Patent EP0127802A2 successfully refreshed from Google Patents.
← Back to Patent Explorer
EP0127802A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Meta- and para-isopropenyl-alpha,alpha-dimethylbenzylamine

Assignee: Wyeth Holdings LLC
•
Filing: 1984-05-11
•
Granted: —
•
Expires: 2004-05-11
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Meta- and para-compounds of the formula: <CHEM> are disclosed, together with acid salts thereof. These monoene-amine compounds may be made by acid-catalyzed hydrolysis of the corresponding monoene-isocyanate compounds, followed by reaction with a strong base to form the free amine. Also disclosed are poly(m- or p-isopropenyl- alpha , alpha -dimethylbenzylamine) and copolymers of m-or p-isopropenyl- alpha , alpha -dimethylbenzylamine and their use for sizing paper.

Inventors

  • 👤 Frederic Charles Schaefer
  • 👤 Balwant Singh
  • 👤 John Andrew Sedlak
  • 👤 Peter Salvatore Forgione

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-07 02:03
CPC Classifications
C; C08; C08G; C08G69/00; D; D21; D21H; D21H17/00; D21H17/20; D21H17/33; D21H17/46; D21H17/54; D21H17/56; C08F; C08F12/00; C08F12/02; C08F12/04; C08F12/14; C08F12/26; C08F12/28; C08F212/00; C08F212/02; C08F212/04; C08F212/14; C08F212/26; C08F212/28; D21H17/34; D21H17/41; D21H17/44; D21H17/45; D21H21/00; D21H21/14; D21H21/16

