JP7402683B2 - 潤滑組成物のための脂肪族四面体ボレート化合物 - Google Patents
潤滑組成物のための脂肪族四面体ボレート化合物 Download PDFInfo
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- JP7402683B2 JP7402683B2 JP2019502685A JP2019502685A JP7402683B2 JP 7402683 B2 JP7402683 B2 JP 7402683B2 JP 2019502685 A JP2019502685 A JP 2019502685A JP 2019502685 A JP2019502685 A JP 2019502685A JP 7402683 B2 JP7402683 B2 JP 7402683B2
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- borate
- additive
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- -1 borate compound Chemical class 0.000 claims description 193
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 53
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- 239000004327 boric acid Substances 0.000 claims description 24
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- DLVYHYUFIXLWKV-UHFFFAOYSA-N tris(2-ethylhexyl) borate Chemical compound CCCCC(CC)COB(OCC(CC)CCCC)OCC(CC)CCCC DLVYHYUFIXLWKV-UHFFFAOYSA-N 0.000 description 10
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- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- BHRZNVHARXXAHW-UHFFFAOYSA-N sec-butylamine Chemical compound CCC(C)N BHRZNVHARXXAHW-UHFFFAOYSA-N 0.000 description 1
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- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
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- TVXXNOYZHKPKGW-UHFFFAOYSA-N sodium molybdate (anhydrous) Chemical compound [Na+].[Na+].[O-][Mo]([O-])(=O)=O TVXXNOYZHKPKGW-UHFFFAOYSA-N 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
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- 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 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
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- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
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- 125000003396 thiol group Chemical class [H]S* 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 1
- IOYXJNDDBALLFR-UHFFFAOYSA-N tridecane-1,2-diol Chemical compound CCCCCCCCCCCC(O)CO IOYXJNDDBALLFR-UHFFFAOYSA-N 0.000 description 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- DXRFOGXSSDRZFP-UHFFFAOYSA-N tripentyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCCOC(=O)CC(O)(C(=O)OCCCCC)CC(=O)OCCCCC DXRFOGXSSDRZFP-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical group CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- BUMVVNKGNPPUME-UHFFFAOYSA-N undecane-1,2-diol Chemical compound CCCCCCCCCC(O)CO BUMVVNKGNPPUME-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Classifications
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- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
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- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/022—Boron compounds without C-boron linkages
