Patent GB-1495301-A (GB)
Title: Process for preparing foamed polymers
IPC: C08J9/10
Filed: 1975-03-21
Abstract: 1495301 Azo compounds PENNWALT CORP 21 March 1975 [21 March 1974 11 Feb 1975] 11950/75 Heading C2C [Also in Division C3] The preparation of azo compounds is exemplified which contain the group where Y(-) is a mono- or divalent acid sensitive (as defined) group, each of the unsatisfied valency bonds of the group being satisfied by an organic group, with the provisos that (i) when Y is an acid sensitive OH or ester where R is H or organic) group then one of the valency bonds of the C atom shown in the formula may be satisfied by hydrogen, and (ii) any carbon atom which is linked directly to an azo nitrogen atom, except that of a carbonyl group, has at least two of its remaining three valences satisfied by a carbon to carbon or a carbon to hydrogen bond. In examples (1) symmetrical α,α<SP>1</SP>-dihalo-azohydrocarbons are made by where R<SP>6</SP> is CH 3  and R<SP>7</SP> is alkyl or phenyl or R<SP>6</SP> and R<SP>7</SP> are -(CH 2 ) 5 -; (2) symmetrical azo compounds are made by where R<SP>6</SP> and R<SP>7</SP> are alkyl, alkoxy, or -(CH 2 ) 5 - or phenyl, as Y is carboxyl optionally substituted bynitrile and azo groups, phenoxy, thioaromatic, SOCCH 3 , SCN, NCS or NCO, and M is Na or K; (3) symmetrical azo compounds are made by where R<SP>6</SP> and R<SP>7</SP> are alkyl or -(CH 2 ) 5 -, X is O or S and Q is alkoxy or -NHNHR or -NHR where R is aryl or alkyl; (4) unsymmetrical α- haloazohydrocarbons are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, alkylene, alkoxy, aryl, cycloalkyl, cycloalkylene or carboxylate and Y is Cl or Br; (5) unsymmetrical azo compounds are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, alkoxy, alkylene, aryl, keto, carboxylic, cycloalkyl, haloaryl, and Y is alkoxy, carboxyl with optionally halo and nitrile, aryloxy, haloaryl, a thio-organo group, alkylamino, arylamino or NCO and M is K or Na; (6) unsymmetrical azo compounds are made by where R<SP>6</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, alkylene, cycloalkyl, aryl, carboxylate or haloaryl, or X is S or O and Q is -NHNHCONH 2 , NHR where R is alkyl or aryl, -NR 2  where R is alkyl, alkoxy, -NRNH 2  where R is alkyl, NH 2 , or -NHNHR where R is phenyl or alkyl; (7) symmetrical bis- (azohydrocarbons) are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl or alkylene, Y is S or a bis-carboxyl and M 2 Y is Na 2 S or (NaOOC.CH 2 ) 2 ; (8) bis-(azohydrocarbons) are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl or alkylene, X is S or O, Y is -NH.CX.Q.CX.NH- and Q is -NH.CH 2 .CH 2 .NH-, -NH.NH- or -NH.NH.CO.NH.NH-; (9) α-hydroxyazohydrocarbons are made by where M is an alkali or alkaline earth of valence n and R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, alkylene, H, hydroxyalkyl, aryl, cycloalkyl or carboxylate ; (10) α-lower alkanoyloxyazohydrocarbons are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are aryl, alkyl or alkylene and Y is -OOC.CH 3 ; (ii) α-lower alkanoyloxyazohydrocarbons are also made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, H aryl or hydroxyalkyl and Y is CH 3 .COO-; (12) α-lower alkoxyazohydrocarbons are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, alkylene or aryl and R is -CH 3 ; (13) unsymmetrical α-carbonatoazohydrocarbons are made by where R<SP>5</SP>, R<SP>6</SP> and R<SP>7</SP> are alkyl, alkylene or phenyl, Y is a carbonate and M is Na or K; (13-12)1,1<SP>1</SP>-azobis(1-(ethoxycarbonyloxy) cylohexane is made from sodium ethyl carbonate, N,N-dimethylformamide and 1,1<SP>1</SP>-azobis-(1- chlorocyclohexane); (14) 2-t-butylazo-2-(tbutylperoxycarbonyloxybutane is made from potassium t-butylperoxy carbonate, N,N-dimethylformamide and 2-t-butylazo-2-chlorobutane; and (19) 2-t-butylazo-2-t-butylperoxypropane was made from 2-t-butyl-azo-2-chloropropane and the potassium salt of t-butylhydroperoxide.