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US5010158A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing polysiloxazane compositions and the products formed thereby

Assignee: Arkema France SA
•
Filing: 1988-12-23
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Granted: 1991-04-23
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Expires: 2008-12-23
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Abstract

Abstract A process for the preparation of novel polysiloxazane compositions which comprises reacting at least one halosilane having the formula (R 1 ) a (R 2 ) b Si(Y) 4- (a+b) with at least one hydrazine having the formula NHR 3 -NHR 4 and water, wherein R 1 and R 2 are a hydrogen atom or a methyl, ethyl, vinyl or phenyl radical; R 3 and R 4 are hydrogen atoms, Y is a halogen atom and (a+b) is an integer between 0 and 3 and preferably 2. Polysiloxazane polymer compositions formed with polysiloxazanes prepared by the process described above comprise units of formula: ##STR1## combined with units of formula: ##STR2## and, if desired, units of formula: ##STR3## and, if desired, with units of formula: ##STR4## wherein radicals R 1 , R 2 , R 3 and R 4 , which may be identical or different, may denote a hydrogen atom, a saturated or unsaturated aliphatic hydrocarbon radical or a mono- or polycyclic aryl, alkylaryl or arylalkyl radical, and wherein these radicals have a total molecular mass greater than 350.

Inventors

  • 👤 Christian Colombier
  • 👤 Jean-Pierre Cuer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 02:08
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/48; C08G77/54; C04; C04B; C04B35/00; C04B35/515; C04B35/56; C04B35/565; C04B35/571; C04B35/58; C04B35/584; C04B35/589

