USRE23270E - X-dimethyl-z - Google Patents

X-dimethyl-z Download PDF

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Publication number
USRE23270E
USRE23270E US23270DE USRE23270E US RE23270 E USRE23270 E US RE23270E US 23270D E US23270D E US 23270DE US RE23270 E USRE23270 E US RE23270E
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compound
dimethyl
jour
chem
vol
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/0803Compounds with Si-C or Si-Si linkages
    • C07F7/0805Compounds with Si-C or Si-Si linkages comprising only Si, C or H atoms

Definitions

  • the compound of this invention may be prepared by a condensation reaction between chlorophenyltrimethylsilane and in the presence of sodium.
  • the latter compound may be obtained by reacting a methyl Grignard reagent with the compound C13SiCH2SiC13 and purification by distillation.
  • the condensation reaction proceeds according to the equation
  • the compound of this invention is a clear oil having a viscosity of 23.3 cs. at 25 C., a boiling point of 171 C. at 1 mm, a freezing point of 54 C., a refractive index of 1.5113 at 25 C. and a density of 0.923 at 25 C.
  • This material is stable when heated at a temperature of 365 C. in the absence of oxygen and is stable at temperatures up to 200 C. in the presence of oxygen.
  • the compound performs satisfactorily when used to lubricate the bearing surfaces of moving metallic parts. It is also a good vacuum diffusion pump fluid as is shown by the following tests.
  • a sample of the compound was placed in a single stage diffusion pump and operated at 135 C. with a fore pressure of 30 microns. A vacuum of 8.1x 1() mm. was. obtained. During the operation of the pump the material showed no Sign of deterioration.
  • a method of preparing Ha] Ha CH3 which comprises reacting chlorophenyltrimethyl-- silane and Cl(CH3) 2SiCH2Si(CH3) 201 by contacting a mixture thereof with'metallic sodium.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Description

Reissuecl Sept. 26, 1950 2,4 -DIME THYL-ZA-TRIMETHYLSILYL PHENYL- ZA-DISILAPENTAN E Harold A. Clark, Midland, Mich., assignor to Dow Corning Corporation, Midland, Mich., a corporation of Michigan No Drawing. Original No. 2,507,514, dated May 16, 1950, Serial No. 77,989, February 23, 1949. Application for reissue June 22, 1950, Serial No.
2 Claims.
Matter enclosed in heavy brackets E 1 appears in the original patent but forms no part of this reissue specification; matter printed in italics indicates the additions made by reissue This invention relates to an organo silicon polymer.
It is an object of this invention to prepare a thermally stable compound which is of particular utility as a lubricant and a vacuum diffusion pump fluid. Other objects and advantage will be apparent from the following description.
This invention relates to the compound The compound of this invention may be prepared by a condensation reaction between chlorophenyltrimethylsilane and in the presence of sodium. The latter compound may be obtained by reacting a methyl Grignard reagent with the compound C13SiCH2SiC13 and purification by distillation. The condensation reaction proceeds according to the equation The compound of this invention is a clear oil having a viscosity of 23.3 cs. at 25 C., a boiling point of 171 C. at 1 mm, a freezing point of 54 C., a refractive index of 1.5113 at 25 C. and a density of 0.923 at 25 C. This material is stable when heated at a temperature of 365 C. in the absence of oxygen and is stable at temperatures up to 200 C. in the presence of oxygen. The compound performs satisfactorily when used to lubricate the bearing surfaces of moving metallic parts. It is also a good vacuum diffusion pump fluid as is shown by the following tests.
A sample of the compound was placed in a single stage diffusion pump and operated at 135 C. with a fore pressure of 30 microns. A vacuum of 8.1x 1() mm. was. obtained. During the operation of the pump the material showed no Sign of deterioration.
In order that this invention may be better understood, recourse should be had to the following example, which should be considered as illustrative only.
EXAMPLE then filtered and the toluene was removed at reduced pressure. The residue was a clear oil which distilled at 171 C. at 1 mm. pressure. The compound was found to have a molar refraction of 141.77.
That which is claimed is:
(0H3)381C5HASlCHZSiCBH4Sl GH3 3 Ha H 2. A method of preparing Ha] Ha CH3 which comprises reacting chlorophenyltrimethyl-- silane and Cl(CH3) 2SiCH2Si(CH3) 201 by contacting a mixture thereof with'metallic sodium.
HAROLD A. CLARK.
REFERENCES CITED The following references are of record in the file of this patent or the original patent:
Goodwin: Jour. Am. Chem. $00., vol. 69 (194'?) page 2247.
Sommer: Jour. Am. Chem. Soc, vol. 69 (1947) page 980.
Bluestein: "Jour. Am. Chem. $00., vol. 70 (1948) pages 3068-3071.
US23270D 1949-02-23 X-dimethyl-z Expired USRE23270E (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US77989A US2507514A (en) 1949-02-23 1949-02-23 2, 4-dimethyl-2, 4-trimethylsilylphenyl-2, 4-disilapentane

Publications (1)

Publication Number Publication Date
USRE23270E true USRE23270E (en) 1950-09-26

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US23270D Expired USRE23270E (en) 1949-02-23 X-dimethyl-z
US77989A Expired - Lifetime US2507514A (en) 1949-02-23 1949-02-23 2, 4-dimethyl-2, 4-trimethylsilylphenyl-2, 4-disilapentane

Family Applications After (1)

Application Number Title Priority Date Filing Date
US77989A Expired - Lifetime US2507514A (en) 1949-02-23 1949-02-23 2, 4-dimethyl-2, 4-trimethylsilylphenyl-2, 4-disilapentane

Country Status (4)

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US (2) US2507514A (en)
DE (1) DE854518C (en)
FR (1) FR1008404A (en)
GB (1) GB669178A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2689860A (en) * 1950-08-08 1954-09-21 Montclair Res Corp Polysilyl derivatives
US3139448A (en) * 1961-10-31 1964-06-30 Ici Ltd Chlorophenyl substituted di-and trisilaalkanes
US5013872A (en) * 1989-05-12 1991-05-07 Masco Building Products Corp. Cable clamp

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1149837B1 (en) * 2000-04-25 2007-03-14 Shin-Etsu Chemical Co., Ltd. Organosilicon compounds

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2689860A (en) * 1950-08-08 1954-09-21 Montclair Res Corp Polysilyl derivatives
US3139448A (en) * 1961-10-31 1964-06-30 Ici Ltd Chlorophenyl substituted di-and trisilaalkanes
US5013872A (en) * 1989-05-12 1991-05-07 Masco Building Products Corp. Cable clamp

Also Published As

Publication number Publication date
US2507514A (en) 1950-05-16
FR1008404A (en) 1952-05-19
GB669178A (en) 1952-03-26
DE854518C (en) 1952-11-04

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