DE2237835A1 - Nitrophenylsubstituierte organopolysiloxane enthaltende fluorsilikonschmiermittel - Google Patents

Nitrophenylsubstituierte organopolysiloxane enthaltende fluorsilikonschmiermittel

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Publication number
DE2237835A1
DE2237835A1 DE2237835A DE2237835A DE2237835A1 DE 2237835 A1 DE2237835 A1 DE 2237835A1 DE 2237835 A DE2237835 A DE 2237835A DE 2237835 A DE2237835 A DE 2237835A DE 2237835 A1 DE2237835 A1 DE 2237835A1
Authority
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Germany
Prior art keywords
group
organopolysiloxane
compositions according
sio
lubricants
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
Application number
DE2237835A
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English (en)
Other versions
DE2237835C3 (de
DE2237835B2 (de
Inventor
Yung Ki Kim
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.)
Dow Silicones Corp
Original Assignee
Dow Corning Corp
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Filing date
Publication date
Application filed by Dow Corning Corp filed Critical Dow Corning Corp
Publication of DE2237835A1 publication Critical patent/DE2237835A1/de
Publication of DE2237835B2 publication Critical patent/DE2237835B2/de
Application granted granted Critical
Publication of DE2237835C3 publication Critical patent/DE2237835C3/de
Expired legal-status Critical Current

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    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
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    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
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    • C10M2229/04—Siloxanes with specific structure
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    • C—CHEMISTRY; METALLURGY
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    • C10M2229/04—Siloxanes with specific structure
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    • C10M2229/04—Siloxanes with specific structure
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Description

"Nitrophenylsubstituierte Organopolysiloxane enthaltende Fluorsilikonschmiermittel"
Die Erfindung "betrifft nitrophenylsubstituierte Organopolysiloxane enthaltende Fluorsilikonschmiermittel, d.h. verbesserte Fluoralky!polysiloxane, die geringe Mengen nitrophenylsubstituierte Organopolysiloxane enthalten. Die Erfindung richtet sich ferner auf Fluorsilikonfluide, die verbesserte Schmiereigenschaften und überlegene thermische Stabilität besitzen.
Organopolysiloxanfluide sind bekannte Schmiermittel. Dimethylpolysiloxane sind im allgemeinen als Schmiermittel bekannt und besitzen jedoch schlechte Verschleißeigenschaften, wenn sie zum Schmieren von Stahl, der auf Stahloberflächen gleitet, verwendet werden» Fluorsilikone, wie Trifluorpropylmethylpolysiloxane, sind erheblich bessere Schmiermittel für Stahl auf Stahl, zeigen jedoch schlechte Schmierwirkung für Stahl auf Messing und Stahl auf Aluminium. Somit finden die Fluorsilikonfluide nur beschränkte Verwendung in Bereichen·, bei denen andere Metalloberflächen oder Stahl.auf Stahl-Oberflächen geschmiert werden sollen.
Erfindungsgemäß kann die Schmierfähigkeit von Fluorsilikonen bei
309809/1021
der Kombination Stahl auf Messing stark verbessert und die thermische Stabilität erheblich gesteigert werden, wodurch diese Materialien für die Hochtemperaturschmierung verschiedener Metalle geeignet werden.
Erfindungsgemäß werden somit verbesserte Organosilicium-Zusammensetzungen bereitgestellt, die
(a) 98 bis 99 Gew.-% eines Organopolysiloxanfluids, das mindestens 70 Molprozent R„(R)SiO-Einheiten enthält, worin R- eine Pe.rfluoralkyläthyl gruppe mit 3 bis 12 Kohlenstoffatomen und R eine Alkylgruppe mit 1 bis 6 Kohlenstoffatomen oder eine Phenylgruppe bedeuten, und die verbleibenden Einheiten der folgenden Formel R'^SiO./p entsprechen, worin R1 eine einwertige Kohlenwasserstoffgruppe oder eine einwertige Halogenkohlenwasserstoffgruppe bedeutet, und
(b) 0,1 bis 2 Gew.-% eines flüssigen Polysiloxans, das im wesentlichen aus (NOpCgH^)RSiO-Einheiten besteht, worin R die oben angegebene Bedeutung besitzt, und die restlichen vorhandenen Gruppen der folgenden Formel R1^SiO./p entsprechen, worin R1 die oben angegebene Bedeutung besitzt, enthalten.
Wie oben bereits beschrieben, kann R~ irgendeine Perfluoralkyläthylgruppe mit nicht mehr als 12 Kohlenstoffatomen, R eine niedrigmolekulare Alkylgruppe mit 1 bis 6 Kohlenstoffatomen oder eine Phenylgruppe und R1 eine einwertige Kohlenwasserstoffgruppe,_ wie eine Alkylgruppe, eine Alkenylgruppe, eine Alkinylgrup-
<ine Alkeninylgruppe,
pe^eine cycloaliphatische Gruppe, eine Arylgruppe oder eine
Aralkylgruppe bedexiten.
Die Gruppe R1 kann auch einwertige Halogenkohlenwasserstoffgruppen, wie halogenierte aliphatische Gruppen, halogenierte aromatische Gruppen, halogenierte cycloaliphatische Gruppen und halogenierte Aralkylgruppen einschließen.
Die bevorzugten einwertigen Kohlenwasserstoffgruppen und HaIogenkohlenwasserstoffgruppen sind diejenigen, die nicht mehr als 18 Kohlenstoffatome enthalten. Bevorzugte Gruppen R' sind Alkyl-
309809/1021
gruppen mit Λ bis 6 Kohlenstoffatomen, die Phenylgruppe und die 2-Phenylpropylgruppe.
Die oben beschriebenen Fluor alky Ip ο Iy siloxane sind Fluide, die Mischpolymerisate enthalten und bei 250C im allgemeinen eine Viskosität im Bereich von 20 bis 20 000 cSt aufweisen. Besonders bevorzugte Fluide sind Triorganosilyl-Endgruppen aufweisende 3» 3» 3-Trifluorpropylmethylpolysiloxane, die bei 25°C eine Viskosität im Bereich von etwa 20 bis etwa 1000 cSt aufweisen.
Die nitrophenylsubstituierten-Polysiloxane sind aus der U.S.-Patent schrift 3 375 218 bekannt. Diese Polymerisate erhält man durch Nitrieren von Phenylsilanen, gefolgt von einer Hydrolyse und einer Kondensation. Es werden monofunktionelle Silane zugesetzt, um die Endgruppen (E1^SiO. ,^) auszubilden, um dadurch die Viskosität des zugesetzten Polymerisats zu steuern. Vorzugsweise besitzt das fluide polymere Additiv einen Polymerisationsgrad von 3 bis 15· Zur Erzielung des gewünschten Schmierverhaltens sind nur geringe Mengen des Additivs, die sich von 0,1 bis 2 Gew.-%, vorzugsweise 0,5 bis 1,5 Gew.-% erstrecken, erforderlich. Die optimale Menge hängt von der Art des Fluorsilikons und dessen Anwendung ab. Es können grössere Mengen als 2 Gew.-% verwendet werden, die jedoch im allgemeinen unwirtschaftlich sind.
