Patent US4093554A successfully refreshed from Google Patents.
US4093554A
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Hydraulic fluid compositions
Assignee: Castrol Ltd
•
Filing: 1975-03-26
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Granted: 1978-06-06
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Expires: 1995-03-26
Abstract
Abstract Novel compounds useful in hydraulic fluid compositions as additives, as base stock or as members of a blended base stock are glycol-substituted aryl silanes of the formula: ##STR1## wherein: (A) R is aryl; (b) X is selected from the group consisting of ##STR2## in which each R 2 is defined above, R' is as hereinafter defined, each R 2 is independently selected from the group consisting of hydrogen, methyl and ethyl, R 3 is alkyl, R 4 is selected from the group consisting of diol and polyol residues, R 6 is selected from the group consisting of aryl and alkyl, and n is an integer; and (c) each R' is, independently selected from the group consisting of groups of formula (A) as defined above, alkyl, aryl, and groups of the formula: -- O -- R.sup.5 wherein R 5 is alkyl and if the glycol-substituted aryl silane contains more than one group R 5 they may be the same or different; provided that the glycol-substituted arylsilane contains at least one group selected from the group consisting of ##STR3## WHEREIN R 2 , R 4 and n are as defined above. The new silanes may be made from chlorosilanes by various condensation methods or by transesterification procedures.
Inventors
- 👤 Gerald John Joseph Jayne
- 👤 Herbert Frank Askew
- 👤 Colin John Harrington
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 12:40
CPC Classifications
C; C10; C10M; C10M3/00; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C07F7/18; C07F7/1804; C10M2201/00; C10M2201/08; C10M2201/081; C10M2201/082; C10M2201/083; C10M2201/084; C10M2207/00; C10M2207/02; C10M2207/023; C10M2207/024; C10M2207/026; C10M2207/10; C10M2207/12; C10M2207/121; C10M2207/123; C10M2207/125; C10M2207/128; C10M2207/129; C10M2207/22; C10M2207/28; C10M2207/281; C10M2207/282; C10M2207/283; C10M2207/286; C10M2207/287; C10M2207/288; C10M2207/30; C10M2207/34; C10M2207/40; C10M2207/402; C10M2207/404; C10M2209/00; C10M2209/10; C10M2209/103; C10M2209/104; C10M2209/105; C10M2209/106; C10M2209/107; C10M2209/108; C10M2215/00; C10M2215/02; C10M2215/04; C10M2215/042; C10M2215/044; C10M2215/06; C10M2215/064; C10M2215/065; C10M2215/22; C10M2215/221; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/26; C10M2215/30; C10M2217/00; C10M2217/02; C10M2217/028; C10M2217/06; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10M2219/108; C10M2223/00; C10M2223/02; C10M2223/04; C10M2223/041; C10M2223/042; C10M2223/043; C10M2227/00; C10M2227/04; C10M2227/06; C10M2227/061; C10M2227/062; C10M2229/00; C10M2229/04; C10M2229/045; C10M2229/046; C10M2229/047; C10M2229/048; C10N; C10N2010/00; C10N2010/02; C10N2020/00; C10N2020/01; C10N2040/00; C10N2040/08
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
191 words
A glycol-substituted aryl silane of the formula: ##STR20## wherein (a) R is aryl; (b) X is selected from the group consisting of ##STR21## in which each R is defined above, R' is as hereinafter defined, each R 2 is independently selected from the group consisting of hydrogen, methyl and ethyl provided that when any group R 2 is methyl or ethyl the group R 2 on the immediately adjacent carbon atom is hydrogen, R 3 is alkyl, R 4 is selected from the group consisting of diol and polyol residues, R 6 is selected from the group consisting of aryl and alkyl, and n is an integer; and (c) each R' is, independently selected from the group consisting of groups of formula (A) as defined above, alkyl, aryl, and groups of the formula: -- O -- R.sup.5 wherein R 5 is alkyl and if the glycol-substituted aryl silane contains more than one group R 5 they may be the same or different; provided that the glycol-substituted arylsilane contains at least one group selected from the group consisting of ##STR22## wherein R 2 , R 4 and n are as defined above.
Claim 2
Dependent Claim
191 words
A glycol-substituted aryl silane of the formula: ##STR20## wherein (a) R is aryl; (b) X is selected from the group consisting of ##STR21## in which each R is defined above, R' is as hereinafter defined, each R 2 is independently selected from the group consisting of hydrogen, methyl and ethyl provided that when any group R 2 is methyl or ethyl the group R 2 on the immediately adjacent carbon atom is hydrogen, R 3 is alkyl, R 4 is selected from the group consisting of diol and polyol residues, R 6 is selected from the group consisting of aryl and alkyl, and n is an integer; and (c) each R' is, independently selected from the group consisting of groups of formula (A) as defined above, alkyl, aryl, and groups of the formula: -- O -- R.sup.5 wherein R 5 is alkyl and if the glycol-substituted aryl silane contains more than one group R 5 they may be the same or different; provided that the glycol-substituted arylsilane contains at least one group selected from the group consisting of ##STR22## wherein R 2 , R 4 and n are as defined above.
