Phenolic resin composition

A phenolic resin composition comprising

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxyl groups and containing one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group,
• (2) an unesterified phenolic novolak resin, and
• (3) a sufficient quantity of a base to render alkaline a mixture of all three components (1), (2) and (3), in the presence of water:
• wherein said resin in said mixture is curable in an alkaline condition of said mixture in the presence of a polar liquid and
• wherein said esterified phenolic compound is selected from the group consisting of 2,4,6-trimethylolpenol tetraacetate, 2,6-dimethylol-p-cresol triacetate, 2,6-dimethylolphenol triacetate and 2,2',6,6'-tetramethylol-Bisphenol A hexaacetate.

A phenolic resin composition comprising a mixture of

• (1) 2,4,6-tri(acetoxymethyl)phenol acetate, and
• (2) a phenolic novolak resin comprising 2,6-bis(o-hydroxy benzyl)phenol,
• (3) a sufficient quantity of a base to render alkaline a mixture of components (1), (2) and (3) in the presence of water,
• said resin in said mixture being curable in an alkaline condition in the presence of a polar liquid.

A phenolic resin composition comprising a mixture of

• (1) 2,4,6-tri(acetoxymethyl)phenol acetate, and
• (2) a phenolic novolak resin comprising 2,6-bis(O-hydroxy benzyl)phenol,
• (3) a sufficient quantity of a base to render alkaline a mixture of components (1), (2) and (3) in the presence of water.
• said resin in said mixture being curable in an alkaline condition in the presence of a polar liquid wherein said resin in said mixture is curable at room temperature in the presence of a mixture of polar liquids comprising ethylene glycol and phenoxyethanol.

A phenolic resin composition of ingredients that upon admixture are curable at ambient temperature comprising:

• (1) an esterified phenol-formaldehyde resole resin containing one or more phenolic hydroxy groups and/or one or more esterified phenolic hydroxyl groups and containing one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group,
• (2) an unesterified phenolic novolak resin, and
• (3) a sufficient quantity of a base to render said composition alkaline and curable;
• wherein the one or more esterified methylol groups of (1) contain ester functionalities generated from a functionality selected from the group consisting of formate, acetate, acetoacetate, acrylate, propionate, lactate, crotonate, methacrylate, butyrate, isobutyrate, caproate, caprylate, benzoate, toluate, p-amino-benzoate, p-hydroxybenzoate, salicylate, cinnamate, laurate, myristate, palmitate, oleate, ricinoleate, stearate, oxalate, succinate, fumarate, adipate, phthalate, azelate, sebacate, and mixtures thereof.

A phenolic resin composition of ingredients that upon admixture are curable at ambient temperature comprising:

• (1) an esterified phenol-formaldehyde resole resin containing one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxy groups and containing one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group,
• (2) an unesterified phenolic novolak resin, and
• (3) a sufficient quantity of a base to render said composition alkaline and curable in the presence of water and/or other polar liquid
• wherein said phenolic novolak resin has a free phenol content of less than 2% and
• wherein said esterified phenolic compound is selected from the group consisting of 2,4,6-trimethylolphenol tetraacetate, 2,6-dimethylol-p-cresol triacetate, 2,6-dimethylolphenol triacetate and 2,2',6,6'-tetramethylol-Bisphenol A hexaacetate.

A phenolic resin composition of ingredients that upon admixture are curable at ambient temperature comprising:

• (1) an esterified phenol-formaldehyde resole resin containing one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxyl groups and containing one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group, or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group,
• (2) an unesterified phenolic novolak resin, and
• (3) a sufficient quantity of a base to render said composition alkaline and curable;
• wherein the one or more esterified methylol groups of (1) contain ester functionalities generated from a functionality selected from the group consisting of formate, acetate, acetoacetate, acrylate, propionate, lactate, crotonate, methacrylate, butyrate, isobutyrate, caproate, caprylate, benzoate, toluate, p-amino-benzoate, p-hydroxybenzoate, salicylate, cinnamate, laurate, myristate, palmitate, oleate, ricinoleate, stearate, oxalate, succinate, fumarate, adipate, phthalate, azelate, sebacate, and mixtures thereof and wherein said base is selected from the oxides and hydroxides of potassium, sodium, lithium, calcium and magnesium.