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
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- C10M129/04—Hydroxy compounds
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- C10M135/10—Sulfonic acids or derivatives thereof
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- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
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- C10M137/10—Thio derivatives
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- C10M149/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
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- C10M169/04—Mixtures of base-materials and additives
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- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
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- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
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Description
本発明の例示的な実施形態は、潤滑組成物において有用な、特に潤滑剤において改善された溶解度および摩擦性能を有する摩擦調整剤として有用な、潤滑剤添加剤および特にイオン性ボレート化合物に関する。
例示的な実施形態の一態様によると、潤滑組成物のための添加剤は、カチオンと、ホウ素原子を含む四面体ホウ酸アニオンとを含むイオン性四面体ボレート化合物を含み、このホウ素原子は、脂肪族ジヒドロキシル化合物から誘導された少なくとも1つの二座ジオキソ配位子を有する。
例示的な実施形態の態様は、潤滑組成物のための添加剤、添加剤を形成する方法、および添加剤の使用に関する。
A.イオン性ボレート化合物
R3およびR4は、独立して、水素(R3とR4の両方が通常水素でないことを条件とする)もしくは1~48個の炭素原子の脂肪族ヒドロカルビル基であるか、または一緒になって、複素環式環(1~32個の炭素原子の1つもしくは複数のヒドロカルビル基で置換されていてよい)であってよい置換もしくは非置換の5もしくは6員の脂肪族環を形成し、
mは、0または1であり、
Xは、水素、1~24個の炭素原子のヒドロカルビル基、-OR5、-NHR5、=O、およびこれらの混合物から選択され、
R5は、1~24個の炭素原子のヒドロカルビル基であり、
Mは、カチオンを表し、
nは、整数、すなわち、少なくとも1であり、最大7、または最大4であることができる)
で示される一般的構造で表すことができる。
(i)炭化水素置換基、すなわち、脂肪族(例えば、アルキルまたはアルケニル)、脂環式(例えば、シクロアルキル、シクロアルケニル)置換基、および芳香族置換されている脂肪族または脂環式置換基、ならびに環が分子の別の部分を介して完成する環式置換基(例えば、2つの置換基が一緒になって環を形成する);
(ii)置換されている炭化水素置換基、すなわち、本発明との関連で非炭化水素基を含有する置換基は、置換基の主に炭化水素の性質を変化させない(例えば、ハロ(特にクロロおよびフルオロ)、ヒドロキシ、アルコキシ、メルカプト、アルキルメルカプト、ニトロ、ニトロソ、およびスルホキシ);
(iii)ヘテロ置換基、すなわち、主に炭化水素の性状を有する一方で、その他は炭素原子で構成される環または鎖内に炭素以外を含有し得る置換基。
X’およびm’は、Xおよびmに対してそれぞれ記載されている通りであってよい)
で示される構造で表すことができる。
[B]- n-pqMn+([A]q-)p
(式中、[A]-は、第2のアニオンを表し、q≧1、p≧1、かつn-pq≧1である)
のものであってよい。
B.潤滑粘度油
組成物を形成する方法
で表すことができる。
として示されている。
C.他の性能添加剤
清浄剤
酸化防止剤
分散剤
摩耗防止剤
油溶性チタン化合物
極圧(EP)剤
消泡剤
粘度調整剤
腐食防止剤および金属不活性化剤
流動点降下剤
摩擦調整剤
抗乳化剤
シール膨張剤
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/ポリイソブチレンスクシンイミドベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、N-オレイルタルトリミド(44.6g)、トリス(2-エチルヘキシル)ボレート32.6g)、および100 TBNの直接アルキル化ポリイソブチレンスクシンイミド(PIBSA)分散剤(14%希釈油を含有する)(22.8g)をブレンドして、タルトリミド:ボレート:PIBSAのモル比2:1:1を得ることにより形成する。PIBSA分散剤は、1000Mnの高ビニリデンポリイソブチレンおよびN:CO(m)比1.79およびTBN 100を有するコハク酸無水物から作製する。大気圧下、反応は80℃で2時間行う。