JPWO2016140187A1 - 冷凍機油及び冷凍機用作動流体組成物 - Google Patents
冷凍機油及び冷凍機用作動流体組成物 Download PDFInfo
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- JPWO2016140187A1 JPWO2016140187A1 JP2017503468A JP2017503468A JPWO2016140187A1 JP WO2016140187 A1 JPWO2016140187 A1 JP WO2016140187A1 JP 2017503468 A JP2017503468 A JP 2017503468A JP 2017503468 A JP2017503468 A JP 2017503468A JP WO2016140187 A1 JPWO2016140187 A1 JP WO2016140187A1
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- oil
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- refrigerant
- refrigerating machine
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- 125000001196 nonadecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000002958 pentadecyl 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])[H] 0.000 description 1
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- 125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000002948 undecyl 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])[H] 0.000 description 1
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Classifications
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- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy compounds
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
- C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
- C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
- C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
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- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
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- 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
- C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
- C10M171/008—Lubricant compositions compatible with refrigerants
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/104—Carboxylic acid esters
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/10—Components
- C09K2205/12—Hydrocarbons
- C09K2205/126—Unsaturated fluorinated hydrocarbons
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
- C09K2205/24—Only one single fluoro component present
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/042—Epoxides
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds used as base material
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- C—CHEMISTRY; METALLURGY
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
- C10M2207/304—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
- C10M2207/3045—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups used as base material
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- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
- C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
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- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/041—Triaryl phosphates
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Abstract
Description
Y2−(OA3)e− (A−2)
