DE2141441A1 - Wasserunempfindliche hydraulische fluessigkeiten - Google Patents

Wasserunempfindliche hydraulische fluessigkeiten

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Publication number
DE2141441A1
DE2141441A1 DE2141441A DE2141441A DE2141441A1 DE 2141441 A1 DE2141441 A1 DE 2141441A1 DE 2141441 A DE2141441 A DE 2141441A DE 2141441 A DE2141441 A DE 2141441A DE 2141441 A1 DE2141441 A1 DE 2141441A1
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Germany
Prior art keywords
carbon atoms
weight
percent
water
formula
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
DE2141441A
Other languages
English (en)
Other versions
DE2141441B2 (de
DE2141441C3 (de
Inventor
David A Csejka
Arthur W Sawyer
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.)
Olin Corp
Original Assignee
Olin Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from US630536A external-priority patent/US3632656A/en
Priority claimed from US80121A external-priority patent/US3635825A/en
Application filed by Olin Corp filed Critical Olin Corp
Publication of DE2141441A1 publication Critical patent/DE2141441A1/de
Priority claimed from JP50045711A external-priority patent/JPS51120332A/ja
Publication of DE2141441B2 publication Critical patent/DE2141441B2/de
Application granted granted Critical
Publication of DE2141441C3 publication Critical patent/DE2141441C3/de
Granted legal-status Critical Current