生成物はさらに精製せずに単離する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/ポリイソブチレンスクシンイミドベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物含有混合物を実施例1の通りであるが、N-オレイルタルトリミド(21.9g)は、60%OTおよび40%鉱油の混合物として供給し、PIBSA分散剤を2000Mnの高ビニリデンポリイソブチレンならびにN:CO(m)比1.79およびTBN 13を有するコハク酸無水物から作製して、形成する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/過塩基性カルシウムスルホネート清浄剤ベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、60%OTと40%鉱油との混合物として供給されるN-オレイルタルトリミド(70.8g)、トリス(2-エチルヘキシル)ボレート(21.7g)、および400 TBNのカルシウムスルホネート清浄剤(7.5g)をブレンドして、タルトリミド:ボレート:清浄剤のモル比2:1:1を得ることによって形成する。反応は80℃で2時間行う。生成物はさらに精製せずに単離する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/過塩基性カルシウムスルホネート清浄剤ベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、反応を100℃で2時間行うこと、および生じた混合物を減圧下に配置して、アルコール(2-エチルヘキサノール)を共沸蒸留することを除いて、実施例2の通り形成する。生成物はさらに精製せずに単離する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/中性のカルシウムスルホネート清浄剤ベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、85 TBNのカルシウムスルホネート清浄剤(28.0g)を使用することを除いて、実施例2の通り形成する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/フェノール系酸化防止剤ベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、2,6-ジ-(secブチル),4-(2-エチルヘキシルアミノメチルフェノール(21.6g)を塩基として使用することを除いて、実施例2の通り形成する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/過塩基性カルシウムスルホネート清浄剤ベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、(11.6g)の400 TBNのカルシウムスルホネート清浄剤を用いて、タルトリミド:ボレート:清浄剤のモル比1:1:1を得ることを除いて、実施例2に記載されている通り形成する。
N-オレイルタルトリミド/トリス(2-エチルヘキシル)ボレート/過塩基性カルシウムスルホネート清浄剤ベースのイオン性四面体ボレート化合物:イオン性四面体ボレート化合物を含む混合物を、(11.6g)の400のTBNのカルシウムスルホネート清浄剤を用いて、タルトリミド:ボレート:清浄剤のモル比1:1:1を得ることを除いて、実施例3に記載されている通り形成する。
溶媒プロセス手順1による四面体ホウ素化N-オレイルタルトリミド(四面体の複合体を形成するための、ホウ酸の存在下でのin situでのタルトリミドの形成):187.6gの酒石酸(1.25mol、2.0当量)および19.3gのホウ酸(0.31mol、0.5当量)を110gのペンタノール中で撹拌し、還流加熱する。334.4gのオレイルアミン(1.25mol、2.0当量)を添加漏斗を介して添加する。生じた反応物を140℃で5時間保持する。次いで、溶媒を、真空蒸留を介して除去して、さらに精製せずに最終生成物を得る。11B NMR (160 MHz, CDCl3) ppm: 9.60 (br).元素分析:0.6%B、3.2%N。
溶媒プロセス手順1による四面体ホウ素化N-オレイルタルトリミド:250gの酒石酸(0.93mol、2.0当量)および28.9gのホウ酸(0.47mol、1.0当量)を153gのブタノール中で撹拌し、加熱還流する。140.3gのオレイルアミン(0.93mol、2.0当量)を添加漏斗を介して添加する。一部の溶媒を除去しながら、生じた反応物を140~145℃に加熱し、5時間保持する。次いで、溶媒を、真空蒸留を介して除去して、さらに精製せずに最終生成物を得る。11B NMR (160 MHz, CDCl3) ppm: 9.48 (br).元素分析:1.3%B、3.2%N。
溶媒プロセス手順2による四面体ホウ素化N-オレイルタルトリミド(四面体の複合体を形成するための、ホウ酸を後で添加する、in situでのタルトリミドの形成):1201gの酒石酸(8.0mol、2.0当量)を850gのペンタノール中で撹拌し、加熱還流する。2140gのオレイルアミン(8.0mol、2.0当量)を1時間にわたり添加する。反応物を140℃で5時間保持し、次いで110℃に冷却する。123.6gのホウ酸(2.0mol、0.5当量)を一度に添加する。次いで、反応混合物を140℃に加熱し、2時間保持する。次いで、溶媒を、真空蒸留を介して除去して、さらに精製せずに最終生成物を得る。11B NMR (160 MHz, CDCl3) ppm: 10.39 (br), 7.32 (br), 6.21 (br).元素分析:0.6%B、3.3%N。
グリセロールモノオレエート(GMO)、ホウ酸およびアミンから調製される四面体ボレート:254gのGMO(0.5mol、2.0当量)および15.5gのホウ酸(0.25mol、1.0当量)を撹拌しながら165℃に加熱する。反応物をこの温度で3時間保持する。次いで、46.4gのトリ-n-ブチルアミン(0.25mol、1.0当量)を一度に添加する。生じた反応混合物を165℃でさらに3時間保持して、さらに精製せずに所望の生成物を得る。11B NMR (160 MHz, CDCl3) ppm: 11.39 (br).
グリセロールモノオレエート(GMO)、ホウ酸および400 TBNのCa清浄剤から調製される四面体ボレート:257gのGMO(0.5mol、2.0当量)および15.7gのホウ酸(0.25mol、1.0当量)を撹拌しながら165℃に加熱する。反応物をこの温度で4時間保持する。35.5gの400 TBNのCa清浄剤を添加して、反応を165℃でさらに3時間保持する。粗生成物を濾過して、所望の生成物を得る。11B NMR (160 MHz, CDCl3) ppm: 9.98 (br), 6.75 (br).
