Borden, Inc.

Borden Chemical, Inc.

Arthur H Gerber

Peter H Lemon

James G King

Henry Leoni

Graham Murray

David R Armbruster

S Raja Iyer

John G Taylor

There is disclosed N-substituted arylamino-phenol-formaldehyde condensates which are substantially free of water, contain not more than 2% by weight of a phenol and possess unobvious properties, e.g., which have the residues of an N-substituted arylamine and 1.5 to 3 moles of formaldehyde for each mole of the said arylamine, contain from about 35% to 63% by weight of phenol residue, contain at least 3.5% by weight of nitrogen, have a melt viscosity of less than 2,000 cps at 175&deg; C., a hydroxyl equivalent of about 195 to 220, a Methanol Tolerance of at least 40%, high solubility in organic solvents commonly used in epoxy formulations, and are self-catalyzing curatives for epoxy resins.

N-substituted arylamino-phenol-formaldehyde condensates

There is disclosed a triazine-phenol-aldehyde condensate which contains at least 15% of nitrogen, has a melt viscosity of not greater than 2,000 cps at 175&deg; C. and a solubility of at least 80% by weight at 25&deg; C. by the 90:10 methanol:water method. Also disclosed are methods for the manufacture of the condensate as well as its use in fire-retardant epoxy resin compositions suitable for the manufacture of laminates for electronic applications. Additionally, disclosed is a composition comprising a physical mixture of a triazine-phenol-aldehyde condensate with benzoguanamine and/or acetoguanamine wherein the mixture contains from about 0.5% to 20% of benzoguanamine, acetoguanamine and mixtures thereof based on the weight of the condensate. There is also disclosed a glycidylated triazine-phenol-aldehyde condensate of this invention.

High nitrogen containing triazine-phenol-aldehyde condensate

Glyoxal-phenolic condensates, epoxidized products thereof, as well as their method of manufacture are disclosed. The condensates and epoxidized products have exceptionally high fluorescence as well as good ultraviolet absorbance. There is also disclosed compositions and laminates containing the condensates and epoxidized products thereof.

Glyoxal-phenolic condensates with enhanced fluorescence

The specification discloses a method for the manufacture of a fluorescent polyphenolic product with high UV absorbance, its subsequent epoxidation as well as polyphenolic products and epoxidized derivatives and compositions thereof. The polyphenolic products are prepared by heating glyoxal at a temperature of about 80&deg; C. to about 100&deg; C. with a molar excess of a phenol in the presence of an acidic catalyst which is eliminated from the reaction mixture at a temperature below about 170&deg; C. The total mole ratio of glyoxal to phenol charged to the reaction mixture is about 0.15 to 0.22 moles of glyoxal for each mole of phenol. The glyoxal is added continuously or by stepwise additions to the phenol so as to keep the aldehyde units in the reaction mixture to less than about 70% of the aldehyde units in the total quantity of glyoxal to be charged for making the polyphenol. Water is distilled stepwise or continuously from the reaction mixture. The catalyst is removed from the reaction mixture by further distilling the reaction mixture, generally at higher temperatures. After removal of the catalyst, unreacted phenol is removed by distillation and the reaction mixture is heated at a temperature of about 175&deg; C. to 20&deg; C. for about 0.25 hours to about 3 hours to produce a polyphenolic reaction product having high fluorescence, high UV absorbance and high solubility in organic solvents. The polyphenolic reaction product can be epoxidized by conventional means and such epoxy products used in the manufacture of laminates, coatings and adhesives.

Phenol-novolacs with improved optical properties

A catalyst composition comprising trifluoromethanesulfonic acid (also referred to as triflic acid) and a sufficient quantity of a substance (also referred to as a retarder) to decrease but not eliminate the catalytic activity of the acid is disclosed. Also disclosed, is a method and composition for condensing a hydroxyaryl with a diene by use of the catalyst composition. The method is capable of producing condensates having: a mole ratio of 1 mole of the diene to one mole of the hydroxyaryl; one mole of diene to two moles of the hydroxyaryl as well as higher molecular weight products such as resins by changes in temperature, time of reaction, type and quantity of retarder and other variables.

Diolefin/hydroxyaryl condensates and catalyst therefor

The specification discloses a method for the manufacture of a fluorescent polyphenolic product with high UV absorbance, its subsequent epoxidation, polyphenolic products, epoxidized derivatives and compositions thereof as well as laminates containing fluorescent polyphenolic products and derivatives thereof. The polyphenolic products are prepared by heating glyoxal at a temperature of about 80&deg; C. to about 100&deg; C. with a molar excess of a phenol in the presence of an acidic catalyst which is eliminated from the reaction mixture at a temperature below about 170&deg; C. The total mole ratio of glyoxal to phenol charged to the reaction mixture is about 0.15 to 0.22 moles of glyoxal for each mole of phenol. The glyoxal is added continuously or by stepwise additions to the phenol so as to keep the aldehyde units in the reaction mixture to less than about 70% of the aldehyde units in the total quantity of glyoxal to be charged for making the polyphenol. Water is distilled stepwise or continuously from the reaction mixture. The catalyst is removed from the reaction mixture by further distilling the reaction mixture, generally at higher temperatures. After removal of the catalyst, unreacted phenol is removed by distillation and the reaction mixture is heated at a temperature of about 175&deg; C. to 200&deg; C. for about 0.25 hours to about 3 hours to produce a polyphenolic reaction product having high fluorescence, high UV absorbance and high solubility in organic solvents. The polyphenolic reaction product can be epoxidized by conventional means and such epoxy products used in the manufacture of laminates, coatings and adhesives.