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Description

l! Wasserunempfindliche hydraulische Flüssigkeiten "
Priorität: 12.April 1971, V.St.A., Anm.ITr.
Es sind "bereits hydraulische Flüssigkeiten auf der Basis bestimmter Borsäureester-Verbindungen, welche sich von Glykolmonoätherti ableiten, bekannt, welche ausserdem Glykolmono- od. er -diäther als Verdünnungsmittel, gegebenenfalls in Kombination mit kleinen Mengen an Polyoxyalkylenglykolen (MG mindestens 150), sowie gegebenenfalls weitere übliche Zusatzstoffe enthalten. Diese'"bekannten hydraulischen Flüssigkeiten sind weitgehend wasserunempfindlich, sie weisen einen hohen Siedepunkt auf, sind gut mit Kautschuk verträglich und neigen nicht zu korrodierenden Angriffen. Ausserdem handelt es sich dabei um verhältnismässig preiswerte Produkte.
Ein Nachteil besteht jedoch darin, dass diese bekannten hydrau-
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BAD
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lischen Flüssigkeiten im allgemeinen eine ziemlich hohe Viskosität aufweisen; insbesondere bei niedrigen Anwendungstemperaturen. Dieser unerwünschte Effekt wird durch die bei der praktischen Verwendung aufgenommenen Wassermengen noch "verstärkt, selbst wenn diese relativ gering sind. Hierdurch ergibt sich ein ungünstiges Viskositäts-Temperaturverhalten.
Andererseits haben neuere Untersuchungen ergeben (vgl» die Veröffentlichung der Society of Automotive Engineers, SP-338, "Automotive Brake Evaluation linder Customer Usage Conditions", So 1 und 2, 1968), dass'die Bremsflüssigkeiten in Kraftwagen, welche bis zur zulässigen Grenze beladen waren, bei gewöhnlicher Fahrweise Temperaturen von etwa 132°C aufweisen, so dass bei - Überbeladung sogar Temperaturen bis zu etwa 149°C zu erwarten sind.
Ba nun Hydraulikflüssigkeiten erfahrungsgemäss häufig bis zu \ 3,5 Prozent V/asser aufnehmen (vgl. den Bericht über die Sitzung des SAE Hydraulic Brake Systems Actuating Committee am 26./27»Oktober I966 sowie die Studie von Charles B. Jordan, "Effect of Water on Hydraulic Brake Fluid", U.S. Army Coating and Chemical Laboratory, Mai 1966), ist es von grosser praktischer' Bedeutung, dass die als Bremsflüssigkeit eingesetzten Hydraulikflüssigkeiten einen ausreichend hohen Siedepunkt -aufweisen.
Überraschenderweise wurde nun gefunden, dass das Viskositäts-Temperaturverhalten von hydraulischen Flüssigkeiten auf der Basis von Borsäureester-Verbindungen wesentlich verbessert v/erden
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kann, ohne dass jedoch der Siedepunkt unter Rückfluss sowohl im wasserfreien als auch im v/asserhaltigen Zustand in unerwünschter Weise verschlechtert wird, wenn man ihnen zusätzlich bestimmte Bis-(glykoläther)-formale einverleibte
Demgemäss bezieht sich die Erfindung auf wasserunempfindliche hydraulische Flüssigkeiten auf der Basis von Borsäureester- · Verbindungen, gegebenenfalls Verdünnungsmitteln und/oder weiteren üblichen Zusatzstoffen, Vielehe dadurch gekennzeichnet sind, dass sie
A) 20 bis etwa 96 Gewichtsprozent mindestens einer Borsäureester-Verbindung,
B) 2 bis etwa 40 Gewichtsprozent mindestens eines Bis-(glykoläther)-formals der nachstehenden Formel
(I)
in welcher R-. eine Alkylgruppe mit 1 bis 6 Kohlenstoffatomen,
R eine =Alkylengruppe mit 2 bis 4 Kohlenstoffatomen und χ eine a
ganze Zahl von 1 bis 5 bedeutet, sowie
C)O bis 78 Ge\'/ichtsprozent eines Verdünnungsmittels, jeweils berechnet auf das Gesamtgewicht der Flüssigkeit,
enthalten.
Vorzugsweise enthalten die erfindungsgemässen hydraulischen Flüssigkeiten Formale der vorstehend angegebenen Formel I, in welcher R-, eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen,
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R eine Alkylengruppe mit 2 oder 3 Kohlenstoffatomen und χ eine ganze Zahl von 1 bis 3 bedeutete Geeignete Vertreter solcher Formale sind beispielsweise die nachstehenden Verbindungen
1 .
2.
3O(C2H4O)3_72ch2
4. /C2H5O(C2H4O)2-JCH2
5. ZP4H9OiC2H4O)_72CH2
7c ZpH5O(CH2CHCH5O)-Z2CH2 8.
