JP2017533986A5 - - Google Patents
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- Publication number
- JP2017533986A5 JP2017533986A5 JP2017525366A JP2017525366A JP2017533986A5 JP 2017533986 A5 JP2017533986 A5 JP 2017533986A5 JP 2017525366 A JP2017525366 A JP 2017525366A JP 2017525366 A JP2017525366 A JP 2017525366A JP 2017533986 A5 JP2017533986 A5 JP 2017533986A5
- Authority
- JP
- Japan
- Prior art keywords
- diol
- lubricant composition
- composition
- alkylene
- phosphite
- 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
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- 239000000203 mixture Substances 0.000 claims description 68
- 239000000314 lubricant Substances 0.000 claims description 43
- -1 alkylene diols Chemical class 0.000 claims description 42
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 24
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical class OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 17
- 239000000178 monomer Substances 0.000 claims description 16
- 239000004519 grease Substances 0.000 claims description 13
- 230000001050 lubricating effect Effects 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 11
- 239000003921 oil Substances 0.000 claims description 10
- 125000004122 cyclic group Chemical group 0.000 claims description 9
- 125000004437 phosphorous atom Chemical group 0.000 claims description 9
- 229910052698 phosphorus Inorganic materials 0.000 claims description 9
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 8
- 239000002562 thickening agent Substances 0.000 claims description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
- 150000003751 zinc Chemical class 0.000 claims description 4
- OJMJOSRCBAXSAQ-UHFFFAOYSA-N 2,2-dibutylpropane-1,3-diol Chemical compound CCCCC(CO)(CO)CCCC OJMJOSRCBAXSAQ-UHFFFAOYSA-N 0.000 claims description 3
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 claims description 3
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims description 3
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 claims description 3
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 3
- 229940114072 12-hydroxystearic acid Drugs 0.000 claims description 2
- FZHZPYGRGQZBCV-UHFFFAOYSA-N 2-propylpropane-1,3-diol Chemical compound CCCC(CO)CO FZHZPYGRGQZBCV-UHFFFAOYSA-N 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 2
- MMCOUVMKNAHQOY-UHFFFAOYSA-N carbonoperoxoic acid Chemical compound OOC(O)=O MMCOUVMKNAHQOY-UHFFFAOYSA-N 0.000 claims description 2
- 239000010724 circulating oil Substances 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 12
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 6
- 230000007935 neutral effect Effects 0.000 description 6
- 229960002317 succinimide Drugs 0.000 description 6
- 229910052725 zinc Inorganic materials 0.000 description 6
- 239000011701 zinc Substances 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- XFAHFFMTBQKDHA-UHFFFAOYSA-N 2,5-bis(2-methylundecan-2-yldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCCCC(C)(C)SSC1=NN=C(SSC(C)(C)CCCCCCCCC)S1 XFAHFFMTBQKDHA-UHFFFAOYSA-N 0.000 description 3
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- MKFUUBCXQNCPIP-UHFFFAOYSA-L calcium;2,3-di(nonyl)naphthalene-1-sulfonate Chemical compound [Ca+2].C1=CC=C2C(S([O-])(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1.C1=CC=C2C(S([O-])(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1 MKFUUBCXQNCPIP-UHFFFAOYSA-L 0.000 description 3
- CKJFPVNRRHVMKZ-UHFFFAOYSA-L calcium;naphthalene-1-sulfonate Chemical compound [Ca+2].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1.C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 CKJFPVNRRHVMKZ-UHFFFAOYSA-L 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000002530 phenolic antioxidant Substances 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- QDCPNGVVOWVKJG-VAWYXSNFSA-N 2-[(e)-dodec-1-enyl]butanedioic acid Chemical compound CCCCCCCCCC\C=C\C(C(O)=O)CC(O)=O QDCPNGVVOWVKJG-VAWYXSNFSA-N 0.000 description 1
- BUEWHVFJJWPDLH-UHFFFAOYSA-N 2-propylbutane-1,3-diol Chemical compound CCCC(CO)C(C)O BUEWHVFJJWPDLH-UHFFFAOYSA-N 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462078622P | 2014-11-12 | 2014-11-12 | |
| US62/078,622 | 2014-11-12 | ||
| PCT/US2015/059153 WO2016077134A1 (en) | 2014-11-12 | 2015-11-05 | Mixed phosphorus esters for lubricant applications |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019213469A Division JP2020029568A (ja) | 2014-11-12 | 2019-11-26 | 潤滑剤用途のための混合リン含有酸エステル |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017533986A JP2017533986A (ja) | 2017-11-16 |