Claim 3
Dependent Claim
26 words
A glycol-substituted aryl silane as claimed in claim 1, wherein each group R is independently selected from the group consisting of phenyl and substituted phenyl groups.
Claim 4
Dependent Claim
26 words
A glycol-substituted aryl silane as claimed in claim 1, wherein each group R 5 is independently an alkyl group containing from 1 to 6 carbon atoms.
Claim 5
Dependent Claim
16 words
A glycol-substituted aryl silane as claimed in claim 1, wherein n is from 1 to 4.
Claim 6
Dependent Claim
32 words
A glycol-substituted aryl silane as claimed in claim 1, wherein each of the groups R 3 , R 5 and/or R 6 are alkyl groups having from 1 to 4 carbon atoms.
Claim 7
Dependent Claim
35 words
A glycol-substituted aryl silane as claimed in claim 1, wherein one or more of the groups R 3 , R 5 and/or R 6 is an alkyl group having from 5 to 8 carbon atoms.
Claim 8
Dependent Claim
42 words
A glycol-substituted aryl silane as claimed in claim 1, wherein R is phenyl, one of the groups R' is methyl and the other of the groups R' and X are identical, both being groups of formula (A) as defined in claim 1.
Claim 9
Dependent Claim
36 words
A glycol-substituted aryl silane as claimed in claim 1 and having the formula: ##STR23## wherein φ is phenyl, n is 1 to 4, and R 2 , and R 3 are as defined in claim 1.
Claim 10
Dependent Claim
28 words
A glycol-substituted aryl silane as claimed in claim 1, wherein X is a group of formula (B) and each silicon atom bears at least one glycol monoether residue.
Claim 11
Dependent Claim
28 words
A glycol-substituted aryl silane as claimed in claim 1, wherein each silicon atom bears at least one glycol monoether residue which is a mixed ethylene/propylene glycol ether residue.
Claim 12
Dependent Claim
235 words
A process for preparing a glycol-substituted aryl silane as defined in claim 1 which process comprises reacting an aryl chlorosilane of the formula: ##STR24## wherein R is as defined in claim 1 and at least one A, B and C is chlorine, the other two of A, B and C being the same or different and are each selected from the group consisting of chlorine, aryl, alkyl, alkoxy and groups X as defined in claim 1 with a member selected from the group consisting alkanols, diols, polyols, glycol monoethers of the formula: ##STR25## wherein R 2 , R 3 and n are as defined in claim 1, or mixtures of an alkanol and said glycol monoether; provided that only one of A, B and C is a group X when X is a group selected from the group consisting of groups of Formula B, C, D or E as defined in claim 1, only one of A, B and C is chlorine and none of said groups is a group X when said reaction is with a member selected from the group consisting of diols or polyols, and only one of A, B and C is chlorine and at most one of A, B and C is alkoxy or two of A, B and C are chlorine and the third of A, B and C is not alkoxy when said reaction is with an alkanol.
Claim 13
Dependent Claim
19 words
A process as claimed in claim 11, wherein the aryl chlorosilane is reacted with a mixture of glycol monoethers.
Claim 14
Dependent Claim
38 words
A process as claimed in claim 11, wherein the aryl chlorosilane contains at least two chlorine atoms and is reacted sequentially with different glycol monoethers to obtain a glycol-substituted aryl silane having two or more glycol monoether residues.
Claim 15
Dependent Claim
23 words
A process as claimed in claim 11, wherein about 10% excess glycol monoether is employed in the or each reaction with aryl chlorosilane.
Claim 16
Dependent Claim
52 words
A process as claimed in claim 11, wherein the aryl chlorosilane contains at least two chlorine atoms and is reacted sequentially with said glycol monoether and alkanol to obtain a glycol-substituted aryl silane wherein one or more groups R' have the formula -- O -- R 5 as defined in claim 1.
Claim 17
Dependent Claim
22 words
A process as claimed in claim 11, wherein the polyol is selected from the group consisting of trimethylol propane, pentaerythritol and dipentaerythritol.
Claim 18
Dependent Claim
54 words
A process for preparing a glycol-substituted aryl silane as defined in claim 1, which process comprises transesterifying a --Si--O--R group, wherein R is lower alkyl, with a member selected from the group consisting of an alcohol, a glycol, a glycol ether or a polyoxyalkylene glycol ether and in the presence of a transesterification catalyst.