グリセロールモノオレエート(GMO)、ホウ酸および100 TBNのポリイソブチレンスクシンイミド(PIBSA)分散剤から調製される四面体ボレート:508gのGMO(1.0mol、2.0当量)、241.3gの三面体ホウ酸エステル(0.5mol、1.0当量)、および280.5gの100 TBNのポリイソブチレンスクシンイミド(PIBSA)分散剤(0.5mol、1.0当量)を80℃で2時間混合して、さらに精製せずに所望の生成物を得る。11B NMR (160 MHz, CDCl3) ppm: 22.73 (br), 17.58 (br), 10.08 (br).
1,2-オクタンジオール、ホウ酸およびアミンから調製される四面体ボレート:146gの1,2-オクタンジオール(1.0mol、2.0当量)および30.9gのホウ酸(0.5mol、1.0当量)を撹拌しながら165℃に加熱する。反応物をこの温度で2時間保持し、次いで140℃に冷却する。64.6gの2-エチルヘキシルアミン(0.5mol、1.0当量)を添加漏斗を介して添加する。生じた混合物を140℃で3時間撹拌して、さらに精製せずに所望の生成物を得る。11B NMR (160 MHz) ppm: 11.71 (br)
比較用潤滑剤実施例CLE4:全Caスルホネート過塩基性清浄剤を含む乗用車エンジンオイル中のOTを含む潤滑組成物。
一実施形態において、例えば、以下の項目が提供される。
(項目1)
潤滑組成物のための添加剤であって、
カチオンと、ホウ素原子を含む四面体ホウ酸アニオンとを含む、イオン性四面体ボレート化合物を含み、前記ホウ酸アニオンが三価ホウ素化合物と脂肪族ジヒドロキシル化合物の反応から形成される少なくとも1つの二座ジオキソ配位子を有し、
前記ホウ酸アニオンが二座芳香族ジオキソ配位子を実質的に含まない、添加剤。
(項目2)
前記三価ホウ素化合物が、ホウ酸、ホウ酸エステル、およびこれらの組合せからなる群から選択される、項目1に記載の添加剤。
(項目3)
前記脂肪族ジヒドロキシル化合物が、1,2ビシナルジオール、ヒドロキシカルボン酸の脂肪族誘導体、ジおよびポリカルボン酸の脂肪族誘導体ならびにこれらのブレンドからなる群から選択される、項目1または2に記載の添加剤。
(項目4)
前記ヒドロキシカルボン酸が、式:
[式中、
a=2、b=1であるか、または
aおよびbの両方とも2に等しいか、または
a=3、b=1であり、
Xは、脂肪族もしくは脂環式の基、または炭素鎖内に酸素原子を含有する脂肪族もしくは脂環式の基、または前述の種類の置換されている基であり、前記基が最大6個の炭素原子を含有し、a+b個の利用可能な結合点を有し、
各Yは、独立して、-O-、もしくは>NR 1 であるか、または2つのYが一緒になって、2つのカルボニル基の間に形成されるイミド構造R-N<の窒素を表し、
各RおよびR 1 は、独立して、水素またはヒドロカルビル基であるが、ただし、少なくとも1つのRまたはR 1 基がヒドロカルビル基であることを条件とし、各R 2 は、独立して、水素、ヒドロカルビル基またはアシル基であり、さらに、少なくとも1つの-OR 2 基が、-C(O)-Y-R基のうちの少なくとも1つに対してαまたはβである、X内の炭素原子上に位置することを条件とする]
で表される、項目1から3のいずれか一項に記載の添加剤。
(項目5)
前記ヒドロキシカルボン酸が、酒石酸またはクエン酸である項目4に記載の添加剤。
(項目6)
前記脂肪族ジヒドロキシル化合物が、酒石酸(tartartic acid)のイミド誘導体であ
る、項目1から5のいずれか一項に記載の添加剤。
(項目7)
