corrosion inhibitor and motor fuel composition containing the same |
-
1986
- 1986-07-23 DE DE1986110155 patent/DE218816T1/de active Pending
- 1986-07-23 EP EP19860110155 patent/EP0218816B1/de not_active Expired
- 1986-07-23 DE DE8686110155T patent/DE3674528D1/de not_active Expired - Fee Related
- 1986-07-25 CA CA000514693A patent/CA1276643C/en not_active Expired - Lifetime
- 1986-10-13 JP JP61241580A patent/JPH0811751B2/ja not_active Expired - Lifetime
- 1986-10-14 WO PCT/US1986/002158 patent/WO1987002358A1/en not_active Application Discontinuation
- 1986-10-14 EP EP19860906605 patent/EP0242395A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| EP0218816A1 (de) | 1987-04-22 |
| JPS6296483A (ja) | 1987-05-02 |
| WO1987002358A1 (en) | 1987-04-23 |
| CA1276643C (en) | 1990-11-20 |
| JPH0811751B2 (ja) | 1996-02-07 |
| DE3674528D1 (de) | 1990-10-31 |
| EP0242395A1 (de) | 1987-10-28 |
| EP0218816B1 (de) | 1990-09-26 |
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| Publication | Publication Date | Title |
|---|---|---|
| DE218816T1 (de) | Thiadiazolderivate und zusaetze fuer schmiermittel. | |
| EP0233140B1 (de) | Schwefel-und stickstoffhaltige Schmiermittelzusätze | |
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