Claim 19
Dependent Claim
201 words
A hydraulic fluid composition which includes as an ingredient at least one glycol-substituted aryl silane of the formula: ##STR26## wherein: (a) R is aryl; (b) X is selected from the group consisting of ##STR27## in which each R is defined above, R' is as hereinafter defined, each R 2 is independently selected from the group consisting of hydrogen, methyl and ethyl provided that when any group R 2 is methyl or ethyl the group R 2 on the immediately adjacent carbon is hydrogen, R 3 is alkyl, R 4 is selected from the group consisting of diol and polyol residues, R 6 is selected from the group consisting of aryl and alkyl, and n is an integer; and (c) each R' is, independently selected from the group consisting of groups of formula (A) as defined above, alkyl, aryl, and groups of the formula: -- O -- R.sup.5 wherein R 5 is alkyl and if the glycol-substituted aryl silane contains more than one group R 5 they may be the same or different; provided that the glycol-substituted arylsilane contains at least one group selected from the group consisting of ##STR28## wherein R 2 , R 4 and n are as defined above.
Claim 20
Dependent Claim
201 words
A hydraulic fluid composition which includes as an ingredient at least one glycol-substituted aryl silane of the formula: ##STR26## wherein: (a) R is aryl; (b) X is selected from the group consisting of ##STR27## in which each R is defined above, R' is as hereinafter defined, each R 2 is independently selected from the group consisting of hydrogen, methyl and ethyl provided that when any group R 2 is methyl or ethyl the group R 2 on the immediately adjacent carbon is hydrogen, R 3 is alkyl, R 4 is selected from the group consisting of diol and polyol residues, R 6 is selected from the group consisting of aryl and alkyl, and n is an integer; and (c) each R' is, independently selected from the group consisting of groups of formula (A) as defined above, alkyl, aryl, and groups of the formula: -- O -- R.sup.5 wherein R 5 is alkyl and if the glycol-substituted aryl silane contains more than one group R 5 they may be the same or different; provided that the glycol-substituted arylsilane contains at least one group selected from the group consisting of ##STR28## wherein R 2 , R 4 and n are as defined above.
Claim 21
Dependent Claim
28 words
A hydraulic fluid composition as claimed in claim 18, wherein the glycol-substituted aryl silane is used as a base stock and constitutes the major part of the composition.
Claim 22
Dependent Claim
37 words
A hydraulic fluid composition as claimed in claim 19, wherein the glycol-substituted aryl silane is present in the composition in an amount of from 75% to 99% by weight based on the total weight of the composition.
Claim 23
Dependent Claim
22 words
A hydraulic fluid composition as claimed in claim 18, wherein the glycol-substituted aryl silane is part of a blend of base stocks.
Claim 24
Dependent Claim
38 words
A hydraulic fluid composition as claimed in claim 18, wherein the glycol-substituted aryl silane is used as an additive and constitutes a minor part of the composition, the remainder of the composition being one or more base stocks.
Claim 25
Dependent Claim
32 words
A hydraulic fluid composition as claimed in claim 22, wherein the composition contains from 1% to 12% by weight of the glycol-substituted aryl silane based on the total weight of the composition.
Claim 26
Dependent Claim
34 words
A hydraulic fluid composition as claimed in claim 18, wherein the composition also includes one or more base stocks selected from the group consisting of glycol ethers, glycol esters, glycol orthoesters and borate esters.
Claim 27
Dependent Claim
159 words
A hydraulic fluid composition as claimed in claim 24, wherein the glycol ester base stock(s) is/are selected from the group consisting of those having the formulae: ##STR29## wherein R 6 is selected from the group consisting of straight and branched chain alkylene groups containing at least 2 carbon atoms, each R 7 is the same or different and is selected from the group consisting of alkyl radicals containing from 1 to 4 carbon atoms and phenyl, each R 8 is the same or different and is selected from the group consisting of ethylene, propylene and butylene groups, each x is the same or different and is 0 or an integer of from 1 to 3, each R 9 is the same or different and is selected from the group consisting of ethyl and methyl, each R 10 is the same or different and is selected from the group consisting of ethylene and propylene groups and y is an integer.
Claim 28
Dependent Claim
142 words
A hydraulic fluid composition as claimed in claim 24, wherein the borate ester base stock(s) is/are selected from the group consisting of those have the formulae: ##STR30## wherein each R 11 is the same or different and is selected from the group consisting of straight and branched chain alkyl groups, each R 12 is the same or different and is an alkyl group, each p is the same or different and is an integer, q is an integer of from 2 to 6, R 13 is the residue of a member selected from the group consisting of di- or poly-hydroxy organic compounds having a number of reactive hydroxy groups equal to q, and each R 14 is the same or different and is the residue of a di-hydroxy organic compound which residue is attached to each boron atom via an oxygen atom.