| JP2017533986A5 true JP2017533986A5 (enExample) | 2018-12-06 |
| JP6693953B2 JP6693953B2 (ja) | 2020-05-13 |
Family
ID=54541243
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017525366A Active JP6693953B2 (ja) | 2014-11-12 | 2015-11-05 | 潤滑剤用途のための混合リン含有酸エステル |
| JP2019213469A Withdrawn JP2020029568A (ja) | 2014-11-12 | 2019-11-26 | 潤滑剤用途のための混合リン含有酸エステル |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019213469A Withdrawn JP2020029568A (ja) | 2014-11-12 | 2019-11-26 | 潤滑剤用途のための混合リン含有酸エステル |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US10611981B2 (enExample) |
| EP (1) | EP3218455B1 (enExample) |
| JP (2) | JP6693953B2 (enExample) |
| KR (1) | KR102579806B1 (enExample) |
| CN (1) | CN107109284B (enExample) |
| AU (1) | AU2015347107B2 (enExample) |
| BR (1) | BR112017009919B1 (enExample) |
| CA (1) | CA2967309C (enExample) |
| ES (1) | ES2873109T3 (enExample) |
| MX (1) | MX389383B (enExample) |
| SG (1) | SG11201703873YA (enExample) |
| WO (1) | WO2016077134A1 (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3060604B1 (fr) | 2016-12-15 | 2021-05-28 | Skf Ab | Compositions de graisse et leur procede de fabrication |
| FR3060605B1 (fr) | 2016-12-15 | 2021-05-28 | Skf Ab | Compositions de graisse et leur procede de fabrication |
| KR102521969B1 (ko) * | 2017-02-20 | 2023-04-14 | 도버 케미칼 코포레이션 | 금속 가공을 위한 폴리머 다중-인 윤활제 첨가물 |
| US20200239501A1 (en) * | 2017-10-02 | 2020-07-30 | The Lubrizol Corporation | Phosphorous containing antiwear additives |
| CN109161430A (zh) * | 2018-07-23 | 2019-01-08 | 中国石油化工股份有限公司 | 一种低气味绳轮式电动玻璃升降器润滑脂的组合物及制备方法 |
| EP3845623B1 (en) | 2018-08-28 | 2025-03-05 | ENEOS Corporation | Refrigerator oil |
| WO2020123986A1 (en) * | 2018-12-13 | 2020-06-18 | Dover Chemical Corporation | Polymeric poly-phosphorus additives for: gear oil, grease, engine-oil, combustion-engine lubricant, automatic transmission fluid, anti-wear agents, two-cycle engine lubricant, or marine-engine lubricant |
| CN112760161B (zh) * | 2019-10-21 | 2022-07-15 | 中国石油化工股份有限公司 | 一种无水钙基润滑脂及其制备方法 |
| CN112760157B (zh) * | 2019-10-21 | 2022-07-12 | 中国石油化工股份有限公司 | 一种复合锂基润滑脂及其制备方法 |
| CN112760152B (zh) * | 2019-10-21 | 2022-08-09 | 中国石油化工股份有限公司 | 一种锂基润滑脂及其制备方法 |
| CN112760158B (zh) * | 2019-10-21 | 2022-07-15 | 中国石油化工股份有限公司 | 汽油发动机润滑油组合物及其制备方法 |
| CN112760155B (zh) * | 2019-10-21 | 2022-09-27 | 中国石油化工股份有限公司 | 柴油发动机润滑油组合物及其制备方法 |
| CN110791359B (zh) * | 2019-11-05 | 2022-06-28 | 安徽中天石化股份有限公司 | 一种基于改性纳米碳酸钙的润滑油及其制备方法 |
| EP4130208B1 (en) * | 2020-03-27 | 2025-10-22 | Idemitsu Kosan Co.,Ltd. | Lubricant composition |
| JP2023531518A (ja) * | 2020-06-25 | 2023-07-24 | ザ ルブリゾル コーポレイション | 潤滑剤用途のための環状ホスホネートエステル |
| CN112029564B (zh) * | 2020-09-09 | 2022-06-28 | 南京科润工业介质股份有限公司 | 一种中性水性防锈剂 |
| KR102676070B1 (ko) * | 2022-01-28 | 2024-06-20 | 주식회사 에스에이치엘 | 인산염 피막 및 윤활 일체형 표면처리 윤활제 조성물 |
| US20250215348A1 (en) * | 2022-05-23 | 2025-07-03 | The Lubrizol Corporation | Grease Composition |
| US11639480B1 (en) * | 2022-06-20 | 2023-05-02 | Afton Chemical Corporation | Phosphorus antiwear system for improved gear protection |
| US12187819B1 (en) | 2023-11-15 | 2025-01-07 | Tpc Group, Llc | Compound, its preparation and use |
| US12460150B1 (en) | 2024-09-27 | 2025-11-04 | Afton Chemical Corporation | Low-ash lubricating compositions |
| CN119775309A (zh) * | 2024-11-28 | 2025-04-08 | 云浮市云天新材料有限公司 | 一种抗乳化润滑液、其制备方法及其应用 |
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2015
- 2015-11-05 KR KR1020177016045A patent/KR102579806B1/ko active Active
- 2015-11-05 US US15/525,402 patent/US10611981B2/en active Active
- 2015-11-05 JP JP2017525366A patent/JP6693953B2/ja active Active
- 2015-11-05 EP EP15794436.4A patent/EP3218455B1/en active Active
- 2015-11-05 BR BR112017009919-5A patent/BR112017009919B1/pt active IP Right Grant
- 2015-11-05 ES ES15794436T patent/ES2873109T3/es active Active
- 2015-11-05 MX MX2017006204A patent/MX389383B/es unknown
- 2015-11-05 CA CA2967309A patent/CA2967309C/en active Active
- 2015-11-05 CN CN201580072993.6A patent/CN107109284B/zh active Active
- 2015-11-05 WO PCT/US2015/059153 patent/WO2016077134A1/en not_active Ceased
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2019
- 2019-11-26 JP JP2019213469A patent/JP2020029568A/ja not_active Withdrawn
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