9. ZC2H5O(CH2CHCH5O)2-Z2CH2 10. ZpH5O(C2H4O)(CH2CHCH5O)-Z2CH2 , wobei die ersten 6 Verbindungen bevorzugt sind.
Formale der vorstehend angegebenen .Art lassen'sich herstellen, indem man das entsprechende G-lykol mit Paraforirtaldehyd umsetzt und das sich während der Kondensationsreattion bildeude Wasser entfernt«, Für die Durchführung einer solchen Reaktion geeignete Arbeitsweisen sind an sich bekannt und werden beispielsweise in der britischen Patentschrift 506 613 beschrieben. Aus "Chemical
Il
Abstracts, 33, Seite 9325 (1939) ist ein Verfahren zur Herstel-
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lung von Kondensationsprodukten aus Aldehyden und mehrwertigen Alkoholen oder deren Teilestern bekannt. Weitere Arbeitsweisen werden in der kanadischen Patentschrift 390 733 sowie in "Chemical Abstracts", 34, S. 69^8, .I9A0, und in "J.Am.Chem.Soc.", 72, · • S. 2795 bis 2796, I95O, in einer Arbeit von M. Sulzbacher "Formaldehyde bis-(ß-ethoxyethyl) and bis-(ß-ethoxyethoxyethyl)-acetal" beschrieben.
Geinäss einer "bevorzugten Ausführungsform der Erfindung enthalten die neuen Hydraulilcflüssigkeiten 2 bis 15 und insbesondere 2 bis
1 10 Gewichtsprozent an den Formalen der vorstehend angegebenen
Formel I.
Als Borsäureester-Verbindungen eignen sich vor allem Verbindungen der nachstehenden Typen :
a) Verbindungen der nachstehenden Formel II
-B . (II)
in welcher R1 eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, R eine Alkylengruppe mit 2 bis 4 Kohlenstoffatomen und y eine ganze Zahl von 2 bis 4 bedeutet;
. b) Verbindungen der nachstehenden Formel III
^S1 -(OGH2CHR2 )m- (OGH2GHRJnO-J3-B (III)
in welcher R^ eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, R2 und R-z jeweils V/asserstoff oder die Methylgruppe darstellen, mit der Massgabe, dass mindestens eine der Gruppen R2 bzw. IU
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Wasserstoff und mindestens eine der Gruppen R2 bzw. R, die Methylgruppe ist, und in welcher m und η ganze Zahlen bedeuten, wobei die Summe m plus η den Wert 2 bis 20 hat;
c) Verbindungen der Formel IV
(R1 /Rg70U-B (IV)
in welcher R- eine Alkylgruppe mit 1 bis 4· Kohlenstoffatomen und R eine Oxyalkylenkette der nachstehenden Zusammensetzung bedeutet
/P (OCH2CH2)r , (OCH2CHCH5)s J (V)
wobei die Summe von r und s höchstens den Wert 20 hat und der Anteil an Oxyäthyleneinheiten mindestens 20 Gewichtsprozent ausmacht, bezogen auf die Gesamtheit der Oxyarkyleneinheiten;
d) Verbindungen der Formel VI ;
-O(R,CHCH9O) -(Rc-CHCHpO) T1 0(R6CHCH2O)n-(R7CHCH2O)1n T2 (VI) 0(R8CHCH2O)n-(R9CHCH2O)111 T5
in welcher T1 , T2 und T^ Alkylgruppen mit 1 bis 4 Kohlenstoffatomen, R41 R5-, Rg, R7, Rg und Rq Wasserstoff oder die Methylgruppe und χι und m ganze Zahlen bedeuten, deren Summe in jeder Kette einen Wert von 2 bis 20 hat, mit der Massgabe,' dass höchstens zwei Ketten den gleichen Wert für diese Summe aufweisen«.
Borsäureester der vorstehend angegebenen Formeln II, III, IV und VI sind an sich bekannt, beispielsweise aus der britischen
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Patentschrift 1 214 171, in welcher· auch ihre Herstellung beschrieben wird.
Die erfindungsgemässen Hydraulikflüssigkeiten enthalten die Borsäureester-Verbindungen zweckmässig in Mengen von 30 bis' etwa 92 Gewichtsprozent und insbesondere in Mengen von 54,5 bis etwa 92 Gewichtsprozent. Bei niedrigen Arbeitstemperaturen haben sich auch Hydraulikflüssigkeiten gut bewährt, welche nur etwa 20 bis 54,4 Gewichtsprozent und insbesondere 30 bis etwa 54,4 Gewichtsprozent der Borsäureester-Komponente enthaltene
Als Verdünnungsmittel eignen sich im Rahmen der Erfindung insbesondere Glykoläther der nachstehenden Formel
in welcher E eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, E1 Wasserstoff oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, E" eine Alkylengruppe mit 2 bis 4 Kohlenstoffatomen und y eine ganze Zahl von 2 bis 4 bedeutet» Ferner können als Ver-
dünnungsmittel Glykole und Polyglykole mit einem Molekulargewicht von etwa 60 bis 450 und/oder gesättigte aliphatisch^ ein-
wertige Alkohole mit 6 bis 1_"5 Kohlenstoffatomen eingesetzt werden. .
