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US4017461A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for manufacturing liquid resinous furan-formaldehyde condensation products

Assignee: Qo Chemicals Inc
•
Filing: 1976-01-02
•
Granted: 1977-04-12
•
Expires: 1996-01-02
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Abstract

Abstract Liquid resinous condensation products are produced by contacting furan and formaldehyde in the presence of an acid catalyst while maintaining an excess of furan during the contacting. The method produces liquid resinous condensation products which are useful as binders in the manufacture of composite articles, or as binder modifiers.

Inventors

  • 👤 Andrew P. Dunlop
  • 👤 Rudy F. Macander

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 14:18
CPC Classifications
C; C08; C08G; C08G16/00; C08G16/02; C08G16/025; C08G16/0256

Claims Analysis

Total Claims: 34
Claim 1
Independent Claim 96 words
A method for producing a liquid resin comprising: contacting formaldehyde and a furan of the formula: ##STR2##where R, and R' are hydrogen, halogen, alkyl, phenyl, halogen-substituted phenyl, alkyl-substituted phenyl, carboxy, hydroxy-alkyl, or carboxyalkyl, and in which the alkyl substituents have from 1 to 10 carbons, said contacting takes place in the presence of a catalytically effective amount of acid catalyst for a period of time sufficient to produce a liquid resinous material, said furan being present during said contacting in a quantity sufficient to provide more than 1.1 mole of said furan per mole of formaldehyde.
Claim 2
Independent Claim 96 words
A method for producing a liquid resin comprising: contacting formaldehyde and a furan of the formula: ##STR2##where R, and R' are hydrogen, halogen, alkyl, phenyl, halogen-substituted phenyl, alkyl-substituted phenyl, carboxy, hydroxy-alkyl, or carboxyalkyl, and in which the alkyl substituents have from 1 to 10 carbons, said contacting takes place in the presence of a catalytically effective amount of acid catalyst for a period of time sufficient to produce a liquid resinous material, said furan being present during said contacting in a quantity sufficient to provide more than 1.1 mole of said furan per mole of formaldehyde.
Claim 3
Dependent Claim 12 words
The method of claim 1 in which said furan is furan, itself.
Claim 4
Dependent Claim 52 words
The method of claim 1 in which said contacting is for a sufficient time and at a sufficiently high temperature to effect a reaction of the furan to such an extent as to provide more than 75 percent of the theoretical conversion based on the formaldehyde initially present in the reaction mixture.
Claim 5
Dependent Claim 15 words
The method of claim 1 in which said contacting takes place at a superatmospheric pressure.
Claim 6
Dependent Claim 32 words
The method of claim 1 in which the mole ratio of the furan to formaldehyde is greater than 1.5 mole of furan per mole of formaldehyde at all times during said contacting.
Claim 7
Dependent Claim 30 words
The method of claim 1 in which said acid catalyst is a member selected from the group of carboxylic acids having a pKa of less than 3.0 at 30° C.
Claim 8
Dependent Claim 23 words
The method of claim 1 in which the formaldehyde is added to the reaction mixture in the form of an aqueous solution thereof.
Claim 9
Dependent Claim 15 words
The method of claim 1 in which said contacting takes place in an aqueous system.
Claim 10
Dependent Claim 28 words
The method of claim 1 wherein said contacting takes place at a temperature in excess of 50° C. and wherein said contacting takes place in a closed system.
Claim 11
Dependent Claim 21 words
The method of claim 1 in which the viscosity of said liquid resin is less than 25,000 cps at 30° C.
Claim 12
Independent Claim 57 words
The method of producing a liquid resin comprising: contacting furan and formaldehyde in the presence of a catalytically effective amount of acid catalyst for a period of time sufficient to produce a liquid resin said furan being present during said contacting in a quantity sufficient to provide 1.1 or more moles of furan per mole of formaldehyde.
Claim 13
Independent Claim 57 words
The method of producing a liquid resin comprising: contacting furan and formaldehyde in the presence of a catalytically effective amount of acid catalyst for a period of time sufficient to produce a liquid resin said furan being present during said contacting in a quantity sufficient to provide 1.1 or more moles of furan per mole of formaldehyde.
Claim 14
Dependent Claim 52 words
The method of claim 11 in which said contacting is for a sufficient time and at a sufficiently high temperature to effect a reaction of the furan to such an extent as to provide 75 percent or more of the theoretical conversion based on the formaldehyde initally present in the reaction mixture.
Claim 15
Dependent Claim 14 words
The method of claim 11 in which said contacting takes place at superatmospheric pressure.
Claim 16
Dependent Claim 35 words
The method of claim 11 in which the mole ratio of the furan to formaldehyde is maintained to provide 1.2 or more moles of furan per mole of formaldehyde at all times during said contacting.
Claim 17
Dependent Claim 26 words
The method of claim 11 in which said acid catalyst is a member selected from the group carboxylic acids having a pKa of less than 3.0.
Claim 18
Dependent Claim 23 words
The method of claim 11 in which the formaldehyde is added to the reaction mixture in the form of an aqueous solution thereof.
Claim 19
Dependent Claim 15 words
The method of claim 1 in which said contacting takes place in an aqueous system.
Claim 20
Dependent Claim 28 words
The method of claim 1 wherein said contacting takes place at a temperature in excess of 50° C. and wherein said contacting takes place in a closed system.
Claim 21
Dependent Claim 17 words
The method of claim 9 in which the viscosity of said resin is less than 25,000 cps.
Claim 22
Independent Claim 68 words
The method of producing a liquid resin comprising: contacting furan and formaldehyde in the presence of a catalytically effective amount of acid catalyst said contacting taking place at elevated temperature above 30° C. and for a period of time sufficient to produce a resinous material, said furan being present during said contacting in a quantity sufficient to provide 1.1 or more moles of furan per mole of formaldehyde.
Claim 23
Independent Claim 68 words
The method of producing a liquid resin comprising: contacting furan and formaldehyde in the presence of a catalytically effective amount of acid catalyst said contacting taking place at elevated temperature above 30° C. and for a period of time sufficient to produce a resinous material, said furan being present during said contacting in a quantity sufficient to provide 1.1 or more moles of furan per mole of formaldehyde.
Claim 24
Dependent Claim 14 words
The method of claim 20 in which said contacting takes place at superatmospheric pressure.
Claim 25
Dependent Claim 34 words
The method of claim 20 in which the mole ratio of the furan to formaldehyde is maintained at 1.2 or more moles of furan per mole of formaldehyde at all times during said contacting.
Claim 26
Dependent Claim 26 words
The method of claim 20 in which said acid catalyst is a member selected from the group carboxylic acids having a pKa of less than 3.0.
Claim 27
Dependent Claim 23 words
The method of claim 20 in which the formaldehyde is added to the reaction mixture in the form of an aqueous solution thereof.
Claim 28
Dependent Claim 15 words
The method of claim 20 in which said contacting takes place in an aqueous system.
Claim 29
Dependent Claim 28 words
The method of claim 20 wherein said contacting takes place at a temperature in excess of 50° C. and wherein said contacting takes place in a closed system.
Claim 30
Dependent Claim 19 words
The method of claim 20 wherein said contacting is continued for a sufficient time to produce a liquid resin.
Claim 31
Dependent Claim 14 words
The method of claim 20 in which said viscosity is less than 25,000 cps.
Claim 32
Dependent Claim 11 words
The resin produced in accordance with the method of claim 1.
Claim 33
Dependent Claim 11 words
The resin produced in accordance with the method of claim 11.
Claim 34
Dependent Claim 11 words
The resin produced in accordance with the method of claim 20.

References Cited (Backward Citations)

US2306924A Cited
US2450108A Cited
US2486392A Cited
US2601497A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-04-11 1980-10-11 1981-04-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-04-11 1984-10-11 1985-04-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-04-11 1988-10-11 1989-04-12 $7700.00 Window Closed / Lapsed

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