A phenolic resin composition comprising a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxyl groups and containing one or more esterified methylol group positioned ortho and/or para to a phenolic hydroxyl group of esterified phenol hydroxyl group, and
• (2) an unesterified phenolic novolak resin, and
• (3) a base;
• wherein the one or more esterified methylol groups of (1) contain ester functionalities generated from a functionality selected from the group consisting of formate, acetate, acetoacetate, acrylate, propionate, lactate, crotonate, methacrylate, butyrate, isobutyrate, caproate, caprylate, benzoate, toluate, p-amino-benzoate, p-hydroxybenzoate, salicylate, cinnamate, laurate, myristate, palmitate, oleate, ricinoleate, stearate, oxalate, succinate, fumarate, adipate, phthalate, azelate, sebacate, and mixtures thereof, and
• wherein said mixture undergoes reaction in an alkaline condition of said mixture upon saponification of said esterified compound and in the presence of a polar solvent, to produce a cured phenolic resin composition.

A phenolic resin composition comprising a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxyl groups and containing one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenol hydroxyl group, and
• (2) an unesterified phenolic novolak resin, and
• (3) a base;
• wherein said mixture undergoes reaction in an alkaline condition of said mixture upon saponification of said esterified compound and in the presence of a polar solvent, to produce a cured phenolic resin composition, wherein said esterified phenolic compound is selected from the group consisting of 2-acetyloxymethyl phenol, 2-methacryloyloxymethyl phenol, 2-salicyloyloxymethyl phenol, 2-acetyloxymethyl phenol acetate, 2,6-diacetyloxymethyl p-cresol, 2,6-diacetyloxymethyl p-cresol acetate, 2,6-diacetoactyloxymethyl p-cresol, 2,4,6-triacetyloxymethyl phenol acetate, 2,6-diacetyloxymethyl phenol acetate, 2,2',6,6'-tetraacetyloxymethyl Bisphenol A, and 2,2',6,6'-tetraacetyloxymethyl Bisphenol A diacetate.

A phenolic resin composition comprising a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxyl groups and containing one of more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenol hydroxyl group, and
• (2) an unesterified phenolic novolak resin, and
• (3) a base;
• wherein the one or more esterified methylol groups of (1) contain ester functionalities generated from a functionality selected from the group consisting of formate, acetate, acetoacetate, acrylate, propionate, lactate, crotonate, methacrylate, butyrate, isobutyrate, caproate, caprylate, benzoate, toluate, p-amino-benzoate, p-hydroxybenzoate, salicylate, cinnamate, laurate, myristate, palmitate, oleate, ricinoleate, stearate, oxalate, succinate, fumarate, adipate, phthalate, azelate, sebacate, and mixtures thereof, and
• wherein said mixture undergoes reaction in an alkaline condition of said mixture upon saponification of said esterified compound and in the presence of a polar solvent, to produce a cured phenolic resin composition, and wherein said esterified phenolic compound contains one or more acetyloxymethyl groups or formyloxymethyl groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group.

A method for making a cured phenolic resin composition comprising reacting a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group,
• (2) an unesterified phenolic novolac resin, and
• (3) a base, sufficient to adjust said mixture to a basic condition,
• wherein the one or more esterified methylol groups of (1) contain ester functionalities generated from a functionality selected from the group consisting of formate, acetate, acetoacetate, acrylate, propionate, lactate, crotonate, methacrylate, butyrate, isobutyrate, caproate, caprylate, benzoate, toluate, p-amino-benzoate, p-hydroxybenzoate, salicylate, cinnamate, laurate, myristate, palmitate, oleate, ricinoleate, stearate, oxalate, succinate, fumarate, adipate, phthalate, azelate, sebacate, and mixtures thereof, and
• wherein said resin in said mixture is curable in an alkaline condition of said mixture and in the presence of a polar liquid.