前記1,2ビシナルジオールが、モノアルキルグリコール、モノアルキルグリセロール、モノアシルグリセロール、およびこれらのブレンドからなる群から選択される、項目1から3のいずれか一項に記載の添加剤。
(項目8)
前記1,2ビシナルジオールが、グリセロールモノオレエートである、項目7に記載の添加剤。
(項目9)
前記イオン性四面体ボレート化合物が、式:
[式中、R 1 およびR 2 は、独立して、1~48個の炭素原子のヒドロカルビル基から選択されるか、または一緒になって、置換もしくは非置換の5もしくは6員の環を形成し、R 3 およびR 4 は、独立して、1~48個の炭素原子の脂肪族ヒドロカルビル基であるか、または一緒になって、複素環式環(1~32個の炭素原子の1つもしくは複数のヒドロカルビル基で置換されていてよい)であってよい置換もしくは非置換の5もしくは6員の脂肪族環を形成し、
mは、0または1であり、
Xは、水素、1~24個の炭素原子のヒドロカルビル基、-OR 5 、-NHR 5 、=O、およびこれらの混合物から選択され、ここで、R 5 は、1~24個の炭素原子のヒドロカルビル基であり、
Mは、前記カチオンを表し、
nは少なくとも1である]
で表される、項目1から8のいずれか一項に記載の添加剤。
(項目10)
前記置換の5員または6員の環が、脂肪族ヒドロカルビル基、少なくとも1個のヘテロ原子を含む脂肪族ヒドロカルビル基、およびこれらの組合せから選択される少なくとも1つの置換基で置換されている、項目9に記載の添加剤。
(項目11)
mが、0である、項目9および10のいずれか一項に記載の添加剤。
(項目12)
R 1 およびR 2 が、一緒になって、置換または非置換の5または6員の環を形成し、前記置換または非置換の5または6員の環が、0~2個のヘテロ原子を含む、項目9から11のいずれか一項に記載の添加剤。
(項目13)
R 1 およびR 2 で形成される前記置換の5員または6員の環が、脂肪族ヒドロカルビル基、少なくとも1個のヘテロ原子を含む脂肪族ヒドロカルビル基、およびこれらの組合せから選択される少なくとも1つの置換基で置換されている、項目12に記載の添加剤。
(項目14)
前記カチオンが、金属カチオン、アンモニウムイオン、ホスホニウムイオン、灰分を含まない有機カチオン、およびこれらの混合物からなる群から選択される、項目1から13のいずれか一項に記載の添加剤。
(項目15)
前記灰分を含まない有機カチオンが、アンモニウムカチオンおよびホスホニウムカチオンから選択される、項目14に記載の添加剤。
(項目16)
前記四面体ボレート化合物が、アンモニウム塩、第四級アンモニウム塩、およびこれらの混合物から選択される、項目13から14のいずれか一項に記載の添加剤。
(項目17)
Mが、アルカリ金属カチオン、アルカリ土類金属カチオン、遷移金属カチオン、およびこれらの組合せから選択される金属カチオンである、項目9に記載の添加剤。
(項目18)
前記カチオンMが、前記組成物に少なくとも5(または少なくとも10、または少なくとも15、または少なくとも25)の全塩基価(TBN)を提供する、項目1から17のいずれか一項に記載の添加剤。
(項目19)
前記カチオンMが、ポリイソブチレンスクシンイミドから誘導される、項目1から18のいずれか一項に記載の添加剤。
(項目20)
前記ポリイソブチレンスクシンイミドが誘導される元となるポリイソブチレンが、350~5000、または750~2500の範囲の数平均分子量を有する、19に記載の添加剤。
(項目21)
前記カチオンMが、アルカリ金属清浄剤またはアルカリ土類金属清浄剤から誘導される、項目1から18のいずれか一項に記載の添加剤。
(項目22)
前記カチオンMが、過塩基性のアルカリ金属清浄剤またはアルカリ土類金属清浄剤から誘導される、項目21に記載の添加剤。