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 7 words
A meta- or para-compound of the formula:
Claim 2
Dependent Claim 7 words
A meta- or para-compound of the formula:
Claim 3
Dependent Claim 48 words
A process for making meta- or para-isopropenyl-a,a-dinzylamine, characterized by: (a) hydrolyzing the corresponding meta- or para-isomer of isopropenyl-a,a-dimethylbenzylisocyanate in the presence of hydrochloric acid or sulfuric acid to form isopropenyl-a,a-dimethylbenzylamine salt; and (b) reacting said isopropenyl-a,a-dimethylbenzylamine salt with a shoichiometric excess of sodium hydroxide to form said isopropenyl-α;α-dimethylbenzylamine.
Claim 4
Dependent Claim 48 words
A process for making meta- or para-isopropenyl-a,a-dinzylamine, characterized by: (a) hydrolyzing the corresponding meta- or para-isomer of isopropenyl-a,a-dimethylbenzylisocyanate in the presence of hydrochloric acid or sulfuric acid to form isopropenyl-a,a-dimethylbenzylamine salt; and (b) reacting said isopropenyl-a,a-dimethylbenzylamine salt with a shoichiometric excess of sodium hydroxide to form said isopropenyl-α;α-dimethylbenzylamine.
Claim 5
Dependent Claim 20 words
A process for making meta- or para-isopropenyl-α,α-dimethylbenzylamine by hydrolysis of the corresponding meta- or para-isomer of methyl N-(3-iso - propenyl-a,a-dimethylbenzyl)carbamate.
Claim 6
Dependent Claim 20 words
A process for making meta- or para-isopropenyl-α,α-dimethylbenzylamine by hydrolysis of the corresponding meta- or para-isomer of methyl N-(3-iso - propenyl-a,a-dimethylbenzyl)carbamate.
Claim 7
Dependent Claim 72 words
A process for making meta-isoprapenyl-α,α-dimethylbenzylamine, comprising: (a) heating a first solution of m-isopropenyl-α,α -dimethylbenzylisocyanate in methanol for sufficient time to form methyl N-(3-isopropenyl-a,a-dimethylbenzyl)carbamate in said first solution; (b) mixing said first solution containing methyl N-(3-isopropenyl-a,a-dimethylbenzyl)carbamate with potassium hydroxide and 2 methoxyethanol to make a second solution; (c) heating said second solution for sufficient time and at sufficient temperature to convert said TMU to m-isopropenyl-a,a-dimethylbenzylamine; and (d) recovering m-isopropenyl-a,a-dimethylbenzylamine from said second solution.
Claim 8
Dependent Claim 72 words
A process for making meta-isoprapenyl-α,α-dimethylbenzylamine, comprising: (a) heating a first solution of m-isopropenyl-α,α -dimethylbenzylisocyanate in methanol for sufficient time to form methyl N-(3-isopropenyl-a,a-dimethylbenzyl)carbamate in said first solution; (b) mixing said first solution containing methyl N-(3-isopropenyl-a,a-dimethylbenzyl)carbamate with potassium hydroxide and 2 methoxyethanol to make a second solution; (c) heating said second solution for sufficient time and at sufficient temperature to convert said TMU to m-isopropenyl-a,a-dimethylbenzylamine; and (d) recovering m-isopropenyl-a,a-dimethylbenzylamine from said second solution.
Claim 9
Dependent Claim 12 words
The compound of Claim 1 wherein the compound is Poly(m-isopropenyl-a,a-dimethylbenzylamine) or Poly(p-isopropenyl-a,a-dimethylbenzylamine).
Claim 10
Dependent Claim 16 words
A copolymer of meta- or para-isopropenyl-a,a-dimethylbenzylamine and at least one other ethylenically unsaturated comonomer polymerizable therewith.
Claim 11
Dependent Claim 16 words
A copolymer of meta- or para-isopropenyl-a,a-dimethylbenzylamine and at least one other ethylenically unsaturated comonomer polymerizable therewith.
Claim 12
Independent Claim 72 words
A method of sizing paper, comprising applying thereto a sizingly effective amount of a polymer consisting of: (a) homopolymers of meta- or para-isopropenyl- a,a-dimethylbenzylamine; (b) copolymers of (i) meta- or para-isopropenyl- a,a -dimethylbenzylamine and (ii) at least one other ethylenically unsaturated monomer copolymerizable therewith, wherein said copolymer contains at least one weight percent repeating units derived from the amine comonomer (i); or (c) acid salts of said homopolymers (a) and copolymers (b).
Claim 13
Independent Claim 72 words
A method of sizing paper, comprising applying thereto a sizingly effective amount of a polymer consisting of: (a) homopolymers of meta- or para-isopropenyl- a,a-dimethylbenzylamine; (b) copolymers of (i) meta- or para-isopropenyl- a,a -dimethylbenzylamine and (ii) at least one other ethylenically unsaturated monomer copolymerizable therewith, wherein said copolymer contains at least one weight percent repeating units derived from the amine comonomer (i); or (c) acid salts of said homopolymers (a) and copolymers (b).
Claim 14
Dependent Claim 76 words
A paper sizing composition comprising an aqueous solution containing from about 0.01% to about 3% by weight of a polymer consisting of: (a) homopolymers of meta- or para-isoropenyl-a,a-dimethylbenzylamine; (b) copolymers of (i) meta- or para-isopropenyl- a,a-dimethylbenzylamine and (ii) at least one other ethylenically unsaturated monomer copolymerizable therewith, wherein said copolymer contains at least one weight percent repeating units derived from the amine comonomer (i) : or (c) acid salts of said homopolymers (a) and copolymers (b).
Claim 15
Dependent Claim 76 words
A paper sizing composition comprising an aqueous solution containing from about 0.01% to about 3% by weight of a polymer consisting of: (a) homopolymers of meta- or para-isoropenyl-a,a-dimethylbenzylamine; (b) copolymers of (i) meta- or para-isopropenyl- a,a-dimethylbenzylamine and (ii) at least one other ethylenically unsaturated monomer copolymerizable therewith, wherein said copolymer contains at least one weight percent repeating units derived from the amine comonomer (i) : or (c) acid salts of said homopolymers (a) and copolymers (b).
Claim 16
Dependent Claim 12 words
A sizing composition according to Claim 8, characterized by an acid pH.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Maintenance schedule is calculated for granted US utility patents.

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag