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Novel synthesis of difunctional halo organo noncarbon group iv main group element amides

Assignee: Dow Silicones Corp
•
Filing: 1990-01-22
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Granted: 1992-01-21
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Expires: 2010-01-22
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Abstract

Abstract Difunctional halo silicon amide compounds are prepared by cleaving the nitrogen-silicon bond in a nitrogen-silicon heterocycle with a reactive halide. The reaction is straight forward with no intermediates or byproducts. The halo functionality is capable of capping any SiOH group. When the other functionality is an acrylamide, the capped entity may be polymerized or crosslinked by free radical initiators of the acrylamide functionality thereby producing useful products such as paper release coatings and photoresists.

Inventors

  • 👤 Antony P. Wright
  • 👤 Padmakumari J. Varaprath

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 05:54
CPC Classifications
G; G03; G03F; G03F7/00; G03F7/004; G03F7/075; G03F7/0755; C; C07; C07F; C07F19/00; C07F19/005; C07F7/00; C07F7/02; C07F7/08; C07F7/12; C07F7/121; C07F7/123; C07F7/22; C07F7/2208; C07F7/30; C07F9/00; C07F9/02; C07F9/06; C07F9/062; C07F9/065; C07F9/22; C07F9/26; C07F9/28; C07F9/38; C07F9/44; C07F9/4461; C07F9/4465; C07F9/46; C07F9/535; D; D21; D21H; D21H19/00; D21H19/10; D21H19/14; D21H19/24; D21H19/32

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 33 words
A method for preparing a difunctional halo noncarbon Group IV main group element amide comprising: cleaving a noncarbon Group IV main group element-nitrogen bond in a heterocyclic ring with a reactive halide moiety.
Claim 2
Independent Claim 33 words
A method for preparing a difunctional halo noncarbon Group IV main group element amide comprising: cleaving a noncarbon Group IV main group element-nitrogen bond in a heterocyclic ring with a reactive halide moiety.
Claim 3
Dependent Claim 26 words
The method as described in claim 1 wherein said noncarbon Group IV main group element is selected from the group consisting of silicon, germanium, and tin.
Claim 4
Dependent Claim 17 words
The method as described in claim 2 wherein said noncarbon Group IV main group element is silicon.
Claim 5
Dependent Claim 16 words
The method as described in claim 1 wherein said heterocyclic ring contains four to six atoms.
Claim 6
Dependent Claim 28 words
The method as described in claim 1 with said heterocyclic ring comprising a divalent radical bonded to said nitrogen and to said noncarbon Group IV main group element.
Claim 7
Dependent Claim 16 words
The method as described in claim 5 wherein said divalent hydrocarbon radical is an isobutylene radical.
Claim 8
Dependent Claim 51 words
The method as described in claim 1 wherein the terminal valences of the noncarbon Group IV main group element are satisfied by radicals selected from the group consisting of organic radicals, alkoxy radicals, nitrogen radicals, hydrogen atoms, halogen atoms and divalent, noncarbon Group IV main group element-linking, oxygen and nitrogen atoms.
Claim 9
Dependent Claim 34 words
The method as described in claim 1 wherein the terminal valence of said nitrogen is satisfied by a radical selected from the group consisting of alkyl radicals, aryl radicals, inorganic radicals and hydrogen atoms.
Claim 10
Dependent Claim 26 words
The method as described in claim 1 wherein said reactive halide moiety is provided by a covalently bonded halide compound that yields hydrogen halide on hydrolysis.
Claim 11
Dependent Claim 40 words
The method as described in claim 9 with said covalently bonded halide compound comprising a halide radical and an element selected from the group of elements consisting of Group II through Group VI main group elements and transition metal elements.
Claim 12
Dependent Claim 15 words
The method of claim 10 wherein said covalently bonded halide compound is an acyl halide.
Claim 13
Dependent Claim 12 words
The method of claim 11 wherein said acyl halide is acrylyl chloride.
Claim 14
Dependent Claim 87 words
The method according to claim 1 wherein said noncarbon Group IV main group element-nitrogen heterocycle has the formula ##STR9## and said reactive halide moiety is contained in a compound having the formula R"X wherein Y denotes an organic radical, an alkoxy radical, a nitrogen radical, a hydrogen atom, a halogen atom or a divalent, silicon linking oxygen or nitrogen atom; R denotes a divalent radical; R' denotes a hydrocarbon radical, an inorganic radical or a hydrogen atom; R" denotes a acyl radical; and X denotes a halide.
Claim 15
Dependent Claim 12 words
The method according to claim 13 wherein Y is a methyl radical.
Claim 16
Dependent Claim 10 words
The method according to claim 13 wherein R is isobutylene.
Claim 17
Dependent Claim 12 words
The method according to claim 13 wherein R" is an acrylyl radical.
Claim 18
Dependent Claim 23 words
The method according to claim 16 wherein said cleaving reaction is carried out at a temperature of about -10° to about 10° C.
Claim 19
Dependent Claim 23 words
The method according to claim 13 wherein said cyclic nitrogen compound and said reactive halide moiety are used in about equal molar amounts.
Claim 20
Dependent Claim 26 words
The method according to claim 13 wherein said cyclic nitrogen silicon bond is cleaved by adding said reactive halide moiety to said compound containing said bond.
Claim 21
Dependent Claim 16 words
The method according to claim 13 wherein a nonaqueous solvent is used for said cleaving reaction.
Claim 22
Dependent Claim 17 words
The method according to claim 13 wherein said cleaving reaction is carried out in a dry atmosphere.
Claim 23
Dependent Claim 15 words
The method according to claim 13 wherein said cleaving reaction is carried out with agitation.

References Cited (Backward Citations)

US3146250A Cited
US4578492A Cited
DE3902483A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-01-20 1995-07-22 1996-01-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-01-20 1999-07-22 2000-01-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-01-20 2003-07-22 2004-01-21 $7700.00 Window Closed / Lapsed

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