Derartige Verdünnungsmittel werden zweckmässig in Mengen von etwa 2 bis etwa 70 Gewichtsprozent mitverwendet.
Wegen ihres Einflusses auf den Siedepunkt, die Viskositätseigenschaften und die Wasserunempfindlichkeit der Hydraulikflüssigkeiten werden Glykoläther bevorzugt.
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Besonders geeignet für die Zwecke der Erfindung sind z.B. die nachstehenden Verbindungen:
Diäthylenglykolmonomethyläther, Diäthylenglykolmonoäthylather, Diäthylenglykolmonobutyläther, Triäthylenglykolmonomethylather, Triäthylenglykolmonoäthyläther, Triäthylenglykolmonobutyläther, Tetraäthylenglykolmonomethyläther und Tetraäthylenglvkolmonobutyläther.
Ausserdem können die erfindungsgemässen Hydraulikflüssigkeiten übliche Zusatzstoffe enthalten, beispielsweise zur Kontrolle des pH-Wertes und der Verringerung des korrosiven Angriffes, zur Verhütung von Rostbildung, zur Verbesserung des Viskositäts- - index oder zur Herabsetzung des Pour Points. Im allgemeinen beträgt die Konzentration derartiger weiterer Zusatzstoffe bis zu 10 Gewichtsprozent, vorzugsweise liegt sie im Bereich von 0,1 bis 8 Gewichtsprozent.
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2H1U1
Die einzelnen Komponenten der Hydraulikflüssigkeiten werden bis zur Erzielung einer homogenen Phase miteinander vermischt, wobei •man im allgemeinen Temperaturen im.Bereich von etwa 10 bis 52°C wählt ο
Es ist zweckmässig, während des. Mischvorganges auf den Auschuss von Feuchtigkeit zu achten. Palis Antioxydationsmittel und/oder alkalisch wirkende Inhibitoren mitverwendet werden sollen, so löst man diese zweckmässig zuerst in der als Verdünnungsmittel .dienenden Glykolätherkomponente auf ο
Die Beispiele erläutern die Erfindung.
Beispiel 1 - ·.
, ■ Gewichts-
Zusammensetzung :
prozent
OC2H4)5O73-B 51,80
/C2H5(OC2H4)4O73-B 18,20
Triäthylenglykolmonoäthyläther 14,35
Z . 10,00
Isopropanolamin-Gemisch
(10-15 Prozent Mono, 40-50 Prozent Di, 40-50 c/> Tri) 3,00
Glycerin 2,00
Butindiol 0,50
Dioctyldiphenylamin 0,10
Natriumnitrit ■ 0,05
100,00 309833/05U
_«r_ 2HH41
Diese Hydraulikflüssigkeit wird gemäss den Normbestimmungeu J 1703 der Society of Automotive Engineers (SAE) geprüft.
Die dabei erzielten Ergebnisse sind in der nachstehenden Tabel- -
le I zusammengefasst.
Es wurde ausserdem der Siedepunkt der wasserfreien Hydraulikflüssigkeit unter Rückflussbedingungen bei Atmosphärendruck gemessen. Dieser beträgt 277,80C. Um die Wasserempfindlichkeit der erfindungsgemässen Hydraulikflüssigkeit zu prüfen, werden einer Probe von 100 ml 3>5 ial Wasser zugesetzt und dan-η wird der Siedepunkt unter Rückfluss dieser v/asserhaltigen Flüssigkeit bei Atmosphärendruck gleichfalls bestimmt. Er beträgt 186°G. Hieraus lässt sich das hohe Mass an Wasserunempfindlichkeit der 'erfindungsgemässen Hydraulikflüssigkeit ersehen.
309833/OBU
Tabelle
Siedepunkt (Mine) Flammpunkt (Min.) Viskosität:
+50oC +1000C
[Max.) [Min.) [Mine) "
pH-Wert
Stabilität der Hydraulikflüssigkeit Wärmestabilität (Veränderung der Siedepunkte) Chemische Stabilität (Max.)
Korrosionstest (max., Gewichtsveränderung in mg/cm )
Kupfer . ■
Messing Gusseisen Aluminiumlegierung
Stahl '
Zinn Lochfrass 'oder Aufrauhungen an den Metallstreifen Gelbildung im Gemisch mit Wasser Kristalliner Wiederschlag an d«,Wänden d.Versuchsgefässes
oder auf den Metallstrelfen Sedimentation, Volumenprozent (Max.) pH-Wert ■ , Gummikappen: , Quellung (max.)
Erweichen (max.) Zersetzung . . ■
J17O3 5 - Seite 10
Bedingungen
gemäss der SAB
Prüf
ergebnis
1 900C 277,80C
820C 162,80C
1800 cS
4,2 cS
1 ,5 cS
5 1667 cS
6.7 cS
6,25 cS
7,0 - 11, 7,6
+ 30C *) -2,20C
- 20C .0 ^
0,4 ·
0,4 ■
0,2
0,1
0,2
0,2
keine
11
-0,10
-0,09
+0,01
0,00
-0,01
0,00
keine
II
nein
0,1
7,0 - 11,
nein
7,6 κ)
1,4 mm.
15 Punkte
keine
0,4 mm T^
-3 Punkte _^
keine t^
Fortsetzung Tabelle
GQt Ca> CO
Fliessvermögen und Aussehen , :
-4O0C, sechs Tage .
Schwarze Kontrastlinien d.Hochdruck-Berechnungstafel
Schichtbildung, Sedimentation . !
Durchgangs zeit der Luftblasen (max.) :
-5O0C, sechs Stunden Schwarze Kontrastlinien doHochdrück-Berechnungstafel Schichtbildung, Sedimentation
