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US4045411A Expired / Lapsed US ⏱️ 0.0 years remaining

Mobile room-temperature stable acid catalyzed phenol formaldehyde resin compositions

Assignee: Cor Tech Research Ltd
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Filing: 1975-04-14
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Granted: 1977-08-30
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Expires: 1995-04-14
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Abstract

Abstract Thermosetting phenol-formaldehyde resins having novel structures and properties are described. In one embodiment, there is provided a novel thermosetting phenol-formaldehyde resin having benzyl ether linkages ortho to the phenolic hydroxyl group and characterized by its infra-red spectrum which exhibits absorption at wave numbers of about 1010 cm -1 , 1060 cm -1 and 1230 cm -1 . The infra-red spectrum has a particular ratio of absorbance at 1010 cm -1 , measured from a base line drawn between wave numbers of 1030 cm -1 and 950 cm -1 , to that at 1230 cm -1 , measured from a base line drawn between wave numbers of 1130 cm -1 and 1310 cm -1 which is less than about 0.1. These novel resins are prepared by the controlled addition of strong acids to thermosetting phenol-formaldehyde resins having the benzyl ether linkages and an infra-red spectrum exhibiting large adsorption at wave numbers of 1230 cm -1 , 1060 cm -1 and 1010 cm -1 , causing a decrease of at least 35% in the ratio of absorbance at 1010 cm -1 , measured from a base line drawn between wave numbers of 1030 cm -1 and 950 cm -1 to that at 1230 cm -1 , measured from a base line drawn between wave numbers of 1130 cm -1 and 1310 cm -1 , while leaving substantially unaltered the absorbance at wave numbers of 1230 cm -1 and 1060 cm -1 . These novel resins are capable of many applications and are normally tack-free, although the tack may be controlled by the addition of an organic solvent, such as phenol, thereto. In a second embodiment, the resins are formed at a mole ratio of formaldehyde to phenol of above 1.7:1 in an aqueous reaction medium. The resins form acid-catalyzed, room-temperature stable and mobile resins which may be applied as a one component curable system onto substrates for the formation of molded articles, such as rice husk boards.

Inventors

  • 👤 Ramesh C. Vasishth
  • 👤 Pitchaiya Chandramouli

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 14:49
CPC Classifications
C; C09; C09J; C09J161/00; C09J161/04; C09J161/06; B; B22; B22C; B22C1/00; B22C1/16; B22C1/20; B22C1/22; B22C1/2233; B22C1/2246; B22C1/2253; C08; C08G; C08G8/00; C08G8/04; C08G8/08; C08G8/10; C08L; C08L97/00; C08L97/02

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 71 words
A room temperature-stable, acid-catalyzed and mobile thermosetting phenol-formaldehyde resin capable of rapid cure at elevated temperature, formed by reaction of formaldehyde and phenol in an aqueous reaction medium in the presence of a metal carboxylate catalyst therefor at a mole ratio of formaldehyde to phenol of greater than about 1.7:1 and acid catalysis of the resin so formed, and having a viscosity of about 1000 to 40,000 cps at 75° F.
Claim 2
Dependent Claim 71 words
A room temperature-stable, acid-catalyzed and mobile thermosetting phenol-formaldehyde resin capable of rapid cure at elevated temperature, formed by reaction of formaldehyde and phenol in an aqueous reaction medium in the presence of a metal carboxylate catalyst therefor at a mole ratio of formaldehyde to phenol of greater than about 1.7:1 and acid catalysis of the resin so formed, and having a viscosity of about 1000 to 40,000 cps at 75° F.
Claim 3
Dependent Claim 16 words
The resin of claim 1 wherein said mole ratio is from about 1.8:1 to about 3.0:1.
Claim 4
Independent Claim 160 words
A method for the production of a room temperature-stable, mobile thermosetting phenol-formaldehyde resin capable of rapid cure at elevated temperature which comprises: reacting phenol and formaldehyde together in a mole ratio of formaldehyde to phenol greater than about 1.7 to 1 in an aqueous medium in the presence of a water-soluble metal carboxylate catalyst therefor to form a thermosetting phenolformaldehyde resin having benzyl ether linkages ortho to the phenolic hydroxyl group and an infra red spectrum which displays large absorption at wave numbers of 1230 cm -1 , 1060 cm -1 and 1030 -1 cm, reacting said resin with at least one strong acid to cause a decrease of at least 5% in said absorption at wave number of 1060 cm -1 and an increase of at least 5% in said absorption at wave number of 1030 cm -1 while leaving substantially unaffected said absorption at wave number of 1230 cm -1 , and isolating the phenol-formaldehyde resin so formed.
Claim 5
Independent Claim 160 words
A method for the production of a room temperature-stable, mobile thermosetting phenol-formaldehyde resin capable of rapid cure at elevated temperature which comprises: reacting phenol and formaldehyde together in a mole ratio of formaldehyde to phenol greater than about 1.7 to 1 in an aqueous medium in the presence of a water-soluble metal carboxylate catalyst therefor to form a thermosetting phenolformaldehyde resin having benzyl ether linkages ortho to the phenolic hydroxyl group and an infra red spectrum which displays large absorption at wave numbers of 1230 cm -1 , 1060 cm -1 and 1030 -1 cm, reacting said resin with at least one strong acid to cause a decrease of at least 5% in said absorption at wave number of 1060 cm -1 and an increase of at least 5% in said absorption at wave number of 1030 cm -1 while leaving substantially unaffected said absorption at wave number of 1230 cm -1 , and isolating the phenol-formaldehyde resin so formed.
Claim 6
Dependent Claim 27 words
The method of claim 3 wherein said phenol and formaldehyde are reacted together in a single step carried out wholly at a temperature above about 90° C.
Claim 7
Dependent Claim 13 words
The method of claim 3 wherein said strong acid is para-toluene sulfonic acid.

References Cited (Backward Citations)

US3485797A Cited
US3501552A Cited
US3535185A Cited
CA927041A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-08-29 1981-02-28 1981-08-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-08-29 1985-02-28 1985-08-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-08-29 1989-02-28 1989-08-30 $7700.00 Window Closed / Lapsed

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