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EP0127771A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Quarternary amine carbamate or urea compounds based on isopropenyl-, alpha, alpha-dimethylbenzyl isocyanate

Assignee: Wyeth Holdings LLC
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Filing: 1984-05-02
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Granted: —
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Expires: 2004-05-02
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Abstract

Abstract A meta- or para-compound of the formula: wherein: X⊖ is an anion selected fromthe group consisting of R 4 OSO 3 ⊖ Cl⊖, Br⊖ and ⊖; wherein: n is 2 or 3; R 1 , R 2 and R 3 which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl. Also disclosed is a method of making the compound by reacting meta- or para-isopropenyl-a,a-dimethylbenzyl isocyanate with either an amino alcohol or a dialkylamino- ethyleneamine, and quaternizing the reaction product with an alkylating agent. The compound may be polymerized with a co-monomer such as acrylamide to yield water-soluble cationic polymers for use in water clarification, flocculation, and hair spray applications.

Inventors

  • 👤 Frederic Charles Schaefer

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 17:56
CPC Classifications
C; C07; C07C; C07C275/00; C07C275/28; C07C275/40; D; D21; D21H; D21H17/00; D21H17/20; D21H17/33; D21H17/34; D21H17/41; D21H17/44; D21H17/45; D21H17/455; A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/84; A61K8/87; A61Q; A61Q5/00; A61Q5/06; C02; C02F; C02F1/00; C02F1/52; C02F1/54; C07C273/00; C07C273/18; C07C273/1809; C07C273/1818; C07C273/1854; C07C275/04; C07C275/20; C07C275/24; C08; C08F; C08F12/00; C08F12/02; C08F12/04; C08F12/14; C08F12/26; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/728

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 60 words
A meta- or para-compound of the formula; wherein: X - is an anion selected from the group consisting of R 4 OSO 3 ⊖, Cl⊖, Br⊖ and I⊖; wherein: n is 2 or 3; R l , R 2 and R 3 which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl.
Claim 2
Dependent Claim 60 words
A meta- or para-compound of the formula; wherein: X - is an anion selected from the group consisting of R 4 OSO 3 ⊖, Cl⊖, Br⊖ and I⊖; wherein: n is 2 or 3; R l , R 2 and R 3 which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl.
Claim 3
Dependent Claim 20 words
A compound according to Claim 1 wherein R 1 , R 2 , R 3 and R 4 are methyl.
Claim 4
Dependent Claim 14 words
A compound according to Claim 2 wherein n is 2 and A is -0-.
Claim 5
Independent Claim 125 words
A method of making a compound of the formula wherein: X - is an anion selected from the group consisting of R 4 OSO 3 ⊖, Cl⊖, Br⊖ and I⊖; wherein: n is 2 or 3; R l , R 2 , R 3 , which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl, comprising: (a) reacting ameta- or para-monoene-monoisocyanate of the formula: with an amino alcohol selected from the group consisting of dimethylaminoethano, diethylaminoethanol, dimethylaminopropanol, diethylaminopropanol, and 2-dimethylamino-isobutanol to yield a tertiary amino-carbamate of the formula: and (b) quaternizing said tertiary amino-carbamate, with an alkylating agent selected from the group consisting of dimethylsulfate, methyl chloride, allyl chloride, ethylene oxide and epichlorohydrin, to yield said compound.
Claim 6
Independent Claim 125 words
A method of making a compound of the formula wherein: X - is an anion selected from the group consisting of R 4 OSO 3 ⊖, Cl⊖, Br⊖ and I⊖; wherein: n is 2 or 3; R l , R 2 , R 3 , which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl, comprising: (a) reacting ameta- or para-monoene-monoisocyanate of the formula: with an amino alcohol selected from the group consisting of dimethylaminoethano, diethylaminoethanol, dimethylaminopropanol, diethylaminopropanol, and 2-dimethylamino-isobutanol to yield a tertiary amino-carbamate of the formula: and (b) quaternizing said tertiary amino-carbamate, with an alkylating agent selected from the group consisting of dimethylsulfate, methyl chloride, allyl chloride, ethylene oxide and epichlorohydrin, to yield said compound.
Claim 7
Dependent Claim 24 words
A method according to Claim 4 wherein n is 2, and R l , R 2 , R 3 and R 4 are methyl.
Claim 8
Independent Claim 113 words
A method of making a meta- or para-compound of the formula: wherein: X- is an anion selected from the group consisting of R 4 OSO 3 ⊖, Cl⊖, Br⊖, and I⊖ wherein: R l , R 2 and R 3 , which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl, comprising: (a) reacting a meta- or para-monoene-monoisocyanate of the formula with a dialkylaminoalkyleneamine of the formula to yield a tertiary amino-urea of the formula: and (b) quaternizing said tertiary amino-urea, with an alkylating agent selected from the group consisting of dimethyl sulfate, methyl chloride, allyl chloride, ethylene oxide and epichlorohydrin, to yield said compound.
Claim 9
Independent Claim 113 words
A method of making a meta- or para-compound of the formula: wherein: X- is an anion selected from the group consisting of R 4 OSO 3 ⊖, Cl⊖, Br⊖, and I⊖ wherein: R l , R 2 and R 3 , which may be the same or different, are lower alkyl; and R 4 is lower alkyl or allyl, comprising: (a) reacting a meta- or para-monoene-monoisocyanate of the formula with a dialkylaminoalkyleneamine of the formula to yield a tertiary amino-urea of the formula: and (b) quaternizing said tertiary amino-urea, with an alkylating agent selected from the group consisting of dimethyl sulfate, methyl chloride, allyl chloride, ethylene oxide and epichlorohydrin, to yield said compound.
Claim 10
Dependent Claim 26 words
A method of making a compound according to Claim 1 comprising reacting the corresponding quaternary amino-alcohol or amine with a meta- or para-monoene-monoisocyanate of the formula
Claim 11
Dependent Claim 10 words
A copolymer of the compound of Claim 1 and acrylamide.

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