US4013605A — Phenolic resins from alkyl substituted dimethylol…

Claim 1

Independent Claim 122 words

A process for the preparation of a flexible phenolic resin which comprises randomly and substantially alternately co-condensing A) a dimethylol derivative of a mononuclear monohydric alkylphenol, being substituted by one or two alkyl groups having from 1 to 20 carbon atoms, with B) a methylol derivative of a polyfunctional mono- to trihydric, mono- to trinuclear phenol having at least 3 functional groups in ortho- and para-position in which derivative at least half of the reactive hydrogen atoms in the polyfunctional phenol are substituted by methylol groups and wherein the ratio of the methylol groups of the derivative of the polyfunctional phenol compound B) in said resin per mol of the dimethylolalkyl phenol compound A) in said resin is from 1.4:1 to 6:1

Claim 2

Dependent Claim 122 words

A process for the preparation of a flexible phenolic resin which comprises randomly and substantially alternately co-condensing A) a dimethylol derivative of a mononuclear monohydric alkylphenol, being substituted by one or two alkyl groups having from 1 to 20 carbon atoms, with B) a methylol derivative of a polyfunctional mono- to trihydric, mono- to trinuclear phenol having at least 3 functional groups in ortho- and para-position in which derivative at least half of the reactive hydrogen atoms in the polyfunctional phenol are substituted by methylol groups and wherein the ratio of the methylol groups of the derivative of the polyfunctional phenol compound B) in said resin per mol of the dimethylolalkyl phenol compound A) in said resin is from 1.4:1 to 6:1

Claim 3

Dependent Claim 61 words

The process of claim 1 wherein the methylol groups of at least one of A) the dimethylolalkyl phenol having an alkyl group of up to 6 carbon atoms and B) the methylol derivative of the polyfunctional phenol having at least 2.5 methylol groups are at least partially etherified with a mono- or polyhydric aliphatic alcohol having up to 20 carbon atoms.

Claim 4

Dependent Claim 39 words

The process of claim 1 wherein the methylol compounds A) and B) have been obtained in one vessel by methylolization of said alkyl phenol and subsequently by methylolating said polyfunctional phenol and the subjecting the mixture to a co-condensation.

Claim 5

Dependent Claim 40 words

The process of claim 1 wherein in the methylol derivative B) the phenol group is a reaction product of formaldehyde and phenol in the presence of 0.1 to 1 equivalent, based upon the phenol compound, of an alkali metal hydroxide.

Claim 6

Dependent Claim 26 words

The process of claim 1 wherein in the methylol derivative B) the phenol group has been obtained at a temperature of from 0° to 80° C.

Claim 7

Dependent Claim 25 words

The process of claim 1 wherein at least 60% of the hydrogen atoms in the polyfunctional phenols reactive to formaldehyde are substituted by methylol groups.

Claim 8

Dependent Claim 27 words

The process of claim 1 wherein the dimethylolalkyl phenol is condensed with the methylol derivative of the polyfunctional phenol in a molar proportion of 1:0.5 to 1:3.

Claim 9

Dependent Claim 31 words

The process of claim 1 wherein the methylol compounds are obtained by separately methylolating an alkyl phenol and a polyfunctional phenol and both methylol compounds are subsequently subjected to a co-condensation.

Claim 10

Dependent Claim 34 words

The process of claim 1 wherein the co-condensation of the methylol compounds is performed by heating the components at a temperature of from 70° to 190° C and in the presence of a solvent.

Claim 11

Dependent Claim 108 words

A coating composition containing a mixture of A) a dimethylol derivative of a mononuclear, monohydric alkylphenol, being substituted by one or two alkyl groups having from 1 to 20 carbon atoms, with B) a methylol derivative of a polyfunctional mono- to trihydric, mono- to trinuclear phenol having at least 3 functional groups in ortho- and para-position in which derivative at least half of the reactive hydrogen atoms in the polyfunctional phenol are substituted by methylol groups and wherein the ratio of the methylol groups of the derivative of the polyfunctional phenol in said mixture per mol of the dimethylolalkyl phenol in said mixture is from 1.4:1 to 6:1.

Claim 12

Dependent Claim 108 words

A coating composition containing a mixture of A) a dimethylol derivative of a mononuclear, monohydric alkylphenol, being substituted by one or two alkyl groups having from 1 to 20 carbon atoms, with B) a methylol derivative of a polyfunctional mono- to trihydric, mono- to trinuclear phenol having at least 3 functional groups in ortho- and para-position in which derivative at least half of the reactive hydrogen atoms in the polyfunctional phenol are substituted by methylol groups and wherein the ratio of the methylol groups of the derivative of the polyfunctional phenol in said mixture per mol of the dimethylolalkyl phenol in said mixture is from 1.4:1 to 6:1.

Claim 13

Dependent Claim 16 words

The composition of claim 10 which also contains an organic solvent or water as a solvent.

Claim 14

Dependent Claim 129 words

A flexible phenolic resin comprising randomly substantially alternately arranged co-condensed A) dimethylol phenol monomers of a mononuclear, monohydric alkylphenol having one or two alkyl groups having from 1 to 20 carbon atoms and B) methylol monomers of a polyfunctional mono- to trihydric, mono- to trinuclear phenol having at least 3 functional groups in ortho- and para-position in which functional groups at least half of the reactive hydrogen atoms in the polyfunctional phenol are substituted by methylol groups, in which the ratio of the methylol groups of the polyfunctional phenol in the resin per mol of dimethylolalkyl phenol in the resin is from 1.4:1 to 6:1 and the respective monomers are randomly substantially alternately arranged in said resin so that said resin contains at most minor amounts of self-condensated monomers

Claim 15

Dependent Claim 129 words

A flexible phenolic resin comprising randomly substantially alternately arranged co-condensed A) dimethylol phenol monomers of a mononuclear, monohydric alkylphenol having one or two alkyl groups having from 1 to 20 carbon atoms and B) methylol monomers of a polyfunctional mono- to trihydric, mono- to trinuclear phenol having at least 3 functional groups in ortho- and para-position in which functional groups at least half of the reactive hydrogen atoms in the polyfunctional phenol are substituted by methylol groups, in which the ratio of the methylol groups of the polyfunctional phenol in the resin per mol of dimethylolalkyl phenol in the resin is from 1.4:1 to 6:1 and the respective monomers are randomly substantially alternately arranged in said resin so that said resin contains at most minor amounts of self-condensated monomers

Claim 16

Dependent Claim 10 words

An article coated with the phenolic resin of claim 12.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1980-03-21	1980-09-20	1981-03-22	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1984-03-21	1984-09-20	1985-03-22	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1988-03-21	1988-09-20	1989-03-22	$7700.00	Window Closed / Lapsed

Phenolic resins from alkyl substituted dimethylolphenols

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