A method for making a cured phenolic resin composition comprising reacting a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenol hydroxyl group.
• (2) an unesterified phenolic novolak resin, and
• (3) a base, sufficient to adjust said mixture to a basic condition,
• wherein said resin in said mixture being curable in an alkaline condition of said mixture and in the presence of a polar liquid and wherein said esterified phenolic compound is selected from the group consisting of 2,4,6-trimethylolphenol tetraacetate, 2,6-dimethylol-p-cresol triacetate, 2,6-dimethylolphenol triacetate and 2,2',6,6'-tetramethylol-Bisphenol A hexaacetate.

A method for making a cured phenolic resin composition comprising reacting a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenol hydroxyl group.
• (2) an unesterified phenolic novolak resin, and
• (3) a base, sufficient to adjust said mixture to a basic condition.
• said resin in said mixture is curable in an alkaline condition of said mixture and in the presence of a polar liquid wherein said esterified phenolic compound is selected from the group consisting of 2-acetyloxymethyl phenol, 2-methacryloyloxymethyl phenol, 2-salicyloyloxymethyl phenol, 2-acetyloxymethyl phenol acetate, 2,6-diacetyloxymethyl p-cresol, 2,6-diacetyloxymethyl p-cresol acetate, 2,4,6-triacetyloxymethyl phenol, 2,4,6-triacetyloxymethyl phenol acetate, 2,6-diacetyloxymethyl phenol acetate, 2,2',6,6'-tetraacetyloxymethyl Bisphenol A, and 2,2',6,6'-tetraacetyloxymethyl Bisphenol A diacetate.

A method for making a cured phenolic resin composition comprising reacting a mixture of

• (1) an esterified phenolic compound containing one or more phenolic hydroxyl groups and/or one or more esterified methylol groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenol hydroxyl group,
• (2) an unesterified phenolic novolak resin, and
• (3) a base, sufficient to adjust said mixture to a basic condition,
• wherein said resin in said mixture is curable in an alkaline condition of said mixture and in the presence of a polar liquid wherein said esterified phenolic compound is selected from the group consisting of 2-acetyloxymethyl phenol, 2-methacryloyloxymethyl phenol, 2-salicyloyloxymethyl phenol, 2-acetyloxymethyl phenol acetate, 2,6-diacetyloxymethyl p-cresol, 2,6-diacetyloxymethyl p-cresol acetate, 2,4,6-triacetyloxymethyl phenol, 2,4,6-triacetyloxymethyl phenol acetate, 2,6-diacetyloxymethyl phenol acetate, 2,2',6,6'-tetraacetyloxymethyl Bisphenol A, and 2,2',6,6'-tetraacetyloxymethyl Bisphenol A diacetate,
• wherein said esterified phenolic compound comprises an esterified methylol group-containing derivative of a condensation reaction product obtained by reacting formaldehyde and a mononuclear phenol using a molar excess of said formaldehyde is the presence of a basic catalyst, wherein said phenol is selected from the group consisting of phenol, o-, m-, or p-cresol, 2,5-xylen-ol, resorcinol, phloroglucinol, pyrogallol and mixtures thereof, wherein the said derivative contains one or more phenolic hydroxyl groups and/or one or more esterified phenolic hydroxyl groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group, wherein said esterified phenolic compound is an esterified or partially esterified phenol-formaldehyde resole resin and wherein said esterified phenolic compound contains one or more acetyloxymethyl groups or formyloxyethyl groups positioned ortho and/or para to a phenolic hydroxyl group or esterified phenolic hydroxyl group.