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High molecular weight polytriazines of soluble polymeric N-cyano-isourea ethers

Assignee: Bayer AG
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Filing: 1976-07-22
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Granted: 1977-11-22
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Expires: 1996-07-22
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Abstract

Abstract Polyfunctional aminophenols or amino(alkyl)phenols are converted with cyano halide in the presence of a base at temperatures below 65° C into the corresponding aromatic cyanic acid esters containing cyanamide groups and thereafter at 65° C to 150° C into prepolymers which are soluble in organic solvents and highly stable in storage. The prepolymers may be converted into high molecular weight polymers of triazine structure by heating to 150° C to 350° C. The end products are insoluble in solvents and are infusible. The prepolymers may be used for the production coatings, shaped articles or laminates.

Inventors

  • 👤 Rudolf Sundermann
  • 👤 Gunther Rottloff
  • 👤 Ernst Grigat

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 19:18
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 272 words
A process for producing a high molecular weight polytriazine which comprises reacting (1) a compound of the formula ##STR6## wherein R is a bond, alkylene having 1 to 9 carbon atoms or said alkylene substituted by phenyl or by alkyl having 1 to 4 carbon atoms; X is hydrogen, halogen, alkyl having 1 to 9 carbon atoms, ##STR7## or phenyl, or two X substituents together on adjacent carbon atoms of the phenylene moiety to which they are attached together from a hydrocarbon ring containing from 5 to 6 carbon atoms or together form in conjunction with O, S, N or P a 5 or 6-membered heterocyclic ring; A is ##STR8## alkylene having 1 to 9 carbon or said alkylene substituted by phenyl or by alkyl having 1 to 4 carbon atoms, a 5 or 6-membered cycloaliphatic or aromatic ring or a bond; n is 1, 2 or 3; m is 1, 2 or 3; a is 5-n when c is 1 and 6-m-n when c is 0; b is 5-m; c is 0 or 1 and d is 5-n in the presence of an inorganic base or a tertiary amine or (2) a phenolate of said formula with cyanogen halide in the presence of a catalytic amount of a tertiary amine at a temperature from -40° to 65° C to thereby form the corresponding aromatic cyanic acid ester containing cyanamide groups; heating said ester at a temperature of from 65° to 150° C to thereby form a prepolymer soluble in organic solvents and heating said prepolymer at a temperature of from 150° to 350° C to form a high molecular weight polytriazine.
Claim 2
Dependent Claim 272 words
A process for producing a high molecular weight polytriazine which comprises reacting (1) a compound of the formula ##STR6## wherein R is a bond, alkylene having 1 to 9 carbon atoms or said alkylene substituted by phenyl or by alkyl having 1 to 4 carbon atoms; X is hydrogen, halogen, alkyl having 1 to 9 carbon atoms, ##STR7## or phenyl, or two X substituents together on adjacent carbon atoms of the phenylene moiety to which they are attached together from a hydrocarbon ring containing from 5 to 6 carbon atoms or together form in conjunction with O, S, N or P a 5 or 6-membered heterocyclic ring; A is ##STR8## alkylene having 1 to 9 carbon or said alkylene substituted by phenyl or by alkyl having 1 to 4 carbon atoms, a 5 or 6-membered cycloaliphatic or aromatic ring or a bond; n is 1, 2 or 3; m is 1, 2 or 3; a is 5-n when c is 1 and 6-m-n when c is 0; b is 5-m; c is 0 or 1 and d is 5-n in the presence of an inorganic base or a tertiary amine or (2) a phenolate of said formula with cyanogen halide in the presence of a catalytic amount of a tertiary amine at a temperature from -40° to 65° C to thereby form the corresponding aromatic cyanic acid ester containing cyanamide groups; heating said ester at a temperature of from 65° to 150° C to thereby form a prepolymer soluble in organic solvents and heating said prepolymer at a temperature of from 150° to 350° C to form a high molecular weight polytriazine.
Claim 3
Dependent Claim 9 words
The polytriazine produced by the process of claim 1.

References Cited (Backward Citations)

US3502617A Cited
US3694410A Cited
US3738962A Cited
US3960783A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-21 1981-05-23 1981-11-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-21 1985-05-23 1985-11-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-21 1989-05-23 1989-11-22 $7700.00 Window Closed / Lapsed

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