Durchgangszeit der Luftblasen (max0)
Verdampfung Verlust in Prozent (max.) Sandiger oder schmirgelartiger Rückstand Pour Point
Wasser-Toleranz ·
-4O0C, 24 Stunden „ ' · ·
Schwarze Kontrastlinien dcHochdruck-Berechnungstafel Schichtbildung, Sedimentation
Durchgangs zeit der Luftblasen (max,,)1 C , 24 -Stunden
Schichtbildung · ·
Sedimentation, Volumenprozent (maxe)
Verträglichkeit
-4O0C, 24 Stunden . .
Schwarze Kontrastlinien d.Hochdruck-Berechnungstafel Schichtbildung, Sedimentation C, 24 Stunden Schichtbildung Sedimentation, Volumenprozent (max0)
Bedingungen
gemäss der SAE J1703
klar erkennbar
nein
see
klar erkennbar
nein ·
.35 see, ο
80
nein
<-5°C
klar erkennbar' ■
nein ■
see.
nein . #
0,05 (0,15 )
klar erkennbar
nein
nein
0,05
Prüfergebnis
klar nein 2-1/2 see.
klar nein ; 3 see«.
58,5
ne in ^
-28,9 C C
klar nein ,3 see.
klar <0,05
klar nein
nein <0,05
!Fortsetzung Tabelle
Oxydationsbeständigkeit , ,
Lochfrass auf den Metallstreifen: Aluminium
Gusseisen
Gummiartiger Niederschlag:
Gewichtsveränderung 'in mg/cm*
Wirkung auf Kautschuk (SBR) 7O0C Q, u ellung
Erweichen (max0). Zersetzung
12O0C Qu ellung
Erweichen (max.) Zersetzung
Dichte 15,6"0C / 15,60C kg/liter 15,60C
Farbe, Gardner-Skala
Aluminium Gusseisen
Aluminium Gusseisen
1 - Seite 12 -
Bedingungen
gemäss der SAE J1703
Prüf-
ergebnis
nein
tt
nein
ti
Spuren
η
nein.
11
■ 0,05
0,30
0,00
0,00
0,15 bis 1,4 mm
•10 Punkte
nein ' ■
0,794 mm
-3 Punkte
nein
0,15 "bis 1 ,4 mm
15 Punkte
nein
1,19 mm'
·' -5Punkte
nein
1 ,06
1 .' 8,8 '
8
*) plus 0,010C für jeden 0C, den der Siedepunkt über 2250C liegt. **) Für handelsüblich abgepackte Flüssigkeiten«
2UH41
Beispiel 2
Gewichts Zusammensetzung:; proζent
a) /C2H5(OC2H4)5O75-B - 51,80
b) /C2H5(0C2H4)4p73-B 18,20
c) /C2H5 (OC2H4 )2O73-B - 14,35
O(C2H4O)2_72ch2 10,00
Isopropanolamin-Gemisch
(10-15 ^ Mono, 40-50'^ Di, 40-50 $> Tri) 3,00
Glycerin . 2,00
Butindiol 0,50
Dioctyldiphenylamin 0,10
Watriumnitrit . ■ 0,05
100,00
Siedepunkt unter Rückfluss (wasserfrei) 268,30C
W Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit) 185 °G
.Viskosität bei -400C 1852 cS
Ve.rgleichsbei.spiel-
Eine identisch zusammengesetzte Hydraulikflüssigkeit, welche jedoch anstelle des Bis-(glykoläther)-formals v/eitere 10 Gewichtsprozent der Esterkomponente c) enthält, weist die folgenden Eigenschaften auf :
309833/OBH
Siedepunkt unter Rückfluss (wasserfrei) Siedepunkt unter Rückfluss (wasserhaltig) Viskosität bei -40°C
2UH41
263,3°C
189,4°G
2453 cS
Insbesondere die weit höhere Viskosität bestätigt, welcher wertvolle Vorteil durch Mitverwendung von nur 10 Gewichtsprozent der erfindungsgemässen Formale'erzielt wird.
Beispiel
Zusammensetzung:
T r i äthy1englykolmono äthy1äther
Isopropanolamin-Gemisch"
(10-15 1o Mono,- 40-50 % Di, 40-50 #
Glycerin
Butindiol Dioctyldiphenylamin
Natriumnitrat ■
Siedepunkt unter Rückfluss (wasserfrei) Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit)
Viskosität bei -40 C
Gewichtsprozent
51,80 18,20. 19,35 5,00
3,00 2,00 0,50 0,10 0,05
100,00
249,4°C
170,60C.
cS
309833/Ü5U
2UHA1
Beispiel 4
Zusammensetzung:
Triäthylenglykolmonoäthyläther
Isopropanolamin-Gemisch
(10-15 # Mono, 40-50 $ Di, 40-50 $ Tri)
Glycerin
But indiol
Dioctyldiphenylamin liätriumnitrit
Siedepunkt unter Rückfluss (v/asserfrei) Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser + 100 ml Hydraul!^flüssigkeit)
Viskosität bei -400C
Gewichtsprozent
,80
18,20
4,35
20,00
3,00 2,00 0,50 0,10 0,05- -1 00,00 233,9°C
167,20C cS
309833/OBU
Beispiel 5
Gevrichts
Zusammensetzung: prozent
/C2H5(OC2H4)5O73-B 51,80
-B . 18,20
.Iriäthylenglykolmonoäthyläther 19 »35
/CH5O(C2H4O)2_72CH2 ■ 5,00
Isopropanolamin-Gemiöch :"
(10-15 $> Mono,· 40-50 /0 Di, 40-50 % Tri) 3,00
Glycerin . 2,00
Butindiol - 0,50
Dioctyldiplienylamin : 0,10
Natriumnitrat .v 0,05
100,00
Siedepunkt unter Rückfluss (wasserfrei) 262,80C
Siedepunkt unter Rückfluss (v/ass erhalt ig).
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit) 173,9°C
Viskosität bei -400C 1865 cS
309833/05U
--tr- ■
-Beispiel- 6.
■ Gewichts
Zusammensetzung: prozent
-B ' 5-1,80
5(OC2H4)4O73-B 18,20
Triäthylenglykolmonoäthyläther 4,35
./CH5O.(C2H4O ]2_72CH2 · 20,00
Isopropanolamin-Gemisch
• (10-15 Mono, 40-50 $ Di, 40-50 <f< > Tri) 3,00
Glycerin . · . ' · . 2,00
Butindiol 0,50
Dioctyldiphenylamin 0,10
' Katriumnitrit ' 0,05
100,00
Siedepunkt unter Rückfluss (wasserfrei) *272,8°C
Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit) 178,9°C
Viskosität bei -400C . 1415 cS
309833/ÜBU
2U1441
/3
Beispiel 7
Gewichts Zusammensetzung: . prozent
OC2H4)3θ75-Β " 51,80
-' 18,20
.Triäthylenglykolmonoäthyläther 19,35
' . 5,00
Isopropanolamin-Gemisch
(10-15 .5^ Mono, 4C-5O $ Di,. 40-50 /0 Tri) 3,00
Glycerin · 2,00
■ Butindiol ' . 0,50
' Dioctyldiphenylamin 0,10
Natriumnitrit ' · 0,05
ν 100,00
Siedepunkt unter Eüclcfluss. (wasserfrei) ' 261,10G
Siedepunkt unter Rückfluss (wasserhaltig) ■
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit) - 172,80C
Viskosität "bei -400C 1771 cSi
309S33/USU
80
Beispiel 8
Zusammensetzung: 2UH41
/C2H5(OG2H4)3O73-B Gewichts
prozent
/G2H5COG2H4)4O73-B 51,80
Triäthylenglykolmonoätnyläther 18,20
ZPH5O(O2H4O)3^2CH2 19,35
Isopropanolamin-Gemisch
(10-15 <f» Mono, 40-50 # Di, 40-50 $> Tri)
5,00
Glycerin 3,00
Butindiol 2,00
Dioctyldiphenylamin 0,50
Natriumnitrat " 0,10
0,05
Siedepunkt unter Rückfluss (wasserfrei) 100,00
262,2°C
Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit) 1?2,8°C
Viskosität bei -400C 2083 cS.
309833/OEU
2UH41
Beispiel 9
Zusammensetzung:
(OC2H4) Triäthylenglykolmonomethyläther
Polyäthyl-englykol (MοQ.300) Bi äthanolamin
Siedepunkt unter !Rückfluss (wasserfrei) Siedepunkt unter Rückfluss (wasserhaltig)
•(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit)
Viskosität bei -400C
Gewichtsprozent 20,00 58,00 15,00
5,00
2,00
100,00 254,40C
153,30C 522,3 cS.
Beispiel. 10
Zusammensetzung:
/C2H5(OC2H4)2O73-B
Tetraäthylenglykolmonoäthyläther Triäthylenglykolnumoäthyläther
Monoäthanolamin
Siedepunkt unter Rückfluss (wasserfrei) Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml V/asser + 100 ml Hydraulikflüssigkeit) Viskosität bei -400C
Gewichtsprozent
25,00 15,00 39,00 20,00
1,00 100,00 224,40C
151,10C 607,1 cS.
3Q9833/U5U
2UU41
Beispiel 11
Zusammensetzung: /CH5(OG 2Η4)5(OCH2CHCH3)(OC2H4 T r i ä t hy 1 englykolmonome thyl äther
Triisopropanolamin
Siedepunkt- unter Rückfluss (wasserfrei)
Siedepunkt unter Rückfluss (wasserhaltig) (3,5 ml Wasser + 100 ml Hydraulikflüssigkeit)
.Viskosität bei -400C Gewichtsprozent
30,00 57,00 10,00 • 3,00 100,00 262,20C
153,3°C 516,3 cS.
Beispiel 12
Zusammensetzung: "
4HgO(5O^ C2H4O + 50^ CH2CHCH5O) Tri.äthylenglykolmonoäthyläther Polyäthylenglykol (M.G. 300) /CH5O(C2H4O)2^2CH2 Diisopropanolamin Dioctyldiphenylamin
Siedepunkt unter Rückfluss (wasserfrei)
Siedepunkt unter Rückfluss (wasserhaltig) (3,5 ml Wasser + 100 ml Hydraulikflüssigkeit)
o,
Viskosität bei -40 C Gewichtsprozent
35,00 22,00 10,00 30,00
2,5
0,5 ,
100,00
283,30C
157,20C 848,8 cS.
309833/0614
2U1441
«3
Beispiel 13
Zusammensetzung:
Tetraäthylenglykolmonomethyläther Tr i äthyl englykolmono äthyl äther /CH3O(C2H4O)J^2CH,
l2
Monoäthanolamin
Siedepunkt unter Rückfluss (wasserfrei) Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser + 100 ml Hydraulikflüssigkeit)
Viskosität "bei -40°C Gewichtsprozent
30,0 22,0 42,0
5,0
1,0
100,0 241,7°C
160,60C 660 cS.
Beispiel
Zusammensetzung:
H5COC2H4)2075-B Triäthylenglykolmonomethyläther Triäthylenglykolmonobutyläther Polyäthylenglykol (M.G. 300)
Monoisopropanolamin
Siedepiuikt unter Rückfluss (wasserfrei) Siedepunkt unter Rückfluss (wasserhaltig)
(3,5 ml Wasser +100 ml Hydraulikflüssigkeit)
Viskosität bei -40 C Gewichtsprozent
20,0
15,0 20,0 17,0 15,0 10,0 3,0
1 00,0 229,4°C
160,60C cS.
2U1U1
«ν
Beispiel 15
Gewichts-Zusammensetzung: prozent
2435 29,6
C OG2H4 )4O73-B 10., 4
Tetraäthylenglykolmonoäthyläther 10,0
Triäthylenglykolmonoäthyläther 41,0
. 5,0
Methyldiäthanolamin . - . 4,0
1 00,0 Siedepunkt unter Rückfluss (wasserfrei) 252,8°C
Siedepunkt unter Rückfluss (wasserhaltig)
(3?5 ml Wasser + 100 ml Hydraulikflüssigkeit) 159,4°C
Viskosität.bei -400C 90V cS,
3 0 9 8 3 3 / 0 S U

Claims (2)

  1. Patentansprüche :
    1, Wasserunempfiudliche, hydraulische Flüssigkeit auf der Basis von Borsäureester-Verbindungen, gegebenenfalls Verdünnungsmitteln und/oder weiteren üblichen Zusatzstoffen, dadurch gek-ennzeichnet , dass sie
    A) 20 bis etwa 96 Gewichtsprozent mindestens einer Borsäureester-Verbindung,
    B) 2 bis etwa 40 Gewichtsprozent mindestens eines Bis-(glykoläther)-formals der nachstehenden Formel
    ■ (I)
    in welcher R, eine Alkylgruppe mit 1. bis 6 Kohlenstoffatomen, R eine Alkylengruppe mit 2 bis 4 Kohlenstoffatomen und χ eine ganze Zahl von 1 bis 5 bedeutet, sowie '
    C) 0 bis 78 Gewichtsprozent eines-Verdünnungsmittels, jeweils berechnet auf das Gesamtgewicht der Flüssigkeit, enthält«
  2. 2. tfasserunempfindliche, hydraulische Flüssigkeit
    nach Anspruch 1, dadurch gekennzeichnet,
    dass sie ein Formal der Formel I enthalt, in welcher R-, eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, R eine Alkylengruppe mit 2 oder 3 Kohlenstoffatomen und χ eine ganze Zahl von 1 bis 3 bedeutet.
    309833/ÖSU
    -er- 2UU41
    ρ Wasserunempfindliche, hydraulische Flüssigkeit, nach Anspruch . 1 und 2, dadurch gekennzeichnet, dass sie 2 bis etwa 15 Gewichtsprozent an dem Formal der Formel I enthalte
    4t Wasserunempfindliche, hydraulische Flüssigkeit, nach Anspruch Ibis3, dadurch gekennzeichnet, dass sie
    a) einen Borsäureester 'der nachstehenden Formel II
    in welcher R., eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen; Ra eine Alkylengruppe mit 2 bis 4 Kohlenstoffatomen und y eine ganze Zahl von 2 bis 4 bedeutet, und/oder *
    b) einen Borsäureester der nachstehenden Formel (III) j
    • ^1-(OGH2CHR2) m-(OGH2CHR3)nO75-B (III)
    in welcher R1 eine Alkylgruppe mit 1 bis 4 Kohlenstoff- >c
    atomen, Rp und R, jeweils Wasserstoff oder die Methylgruppe ■. darstellen, mit der. Massgabe, dass mindestens eine der Gruppen Rp bzw. R., Wasserstoff und mindestens eine der Grup-;
    pen Rp bzw ο R- die Methylgruppe ist^ und in welcher m und η '
    ganze Zahlen bedeuten, wobei die Summe m + η den Wert ;
    2 bis 20 hat, und/oder ;
    c) einen Borsäureester der nachstehenden Formel IV
    -B (IY) ';
    in welcher R1 eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen und R eine Oxyalkylenkette der nachstehenden Zusammen-
    309833/06U
    . -ae-- . 214HA1 .
    Setzung bedeutet
    (OCH2CH2)r , (OGH2CHCH5)sZ7 (V)
    wobei die Summe von r und s höchstens den Wert 20 hat und
    der Anteil an Oxyäthyleneinheiten mindestens 20 Gewichtsprozent ausmacht, bezogen auf die Gesamtheit der Oxyalkyleneinheiten, und/oder' - :;
    d) einen Borsäureester der nachstehenden Formel VI
    0(S6CHCH2O)n-(R7CHCH2O)nT2 ' (Vl)
    enthält, in welcher T.,-, T2 und T, Alkylgruppen. mit 1 bis
    4 Kohlenstoffatomen, R., R^, Rg? Ry, Rg und Rg Wasserstoff
    oder die Methylgruppe und .n und m ganze Zahlen bedeuten, '_.
    deren Summe in jeder Kette einen Wert von 2 bis 20 hat, ■
    mit der Massgabe, dass höchstens 2 Ketten den gleichen Wert !
    für diese Summe aufweisen." - !'
    ο Wasserunempfihdliche., hydraulische Flüssigkeit, nach Anspruch
    Ibis 4,dadurch gekennzeichnet, dass sie als Verdünnungsmittel i
    einen Gly.kolath.er der nachstehenden Formel i
    yoH· ■ i
    in welcher R eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, ■ R' Wasserstoff oder eine Alkylgruppe mit 1 bis 4 Kohlenstoffatomen, R" eine Alkylengruppe mit 2 bis 4 Kohlenstoffatomen
    und y eine ganze Zahl von 2 bis 4 bedeutet, _ und/oder '.
    309833/0814
    -vf- 2HH41
    ■IP.
    Glykole und Polyglykole mit einem Molekulargewicht von etwa 60 bis 450 und/oder gesättigte aliphatisch^ einwertige Alkohole mit 6 bis 13 Kohlenstoffatomen enthält. {
    6ο V/asserunempfindliche, hydraulische Flüssigkeit, nach Anspruch bis 5 > dadurch gekennzeichnet, dass sie 2 bis etwa 70 Gewichtsprozent Verdünnungsmittel enthält. ;
    309833/0 5 U
DE2141441A 1967-04-13 1971-08-18 Wasserunempfindliche hydraulische Flüssigkeiten Granted DE2141441B2 (de)

Applications Claiming Priority (15)

Application Number Priority Date Filing Date Title
US630536A US3632656A (en) 1967-04-13 1967-04-13 Crystallization of mannitol
US65333567A 1967-07-14 1967-07-14
US65333867A 1967-07-14 1967-07-14
US65333767A 1967-07-14 1967-07-14
US65333967A 1967-07-14 1967-07-14
US71799768A 1968-04-01 1968-04-01
US71799668A 1968-04-01 1968-04-01
US80121A US3635825A (en) 1967-07-14 1970-10-12 Water-insensitive hydraulic fluids containing bis-borate esters or bridged-borate esters
US8730670A 1970-11-05 1970-11-05
FR7040995A FR2113788B1 (de) 1967-04-13 1970-11-16
US13340771A 1971-04-12 1971-04-12
US13345271A 1971-04-12 1971-04-12
US13445671A 1971-04-15 1971-04-15
JP50045711A JPS51120332A (en) 1975-04-15 1975-04-15 Fuel supply device for internal combustion engine
US57785875A 1975-05-15 1975-05-15

Publications (3)

Publication Number Publication Date
DE2141441A1 true DE2141441A1 (de) 1973-08-16
DE2141441B2 DE2141441B2 (de) 1981-07-23
DE2141441C3 DE2141441C3 (de) 1987-12-03

Family

ID=27585215

Family Applications (5)

Application Number Title Priority Date Filing Date
DE19681768133 Pending DE1768133A1 (de) 1967-04-13 1968-04-04 Kristallines Mannitol und Verfahren zu dessen Herstellung
DE1768933A Expired DE1768933C3 (de) 1967-04-13 1968-07-15 Wasserunempfindliche hydraulische Flüssigkeiten
DE2141441A Granted DE2141441B2 (de) 1967-04-13 1971-08-18 Wasserunempfindliche hydraulische Flüssigkeiten
DE2147416A Expired DE2147416C2 (de) 1967-04-13 1971-09-22 Wasserunempfindliche hydraulische Flüssigkeiten
DE19762610934 Pending DE2610934A1 (de) 1967-04-13 1976-03-16 Vergaser fuer ottomotoren

Family Applications Before (2)

Application Number Title Priority Date Filing Date
DE19681768133 Pending DE1768133A1 (de) 1967-04-13 1968-04-04 Kristallines Mannitol und Verfahren zu dessen Herstellung
DE1768933A Expired DE1768933C3 (de) 1967-04-13 1968-07-15 Wasserunempfindliche hydraulische Flüssigkeiten

Family Applications After (2)

Application Number Title Priority Date Filing Date
DE2147416A Expired DE2147416C2 (de) 1967-04-13 1971-09-22 Wasserunempfindliche hydraulische Flüssigkeiten
DE19762610934 Pending DE2610934A1 (de) 1967-04-13 1976-03-16 Vergaser fuer ottomotoren

Country Status (5)

Country Link
US (6) US3637794A (de)
CA (2) CA980756A (de)
DE (5) DE1768133A1 (de)
FR (3) FR2113788B1 (de)
GB (8) GB1232370A (de)

Cited By (3)

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DE2831538A1 (de) * 1978-07-18 1980-01-31 Toho Chem Ind Co Ltd Bremsfluessigkeit
EP0023700A1 (de) * 1979-08-07 1981-02-11 Hoechst Aktiengesellschaft Hydraulische Flüssigkeiten

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DE2610934A1 (de) 1976-10-21
US3637794A (en) 1972-01-25
US3729497A (en) 1973-04-24
US3711411A (en) 1973-01-16
GB1232370A (de) 1971-05-19
DE1768933B2 (de) 1977-11-10
CA987656A (en) 1976-04-20
GB1384251A (en) 1975-02-19
FR2307970A1 (fr) 1976-11-12
DE1768933C3 (de) 1982-09-16
GB1531096A (en) 1978-11-01
FR2132617B2 (de) 1975-07-11
DE2147416A1 (de) 1973-07-26
GB1384685A (en) 1975-02-19
DE2141441B2 (de) 1981-07-23
FR2113788A1 (de) 1972-06-30
GB1354355A (en) 1974-06-05
US3625899A (en) 1971-12-07
GB1232369A (de) 1971-05-19
DE2141441C3 (de) 1987-12-03
FR2113788B1 (de) 1974-08-23
FR2132617A2 (de) 1972-11-24
FR2307970B1 (de) 1978-05-05
GB1214171A (en) 1970-12-02
US3711412A (en) 1973-01-16
GB1382418A (en) 1975-01-29
DE1768133B2 (de) 1974-04-04
CA980756A (en) 1975-12-30
DE1768133A1 (de) 1971-09-02
DE2147416C2 (de) 1984-09-20
US3711410A (en) 1973-01-16
DE1768933A1 (de) 1972-04-20

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