(上記式(A−2)中、Y2は水素原子、アルキル基又はシクロアルキル基を示し、A3は炭素数2〜4のアルキレン基を示し、eは1〜50の整数を示す)で表される基を示し、A1及びA2は同一でも異なっていてもよく、それぞれ炭素数2〜4のアルキレン基を示し、Y1は水素原子、アルキル基又はシクロアルキル基を示し、Bは3〜20個の水酸基を有する化合物の残基を示し、aは1〜20、bは0〜19でかつa+b=3〜20となる整数を示し、cは0〜50の整数、dは1〜50の整数をそれぞれ示す]
(a)一方の末端が一般式(4)又は(5)で表され、かつ他方の末端が一般式(6)又は(7)で表される構造を有し、一般式(1)におけるR1、R2及びR3がいずれも水素原子、mが0〜4の整数、R4が炭素数2〜4の二価の炭化水素基、R5が炭素数1〜20の炭化水素基であるポリビニルエーテル。
(b)一般式(1)で表される構造単位のみを有するものであって、一方の末端が一般式(4)で表され、かつ他方の末端が一般式(6)で表される構造を有し、一般式(1)におけるR1、R2及びR3がいずれも水素原子、mが0〜4の整数、R4が炭素数2〜4の二価の炭化水素基、R5が炭素数1〜20の炭化水素基であるポリビニルエーテル。
(c)一方の末端が一般式(4)又は(5)で表され、かつ他方の末端が一般式(8)で表される構造を有し、一般式(1)におけるR1、R2及びR3がいずれも水素原子、mが0〜4の整数、R4が炭素数2〜4の二価の炭化水素基、R5が炭素数1〜20の炭化水素基であるポリビニルエーテル。
(d)一般式(1)で表される構造単位のみを有するものであって、一方の末端が一般式(5)で表され、かつ他方の末端が一般式(8)で表される構造を有し、一般式(1)におけるR1、R2及びR3がいずれも水素原子、mが0〜4の整数、R4が炭素数2〜4の二価の炭化水素基、R5が炭素数1〜20の炭化水素基であるポリビニルエーテル。
(e)上記(a),(b),(c)及び(d)のいずれかであって、一般式(1)におけるR5が炭素数1〜3の炭化水素基である構造単位と該R5が炭素数3〜20の炭化水素基である構造単位とを有するポリビニルエーテル。
Rα−[(ORβ)f−ORγ]g (9)
[式(1)中、Rαは水素原子、炭素数1〜10のアルキル基、炭素数2〜10のアシル基又は2〜8個の水酸基を有する化合物の残基を表し、Rβは炭素数2〜4のアルキレン基を表し、Rγは水素原子、炭素数1〜10のアルキル基又は炭素数2〜10のアシル基を表し、fは1〜80の整数を表し、gは1〜8の整数を表す。]
iC4:2−メチルプロパン酸
nC5:n−ペンタン酸
iC8:2−エチルヘキサン酸
iC9:3,5,5−トリメチルヘキサン酸
nC10:n−デカン酸
nC22:ドコサン酸
PET:ペンタエリスリトール
DiPET:ジペンタエリスリトール
基油9:コンプレックスエステル(アジピン酸と、ブタンジオールと、ネオペンチルグリコールと、イソノナノールとのエステル、炭素/酸素モル比:4.3、40℃動粘度:150mm2/s)
基油10:ポリアルキレングリコール(ポリプロピレングリコールの両末端メチルエーテル化物、重量平均分子量:1100、炭素/酸素モル比:2.9、40℃動粘度:46.5mm2/s)
基油11:ポリビニルエーテル(エチルビニルエーテルとイソブチルビニルエーテルとの共重合体、エチルビニルエーテル/イソブチルビニルエーテル=7/1(モル比)、重量平均分子量:910、炭素/酸素モル比:4.3、40℃動粘度:66.4mm2/s)
添加剤1:グリシジルネオデカノエート
添加剤2:2−エチルヘキシルグリシジルエーテル
添加剤3:トリクレジルホスフェート
添加剤4:2,6−ジ−tert.−ブチル−p−クレゾール
(安定性試験)
安定性試験は、JIS K2211−09(オートクレーブテスト)に準拠して行った。具体的には、含有水分量を100ppmに調整した供試油80gをオートクレーブに秤取し、触媒(鉄、銅、アルミの線、いずれも外径1.6mm×長さ50mm)、及び、(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン(HFO−1336mzz)冷媒20gを封入した後、140℃に加熱し、150時間後の供試油の酸価(JIS C2101)を測定した。
(冷媒相溶性試験)
JIS−K2211「冷凍機油」の「冷媒との相溶性試験方法」に準拠して、(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン(HFO−1336mzz)冷媒10gに対して供試油を10g配合し、冷媒と冷凍機油とが0℃において相互に溶解しているかを観察した。
Claims (8)
- 炭素/酸素モル比が2.5以上5.8以下である含酸素油の少なくとも1種を基油として含有し、
(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン冷媒と共に用いられる、冷凍機油。 - 前記含酸素油として、炭素数4〜20の脂肪酸の割合が20〜100モル%である脂肪酸と多価アルコールとのエステルを含有する、請求項1に記載の冷凍機油。
- 前記含酸素油として、炭素数4〜20の分岐脂肪酸の割合が20〜100モル%である脂肪酸と多価アルコールとのエステルを含有する、請求項1又は2に記載の冷凍機油。
- 炭素/酸素モル比が2.5以上5.8以下である含酸素油の少なくとも1種を基油として含有する冷凍機油と、
(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン冷媒と、
を含有する、冷凍機用作動流体組成物。 - 前記冷凍機油は、前記含酸素油として、炭素数4〜20の脂肪酸の割合が20〜100モル%である脂肪酸と多価アルコールとのエステルを含有する、請求項4に記載の冷凍機用作動流体組成物。
- 前記冷凍機油は、前記含酸素油として、炭素数4〜20の分岐脂肪酸の割合が20〜100モル%である脂肪酸と多価アルコールとのエステルを含有する、請求項4又は5に記載の冷凍機用作動流体組成物。
- 炭素/酸素モル比が2.5以上5.8以下である含酸素油の少なくとも1種を含有する組成物の、(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン冷媒と共に用いられる冷凍機油、又は、前記冷凍機油と(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン冷媒とを含有する冷凍機用作動流体組成物への応用。
- 炭素/酸素モル比が2.5以上5.8以下である含酸素油の少なくとも1種を含有する組成物の、(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン冷媒と共に用いられる冷凍機油、又は、前記冷凍機油と(Z)−1,1,1,4,4,4−ヘキサフルオロ−2−ブテン冷媒とを含有する冷凍機用作動流体組成物の製造のための応用。
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