(項目23)
三価ボレート化合物をさらに含む、項目1から22のいずれか一項に記載の添加剤。
(項目24)
前記三価ボレート化合物中のホウ素と前記四面体ボレート化合物中のホウ素との重量比が、少なくとも80:20(または少なくとも90:10、または少なくとも95:5)である、項目23に記載の添加剤。
(項目25)
添加剤濃縮物を形成するための量の油をさらに含む、項目1に記載の添加剤。
(項目26)
潤滑組成物のための添加剤を形成する方法であって、
液体溶媒媒体中で脂肪族ジヒドロキシル化合物を、三価ボレート化合物、および、必要に応じて、塩基性構成成分と反応させて、カチオンと、ホウ素原子を含む四面体ホウ酸アニオンとを含むイオン性四面体ボレート化合物を形成することを含み、前記ホウ酸アニオンが、前記三価ホウ素化合物と前記脂肪族ジヒドロキシル化合物との反応から形成される少なくとも1つの二座ジオキソ配位子を有し、
前記溶媒媒体が、アルコール溶媒、エーテル溶媒、エステル溶媒、ケトン溶媒、およびこれらのブレンドからなる群から選択され、
前記脂肪族ジヒドロキシル化合物と三価ボレート化合物との前記反応から生じた水が、前記液体溶媒媒体の一部分と共に共沸蒸留される、方法。
(項目27)
前記液体溶媒媒体が、アルコール溶媒を含む、項目26に記載の方法。
(項目28)
添加剤濃縮物であって、項目1に記載の添加剤と、前記濃縮物を形成するために十分な量の潤滑油を含む、添加剤濃縮物。
Claims (17)
- 潤滑組成物のための添加剤であって、
カチオンと、ホウ素原子を含む四面体ホウ酸アニオンとを含む、イオン性四面体ボレート化合物を含み、前記ホウ酸アニオンが三価ホウ素化合物と脂肪族ジヒドロキシル化合物の反応から形成される少なくとも1つの二座ジオキソ配位子を有し、
前記脂肪族ジヒドロキシル化合物が、ヒドロキシカルボン酸の脂肪族誘導体であり、
前記ヒドロキシカルボン酸が、式:
aおよびbの両方とも2に等しく、
Xは、脂肪族もしくは脂環式の基、または炭素鎖内に酸素原子を含有する脂肪族もしくは脂環式の基、または前述の種類の置換されている基であり、前記基が最大6個の炭素原子を含有し、a+b個の利用可能な結合点を有し、
Yは、2つのYが一緒になって、2つのカルボニル基の間に形成されるイミド構造R-N<の窒素を表し、
各Rは、独立して、水素またはヒドロカルビル基であるが、ただし、少なくとも1つのR基がヒドロカルビル基であることを条件とし、各R2は、独立して、水素であり、さらに、少なくとも1つの-OR2基が、-C(O)-Y-R基のうちの少なくとも1つに対してαまたはβである、X内の炭素原子上に位置することを条件とする]
で表され、
前記ホウ酸アニオンが二座芳香族ジオキソ配位子を実質的に含まない、
添加剤。 - 前記三価ホウ素化合物が、ホウ酸、ホウ酸エステル、およびこれらの組合せからなる群から選択される、請求項1に記載の添加剤。
- 前記脂肪族ジヒドロキシル化合物が、酒石酸(tartartic acid)のイミド誘導体である、請求項1から2のいずれか一項に記載の添加剤。
- 前記カチオンが、金属カチオン、アンモニウムイオン、ホスホニウムイオン、灰分を含まない有機カチオン、およびこれらの混合物からなる群から選択される、請求項1から3のいずれか一項に記載の添加剤。
- 前記灰分を含まない有機カチオンが、アンモニウムカチオンおよびホスホニウムカチオンから選択される、請求項4に記載の添加剤。
- 前記四面体ボレート化合物が、アンモニウム塩、第四級アンモニウム塩、およびこれらの混合物から選択される、請求項4に記載の添加剤。
- 前記金属カチオンが、アルカリ金属カチオン、アルカリ土類金属カチオン、遷移金属カチオン、およびこれらの組合せから選択される、請求項4に記載の添加剤。
- 前記カチオンが、前記組成物に少なくとも5の全塩基価(TBN)を提供する、請求項1から7のいずれか一項に記載の添加剤。
- 前記カチオンが、ポリイソブチレンスクシンイミドから誘導される、請求項1から8のいずれか一項に記載の添加剤。
- 前記ポリイソブチレンスクシンイミドが誘導される元となるポリイソブチレンが、350~5000の範囲の数平均分子量を有する、請求項9に記載の添加剤。
- 前記カチオンが、アルカリ金属清浄剤またはアルカリ土類金属清浄剤から誘導される、請求項1から8のいずれか一項に記載の添加剤。
- 前記カチオンが、過塩基性のアルカリ金属清浄剤またはアルカリ土類金属清浄剤から誘導される、請求項11に記載の添加剤。
- 三価ボレート化合物をさらに含む、請求項1から12のいずれか一項に記載の添加剤。
- 前記三価ボレート化合物中のホウ素と前記四面体ボレート化合物中のホウ素との重量比が、少なくとも80:20である、請求項13に記載の添加剤。
- 潤滑組成物のための添加剤を形成する方法であって、
液体溶媒媒体中で脂肪族ジヒドロキシル化合物を、三価ボレート化合物、および、必要に応じて、塩基性構成成分と反応させて、カチオンと、ホウ素原子を含む四面体ホウ酸アニオンとを含むイオン性四面体ボレート化合物を形成することを含み、前記ホウ酸アニオンが、前記三価ホウ素化合物と前記脂肪族ジヒドロキシル化合物との反応から形成される少なくとも1つの二座ジオキソ配位子を有し、
前記脂肪族ジヒドロキシル化合物が、ヒドロキシカルボン酸の脂肪族誘導体であり、
前記ヒドロキシカルボン酸が、式:
aおよびbの両方とも2に等しく、
Xは、脂肪族もしくは脂環式の基、または炭素鎖内に酸素原子を含有する脂肪族もしくは脂環式の基、または前述の種類の置換されている基であり、前記基が最大6個の炭素原子を含有し、a+b個の利用可能な結合点を有し、
Yは、2つのYが一緒になって、2つのカルボニル基の間に形成されるイミド構造R-N<の窒素を表し、
各Rは、独立して、水素またはヒドロカルビル基であるが、ただし、少なくとも1つのR基がヒドロカルビル基であることを条件とし、各R2は、独立して、水素であり、さらに、少なくとも1つの-OR2基が、-C(O)-Y-R基のうちの少なくとも1つに対してαまたはβである、X内の炭素原子上に位置することを条件とする]
で表され、
前記溶媒媒体が、アルコール溶媒、エーテル溶媒、エステル溶媒、ケトン溶媒、およびこれらのブレンドからなる群から選択され、
前記脂肪族ジヒドロキシル化合物と三価ボレート化合物との前記反応から生じた水が、前記液体溶媒媒体の一部分と共に共沸蒸留される、
方法。 - 前記液体溶媒媒体が、アルコール溶媒を含む、請求項15に記載の方法。
- 添加剤濃縮物であって、請求項1に記載の添加剤と、前記濃縮物を形成するために十分な量の潤滑油を含む、添加剤濃縮物。
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JP7126487B2 (ja) | 2022-08-26 |
CN109906265A (zh) | 2019-06-18 |
US11459520B2 (en) | 2022-10-04 |
CA3031619A1 (en) | 2018-01-25 |
US20190292483A1 (en) | 2019-09-26 |
US10774283B2 (en) | 2020-09-15 |
JP2019521235A (ja) | 2019-07-25 |
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