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 95 words
Polysiloxazane polymer compositions comprising: (a) units selected from the group consisting of ##STR10## and mixtures thereof; and (b) units of formula ##STR11## wherein R 1 , R 2 , R 3 and R 4 , which may be identical or different is a radical selected from the group consisting of a hydrogen atom, a saturated aliphatic hydrocarbon radical, an alicyclic radical and mono- or polycyclic aryl, alkylaryl and arylalkyl radicals, wherein R 1 and R 2 do not simultaneously denote a hydrogen atom and wherein the molecular mass of said polysiloxazane is greater than 350.
Claim 2
Dependent Claim 95 words
Polysiloxazane polymer compositions comprising: (a) units selected from the group consisting of ##STR10## and mixtures thereof; and (b) units of formula ##STR11## wherein R 1 , R 2 , R 3 and R 4 , which may be identical or different is a radical selected from the group consisting of a hydrogen atom, a saturated aliphatic hydrocarbon radical, an alicyclic radical and mono- or polycyclic aryl, alkylaryl and arylalkyl radicals, wherein R 1 and R 2 do not simultaneously denote a hydrogen atom and wherein the molecular mass of said polysiloxazane is greater than 350.
Claim 3
Dependent Claim 12 words
The composition of claim 1 which further comprise units of formula: ##STR12##
Claim 4
Dependent Claim 12 words
The compositions of claim 1 which further comprise units of formula: ##STR13##
Claim 5
Dependent Claim 11 words
The compositions of claim 2 further comprising units of formula: ##STR14##
Claim 6
Dependent Claim 20 words
The compositions of claim 1, 2, 3 or 4 wherein the molecular weight thereof is between about 400 and 50,000.
Claim 7
Dependent Claim 16 words
The compositions of claim 5 wherein the molecular weight thereof is between about 400 and 10,000.
Claim 8
Dependent Claim 75 words
The composition of claims 1, 2, 3, or 4 wherein R 1 , R 2 , R 3 and R 4 denote a radical selected from the group consisting of: a. a hydrogen atom; b. saturated aliphatic hydrocarbon radicals containing from 1 to 8 carbon atoms; c. unsaturated radicals; d. alicyclic radicals containing from 3 to 7 carbon atoms; and e. radicals selected from the group consisting of phenyl, benzyl, phenylethyl, xylyl and naphtyl radicals.
Claim 9
Dependent Claim 43 words
The compositions of claim 7 wherein said saturated aliphatic hydrocarbon radicals are selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl and octyl radicals and said unsaturated radicals are selected from the group consisting of vinyl and allyl radicals.
Claim 10
Dependent Claim 22 words
The composition of claim 7 wherein said alicyclic radicals are selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl radicals.
Claim 11
Dependent Claim 112 words
A process for preparing polysiloxazane compositions which comprises reacting: (a) at least one halosilane of formula (R.sub.1).sub.a, (R.sub.2).sub.b, Si(Y).sub.4-(a+b); (V) (b) at least one hydrazine of formula: NHR.sub.3 --NHR.sub.4 ; and (c) water wherein R 1 , R 2 , R 3 and R 4 , which may be identical or different is a radical selected from the group consisting of a hydrogen atom, a saturated aliphatic hydrocarbon, an unsaturated aliphatic hydrocarbon, an alicyclic radical and mono- or polycyclic aryl, alkylaryl and arylalkyl radicals; y is a halogen atom and (a+b) is an integer between 0 and 3 inclusive, wherein R 1 and R 2 do not simultaneously denote a hydrogen atom.
Claim 12
Dependent Claim 112 words
A process for preparing polysiloxazane compositions which comprises reacting: (a) at least one halosilane of formula (R.sub.1).sub.a, (R.sub.2).sub.b, Si(Y).sub.4-(a+b); (V) (b) at least one hydrazine of formula: NHR.sub.3 --NHR.sub.4 ; and (c) water wherein R 1 , R 2 , R 3 and R 4 , which may be identical or different is a radical selected from the group consisting of a hydrogen atom, a saturated aliphatic hydrocarbon, an unsaturated aliphatic hydrocarbon, an alicyclic radical and mono- or polycyclic aryl, alkylaryl and arylalkyl radicals; y is a halogen atom and (a+b) is an integer between 0 and 3 inclusive, wherein R 1 and R 2 do not simultaneously denote a hydrogen atom.
Claim 13
Dependent Claim 17 words
The process of claim 10 wherein said halogen atom is chlorine and wherein (a+b) is about 2.
Claim 14
Dependent Claim 101 words
The process of claim 10, wherein the halosilane is selected from the group consisting of SiCl 4 , (CH 3 ) 2 SiCl 2 , (CH 3 ) 3 SiCl, CH 3 SiCl 3 , (C 6 H 5 ) 2 SiCl 2 , (C 6 H 5 )(CH 3 )SiCl 2 , (C 6 H 5 )SiCl 3 , (CH 3 )(CH 3 CH 2 )SiCl 2 , H 2 SiCl 2 , (CH 3 ) 2 HSiCl, HSiCl 3 , CH 3 (CH 2 ═CH)SiCl 2 , (CH 3 ) 2 (CH 2 ═CH)SiCl and (CH 3 )HSiCl 2
Claim 15
Dependent Claim 35 words
The process of claim 10 or 12 wherein the hydrazine is selected from the group consisting of unsubstituted hydrazine, methylhydrazine, ethylhydrazine, phenylhydrazine, cyclo- hexylhydrazine, 1,2-dimethylhydrazine, 1,2-diethylhydrazine, 1,2-diphenylhydrazine, 1,2-dibenzylhydrazine, α-naphthylhydrazine, 1,2-diisopropylhydrazine, 1,2-ditolylhydrazines, 1,2-diisobutylhydrazine, (2,3-dimethylphenyl)hydrazine and 1,2-di(α-naphthyl)hydrazine.
Claim 16
Dependent Claim 39 words
The process of claim 10 or 12 wherein the total number of moles of water and of hydrazine is greater than the total number of moles of atoms of halogen added to the number of moles of silicon atoms.
Claim 17
Dependent Claim 36 words
The process of claim 13 wherein the total number of moles of water and hydrazine is greater than the total number of moles of atoms of halogen added to the number of moles of silicon atoms.
Claim 18
Dependent Claim 18 words
The process of claim 10 wherein the reaction is carried out in the presence of a tertiary amine.
Claim 19
Dependent Claim 21 words
The process of claim 16 wherein the tertiary amine is chosen from the group consisting of triethylamine, trimethylamine, triphenylamine and pyridine.
Claim 20
Dependent Claim 26 words
The process of claim 16 wherein the total number of moles of hydrazine and of water is greater than the number of moles of silicon atoms.
Claim 21
Dependent Claim 18 words
The process of claim 18 wherein 0.05 to 1 mole of water is employed per mole of hydrazine.
Claim 22
Dependent Claim 43 words
A shaped article comprising the polysiloxazanes of any one of claims 1, 2, 3 or 4 wherein said polysiloxazanes are in the form of at least one of fibers, filaments, powders, films, coverings, flakes, conduits, foams, woven articles, nonwoven articles and composite materials.
Claim 23
Dependent Claim 86 words
A ceramic article obtained by the pyrolysis at a temperature of at least about 700° C. of the polysiloxazane compositions obtained from the process of claim 10 wherein said compositions are in the form of at least one of fibers, filaments, powders, films, coverings, flakes, conduits, foams, woven or nonwoven articles and composite materials, and wherein said polysiloxazanes are prepared as recited in claim 10 and wherein said article comprises the following proportions of elements by weight: silicon: 30-70%; oxygen: 1-25%; carbon: 0-35%; and nitrogen: 2-30%.

References Cited (Backward Citations)

US3853567A Cited
US4612383A Cited
WO1986006377A1 Cited
US4788309A Cited
EP0237199A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-04-22 1994-10-22 1995-04-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-04-22 1998-10-22 1999-04-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-04-22 2002-10-22 2003-04-23 $7700.00 Window Closed / Lapsed

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