Jun. 16,2016  5  US 2016/0168306 Al  (III)  (IV)  [0051]  When the phenol monomer is used as both the acid  catalyst and as the phenol monomer, the reaction to form the  condensate may be considered self-catalyzing, and under  such circumstances a separate acid and/or base catalyst is not  needed.  [0052]  Optionally, additional compounds may be used with  the reaction mixture and/or the epoxy resin. One additional  compound is a stabilizer that may be a non-reactive diluent  that can reduce the viscosity of the condensate or resin. The  stabilizer may be an organic compound, and may be cyclical,  acyclical, aliphatic, or aromatic in form. Suitable stabilizers  may include, and are not limited to, the following classes of  compounds: esters, hydroxyaryl moieties, dihydroxyaryl  moieties, amides, alcohols, ketones, and combinations and  subsets thereof. Examples of suitable stabilizer groups  include alkylphenols, glycols, glycol ethers, and combina› tions and subsets thereof. Examples of stabilizers include  compounds selected from the group of cresol, N-methyl pyr› rolidone, phenol, hydroquinone, triethylcitrate, butyrolac› tone, glycerol, ethylene glycol, and combinations thereof.  The stabilizer may be added to the reaction mixture from 0.1  wt. % to 2 wt. % of the reaction mixture, such as the triazine› phenol-aldehyde condensate. The stabilizer is preferably  added when a solid of the condensate is to be formed and  maintained.  If  a liquid solution of the condensate is to be  performed, preferably a solvent is added to the condensate.  [0053]  Optionally, a base catalyst may be introduced with  the acid catalyst described herein. The quantity of base cata› lyst, also referred to as a catalytically effective quantity of  amine catalyst, will typically vary from about 0.01 % to about  1 % based on the weight of the arylhydroxy monomer charged  and preferably from about 0.08% to about 0.3%, for example,  from about 0.1 % to about 0.2%. The base catalyst may have  a pK basicity, or pKb from about 7 to about 11.5.  [0054]  The  base  catalyst  may  be an  aliphatic,  a  cycloaliphatic, and/or a heterocyclic amine having a pK  basicity (pKb) of 10 or more, and may further be a secondary  or tertiary amine. A tertiary amine may have the formula R$_{3}$N,  with each R may be an alkyl functional group having one to  seven carbon atoms, and the nitrogen atom may be part of a  heterocyclic ring. In this regard, each of the alkyl groups may  be the same or different. A secondary amine having a pKb of  10 or more may have the formula R$_{1 }$R$_{2}$NH, with each R may  be an alkyl functional group of2 to 4 carbon atoms. Examples  of amines for use as the base catalyst include triethylamine,  tributylamine, N-ethyl piperidine, 2-di(n-butylamino )etha› nol, 2-di(isopropylamino) ethanol, N-methylpyrrolidine,  N,N-dimethyl cyclohexylamine, diethylamine, di-n-buty› lamine, diisopropylamine, piperidine, pyrrolidine, and com› bination thereof.  [0055]  Examples of amines having a pK basicity of less  than 10 include, and are not limited to, N-methylmorpholine,  N-methyl diethanolamine, triethanolamine, N,N’-dimeth› ylpiperazine, 4-methylpyridine, 2,4-dimethylpyridine, N,N› diethylaniline, and N,N-dimethylbenzylamine, and combina› tions thereof, may be used as the base catalyst.  [0056]  In one embodiment, the triazine-arylhydroxy-alde› hyde condensate may be represented by the following for› mula:  The Triazine-Arylhydroxy-Aldehyde Condensate  [0057]  The R$_{7 }$and Rs functional groups of the formula (III)  may each independently be a hydrogen atom or a functional  group having formula (IV):  where n may be an integer of  O  to 20 and X is an integer of 1  or 2. The Rs and R$_{6 }$ functional groups may be independently  a hydrogen atom or a functional group selected from the  group of an alkyl group having 1 to 4 carbon atoms, an alkyl  group having 1 to 4 carbon atoms with at least one carbon  atom being substituted with a hydroxybenzene group, an  alkoxy group having 1 to 4 carbon atoms, a phenyl group, a  hydroxybenzene, and combinations and subsets thereof. The  Rs and R$_{6 }$ functional groups may jointly form a common  aromatic ring with or without a hydroxyl group.  [0058]  The R$_{7 }$ and Rs functional groups may also jointly  form a benzoxazine functional group represented by the for› mula:  (V)  [0059]  In Formula (V), the Rs and R$_{6 }$functional groups are  described above with regard to formula (IV), and Y is an  integer of  O  or 1. The benzoxazine functional group may be  formed during the high pKa process as described herein when  the triazine monomer and aldehyde monomer comprise an  aldehyde modified triazine monomer such as HMMM. Also,  the benzoxazine functional group may be formed when the  para position of the phenol monomer is not available for  reacting with the aldehyde as in a para substituted phenol  monomer such as para-cresol.  If  the Rs functional group is not  part of formula (V), the Rs functional group may be a hydro› gen atom or a functional group having the formula (IV).  [0060]  If  the R$_{7 }$ and Rs functional groups of the formula  (III) are both hydrogen atoms, then between the R$_{9 }$ and R$_{10 }$ functional groups of the formula (III), at least one of the R$_{9 }$ and R$_{10 }$functional groups may be a functional group having  the formula  (V) or may be a functional group selected from 