Ohne den Rahmen der Erfindung zu verlassen, können zu den oben erwähnten Zusammensetzungen andere Additive zugegeben werden. So können die erfindungngemäßen Schmiermittelzusammensetzungen zusätzlich Korrosionsinhibitoren, Höchstdruckschmiermittel, Antioxydantien, Farbstoffe u. dgl. enthalten» Die Erfindung schließt auch die Verwendung von Verdickungsmittel^ zusammen mit den erfindurip;figeineßen Zusammensetzungen ein, wodurch verbesserte Cchreierfette bereitet werden können. Verdicker, die. zur Herstellung derartiger Schmierfettformuliorangen geeignet sind, schlies- γλ:τ\ I'Ottijiiurorieifen, Kuß, Siliciumdioxid, Tone, Polytetrafluor- nthjl cn u.dgl.- ein. Dor Vordicker nollte derart geartet sein, dnß er mit dein Ni trophen;/.! ni loxanadditiv nicht reagiert. Der
3oa"öua/1 υ2"i
223783S
Verdicker ist im allgemeinen in einer Menge von etwa 10 bis 60 Gew.-% der Schmierfettzusammensetzungen vorhanden»
Zusätzlich zur Verbesserung der Schmiereigenschaften bzw. Ver* Schleißeigenschaften von Fluorsilikonen erhöhen die Nitrophenylsiloxane die thermische Stabilität des Fluids. Der Gewichtsverlust der das Additiv enthaltenden Fluide bei erhöhten Temperaturen wird erheblich vermindert. Wegen dieser thermischen Stabilität finden die erfindungsgemäßen Zusammensetzungen Verwendung als Grundmaterialien für FluorSilikonkautschukformulierungen.
Das folgende Beispiel soll die Erfindung weiter erläutern, ohne sie Jedoch zu beschränken. In diesem Beispiel wurden die Schmiereigenschaften mit dem 4-Kugelapparat bestimmt. Bei dieser mit dem 4—Kugelapparat (Roxanna wear testing machine) durchgeführten Untersuchung wird eine Stahlkugel mit einem Durchmesser von 1,27 cm unter verschiedenen Bedingungen und Belastungen gegen drei geschmierte stationäre Metallkugeln mit einem Durchmesser von 1,27 cm gedreht. Nach der Untersuchung wird die Länge und die Breite der Verschleißkalotte jeder der stationären Kugeln bestimmt und das Mittel von sechs Bestimmungen wird als Verschleißkalottendurchmesser angegeben. Je geringer die Verschleißkalotte ist, umso besser ist ersichtlicherweise das Schmiermittel.
Beispiel
Es wurde eine ausreichende Menge mit Trimethylsilyl-Endgruppen versehenen Nitrophenylmethylpolysiloxans mit einem Polymerisationsgrad von etwa 12 mit Trimethylsilyl-Endgruppen aufweisendem 3,3,3-Trifluorpropylmethylpolysiloxan (300 cSt/25°C) vermischt, so daß man eine Fluorsilikonzusammensetzung erhielt, die 0,2 Gew.-% des Additivs enthielt. Die Schmiereigenschaften und die thermische Stabilität dieser Zusammensetzung wurden mit den Eigenschaften des reinen Polymerisats verglichen. Die dabei erhaltenen Ergebnisse sind in der folgenden Tabelle zusammengefasst.
Diese Werte demonstrieren die Wirkung des Additivs auf die
309809/1U21
Schmiereigenschaften von Fluorsilikonen, die zum Schmieren von
unter hohen Belastungen stehenden Stahl/Messing-Oberflachen und Stahl/Stahl-Oberflächen verwendet werden. Das Additiv vermindert zusätzlich den Gewichtsverlust der Fluorsilikone bei erhöhten
Temperaturen. Diese Wirkungen sind überraschend, da sie bei anderen Silikonschmiermitteln, wie Polydimethylsiloxan, nicht beobachtet werden konnten.
309809/1021
Vierkugelapparat Fluorsilikon Fluorsilikon +0,2 Gew.-?
Testbedingungen (Verschleißkalotten- Nitrophenylsiloxan
durchmesser Min.) (Verschleißkalottendurchmesser mm)
Stahl auf Stahl - 75°C, 1 Std.
1200 UpM, 40 kg 0,81 0,4-3
Stahl auf Stahl - 75pC, 1 Std.
1200 UpM, 60 kg 1,47 0,50
σ Stahl auf Messing - 750C, 1/2 Std.
£ 1200 UpM, 30 kg 3,7 1,5 ο
cc .
Q Gewichtsverlust (%), bestimmt mit einer 10 g Probe in einem offenen 50 ml Becherglas bei 232°C *°
"* nach 1 Tag 11,3 % 4,5
nach 7 Tagen 46,4 % 17,4
I OO