The specification discloses a method for the manufacture of a fluorescent polyphenolic product with high UV absorbance, its subsequent epoxidation as well as polyphenolic products and epoxidized derivatives and compositions thereof. The polyphenolic products are prepared by heating glyoxal at a temperature of about 80&deg; C. to about 100&deg; C. with a molar excess of a phenol in the presence of an acidic catalyst which is eliminated from the reaction mixture at a temperature below about 170&deg; C. The total mole ratio of glyoxal to phenol charged to the reaction mixture is about 0.15 to 0.22 moles of glyoxal for each mole of phenol. The glyoxal is added continuously or by stepwise additions to the phenol so as to keep the aldehyde units in the reaction mixture to less than about 70% of the aldehyde units in the total quantity of glyoxal to be charged for making the polyphenol. Water is distilled stepwise or continuously from the reaction mixture. The catalyst is removed from the reaction mixture by further distilling the reaction mixture, generally at higher temperatures. After removal of the catalyst, unreacted phenol is removed by distillation and the reaction mixture is heated at a temperature of about 175&deg; C. to 200&deg; C. for about 0.25 hours to about 3 hours to produce a polyphenolic reaction product having high fluorescence, high UV absorbance and high solubility in organic solvents. The polyphenolic reaction product can be epoxidized by conventional means and such epoxy products used in the manufacture of laminates, coatings and adhesives.

The specification discloses epoxidized products and compositions of a polyphenol of a phenol and glyoxal wherein the polyphenol prior to epoxidation has an ultraviolet (UV) absorbance of at lest 0.260 at 365 nanometers (nm) and/or at least 0.400 at 350 nm. The specification also discloses the manufacture and use of such epoxidized products,

The specification discloses a method for the manufacture of a fluorescent polyphenolic product with high UV absorbance, its subsequent epoxidation as well as polyphenolic products and epoxidized derivatives and compositions thereof. The polyphenolic products are prepared by heating glyoxal at a temperature of about 80.degree. C. to about 100.degree. C. with a molar excess of a phenol in the presence of an acidic catalyst which is eliminated from the reaction mixture at a temperature below about 170.degree. C. The total mole ratio of glyoxal to phenol charged to the reaction mixture is about 0.15 to 0.22 moles of glyoxal for each mole of phenol. The glyoxal is added continuously or by stepwise additions to the phenol so as to keep the aldehyde units in the reaction mixture to less than about 70% of the aldehyde units in the total quantity of glyoxal to be charged for making the polyphenol. Water is distilled stepwise or continuously from the reaction mixture. The catalyst is removed from the reaction mixture by further distilling the reaction mixture, generally at higher temperatures. After removal of the catalyst, unreacted phenol is removed by distillation and the reaction mixture is heated at a temperature of about 175.degree. C. to 200.degree. C. for about 0.25 hours to about 3 hours to produce a polyphenolic reaction product having high fluorescence, high UV absorbance and high solubility in organic solvents. The polyphenolic reaction product can be epoxidized by conventional means and such epoxy products used in the manufacture of laminates, coatings and adhesives.

Reactive diluents for acid curable phenolic compositions

A binder composition of a phenolic novolac resin and a (lower) alkoxylated triazine-formaldehyde resin curing agent is disclosed. The triazine resins have sufficient carbon atoms in the alkoxy groups so as to provide a curing agent having a water solubility of less than 15%. The binder cures at high temperatures so as to provide improved flow and prolonged workability to the composition. The compositions are useful in refractory applications having a need for high temperature curing agents such as for maintenance and repair within refractory vessels by gunning/spraying, manufacture of electrodes by the Soderberg method, and for use in blast furnace tap holes.

Curatives for phenolic novolacs

A binder solution of a phenolic novolak resin in solvent, preferably furfuryl alcohol containing at least one chemical agent such as amines containing one to five, preferably two to four, nitrogen atoms, glycerine or mixtures thereof. Preferably, the binder solution contains about 0.2 to about 1.5 weight percent water. The binder solution is for binding refractory objects, preferably those containing doloma (calcined dolomite) aggregate. Methods of mixing these ingredients and using the mixture are also disclosed. Bricks made from the doloma aggregate mixed with the binder solution show good ambient temperature green strength and enhanced modulus of rupture after curing and coking.

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Louisville, KY, United States of America

Arthur H Gerber