Claim 29
Dependent Claim
194 words
A hydraulic fluid composition as claimed in claim 24, wherein the glycol orthoester base stock(s) is/are selected from the group consisting of those having the formulae: ##STR31## wherein R 15 is selected from the group consisting of a hydrogen atom, an alkyl radical containing from 1 to 5 carbon atoms, and the same as OR 16 ; each R 16 is the same or different and each is selected from the group consisting of an alkyl radical containing from 1 to 4 carbon atoms, an oxyalkylene glycol monoether radical, and a polyoxyalkylene glycol monoether radical containing from 2 to 20 alkylene oxy units, provided that at least one R 16 is selected from the group consisting of an oxyalkylene glycol monoether radical and a polyoxyalkylene glycol monoether radical; and R 17 is an alkylene radical containing from 1 to 12 carbon atoms, provided that R 15 is then the same as OR 16 or R 17 is the group --O--R 18 O).sub. z, wherein each R 18 is the same or different and each is an alkylene radical containing from 2 to 8 carbon atoms and z is an integer from 1 to 6.
Claim 30
Dependent Claim
33 words
A hydraulic fluid composition as claimed in claim 24, wherein the composition contains a mixture of glycol ether base stock and borate ester base stock of formula (III) as defined in claim 26.
Claim 31
Dependent Claim
65 words
A hydraulic fluid composition as claimed in claim 24, wherein the composition contains a mixture of one or more glycol ester base stocks selected from the group consisting of those of formula (I) and/or (II) as defined in claim 25 with one or more borate ester base stocks selected from the group consisting of those of formulae (III) to (VII) as defined in claim 26.
Claim 32
Dependent Claim
17 words
A hydraulic fluid composition as claimed in claim 18, wherein the composition also comprises a lubricity additive.
Claim 33
Dependent Claim
17 words
A hydraulic fluid composition as claimed in claim 18, wherein the composition also comprises a corrosion inhibitor.
Claim 34
Dependent Claim
16 words
A hydraulic fluid composition as claimed in claim 18, wherein the composition also comprises an antioxidant.
Claim 35
Dependent Claim
23 words
A hydraulic fluid composition as claimed in claim 18, wherein the composition also comprises a polyoxyalkylene glycol and/or an ether or ester thereof.
Claim 36
Dependent Claim
33 words
A hydraulic fluid composition as claimed in claim 18, which composition has a kinematic viscosity at -40° C of not more than 5000 cst and a boiling point of at least 260° C.
Claim 37
Dependent Claim
24 words
A process as claimed in claim 11 wherein hydrogen chloride liberated in the process is removed with an acid acceptor or inert gas purge.
Claim 38
Dependent Claim
31 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane each group R is independently selected from the group consisting of phenyl and substituted phenyl groups.
Claim 39
Dependent Claim
31 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane each group R 5 is independently an alkyl group containing from 1 to 6 carbon atoms.
Claim 40
Dependent Claim
21 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane n is from 1 to 4.
Claim 41
Dependent Claim
37 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane each of the groups R 3 , R 5 and/or R 6 are alkyl groups having from 1 to 4 carbon atoms.
Claim 42
Dependent Claim
40 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane one or more of the groups R 3 , R 5 and/or R 6 is an alkyl group having from 5 to 8 carbon atoms.
Claim 43
Dependent Claim
47 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane R is phenyl, one of the groups R' is methyl and the other of the groups R' and X are identical, both being groups of formula (A) as defined in claim 18.
Claim 44
Dependent Claim
40 words
A hydraulic fluid composition as claimed in claim 18 wherein the glycol-substituted aryl silane has the formula: ##STR32## wherein φ is phenyl, n is 1 to 4, and R 2 , and R 3 are as defined in claim 18.
Claim 45
Dependent Claim
33 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane X is a group of formula (B) and each silicon atom bears at least one glycol monoether residue.
Claim 46
Dependent Claim
33 words
A hydraulic fluid composition as claimed in claim 18 wherein in the glycol-substituted aryl silane each silicon atom bears at least one glycol monoether residue which is a mixed ethylene/propylene glycol ether residue.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-06-05 | 1981-12-05 | 1982-06-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-06-05 | 1985-12-05 | 1986-06-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-06-05 | 1989-12-05 | 1990-06-06 | $7700.00 | Window Closed / Lapsed |