Claims (6)

1. Schmiermittelzusammensetzungen, dadurch gekennzeichnet, daß sie im wesentlichen aus
(a) 98 bis 99»9 Gew.-% eines Organopolysiloxanfluids, das mindestens 70 Molprozent E„(E)SiO-Einheiten enthält, worin E~ eine Perfluoralkyläthylgruppe mit 3 "bis 12 Kohlenstoffatomen und E eine Alkylgruppe mit nicht mehr als 6 Kohlenstoffatomen oder eine Phenylgruppe "bedeuten, und die verbleibenden Gruppen der Formel E',SiO, /o entsprechen, worin E1 eine einwertige Kohlenwasserstoffgruppe oder eine einwertige Halogenkohlenwasserstoffgruppe bedeutet, und
(b) 0,1 bis 2 Gew.-% eines Polysiloxanfluids, das im wesentlichen aus (NOpCglOBSiO-Einheiten besteht, worin E die oben angegebene Bedeutung besitzt, und die restlichen Gruppen der Formel E1SiO. ,~ entsprechen, worin E1 die oben angegebene Bedeutung beibehält, bestehen.
2. Zusammensetzungen gemäß Anspruch 1, dadurch gekennzeichnet, daß das Organopolysiloxan/ein Triorganosilyl-Endgruppen aufweisendes 3,3,3-Trifluorpropylmethylpolysiloxan ist, das bei 25°C eine Viskosität von 20 bis 1000 cSt aufweist.
3- Zusammensetzungen gemäß Anspruch 1, dadurch gekennzeichnet, daß das- Organopolysiloxan (b) einen Polymerisationsgrad im Bereich von 3 bis 15 aufweist.
4-. Zusammensetzungen gemäß Anspruch 1, dadurch gekennzeichnet, daß das Organopolysiloxan (a) Trimethylsilyl-Endgruppen aufweisendes 3»3,3-Trifluorpropylmethylpolysiloxan ist.
5. Schmiermittel enthaltend Zusammensetzungen gemäss
Anspruch 1 und zusätzlich eine zur Ausbildung eines Schmierfettes ausreichende; Menp;e eines VordickunRcmittels.
3098Ü9/ 1 ü 2 1
6. Schmiermittel gemäß Anspruch 5» dadurch gekennzeichnet, daß das Verdickungsmittel in einer Menge im Bereich von 10 bis 60 Gew.-%, bezogen auf das Gesamtgewicht des Schmiermittels, vorhanden ist.
3098U9/10Ü1
DE2237835A 1971-08-19 1972-08-01 Nitrophenylsubstituierte Organopolysiloxane enthaltende Fluorsilikonschmiermittel Expired DE2237835C3 (de)

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JP (1) JPS5527600B2 (de)
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2600163A1 (de) * 1975-01-09 1976-07-22 Cetehor Verbesserte schmierstoffe

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS59189167A (ja) * 1983-04-12 1984-10-26 Shin Etsu Chem Co Ltd 耐熱性シリコ−ンオイル組成物
GB8706928D0 (en) * 1987-03-24 1987-04-29 Er Fluid Dev Electric field responsive fluids
GB2210893A (en) * 1987-10-12 1989-06-21 American Cyanamid Co Electrorheological fluids
DE3821568A1 (de) * 1988-06-25 1989-12-28 Bayer Ag Tieftemperaturschmieroel
US5384057A (en) * 1990-08-09 1995-01-24 E. I. Du Pont De Nemours And Company Compositions and process of using in refrigeration
JP2669993B2 (ja) * 1992-04-16 1997-10-29 信越化学工業株式会社 シリコーングリース組成物

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2600163A1 (de) * 1975-01-09 1976-07-22 Cetehor Verbesserte schmierstoffe

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JPS4829972A (de) 1973-04-20
DE2237835C3 (de) 1975-05-22
JPS5527600B2 (de) 1980-07-22
GB1346150A (en) 1974-02-06
FR2149558B1 (de) 1975-03-07
CA965405A (en) 1975-04-01
FR2149558A1 (de) 1973-03-30
DE2237835B2 (de) 1974-09-26

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