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US4096108A Expired / Lapsed US ⏱️ 0.0 years remaining

Thermosettable resins and frictional materials made therefrom

Assignee: Dow Chemical Co
•
Filing: 1976-05-17
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Granted: 1978-06-20
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Expires: 1996-05-17
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Abstract

Abstract Superior frictional materials are formed by heating under pressure in the presence of a filler, e.g., asbestos, and a source of formaldehyde, e.g., hexamethylenetetramine, the polymers formed by reacting (1) a mixture of compounds selected from the group having the formula R.sub.1 --A--CH.sub.2 --OCH.sub.2 --.sub.y A--.sub.x CH.sub.2 --OCH.sub.2 -- y R 3 wherein each A is an independently selected aromatic radical having the formula ##STR1## WHEREIN EACH R 1 represents an independently selected radical from the group consisting of hydrogen, --CH 2 --OCH 2 -- y R 3 ; each R 2 represents an independently selected radical selected from the group consisting of R 1 , halogen or an alkyl group of 1 to 10 carbon atoms; R 3 represents a radical selected from the group consisting of hydrogen, methoxy, ethoxy, propoxy or --A--H; x represents an integer from 0 to 60; y represents an integer from 0 to 4; z represents an integer from 0 to 2; and B represents oxygen or sulfur; provided that if x is 0 and A is diphenyloxide, then y must be 1 or greater; which mixture may contain up to 50% by weight unreacted aromatic HAH; with (2) at least one monomeric reactant selected from the group ##STR2## WHEREIN R represents hydrogen, alkyl or aryl of 1 to 20 carbon atoms and ##STR3## M REPRESENTS AN INTEGER FROM 1 TO 3; O REPRESENTS AN INTEGER FROM 1 TO 5; P REPRESENTS AN INTEGER FROM 0 TO 3; B represents oxygen, sulfur or C 1 to C 3 alkylidene and q represents an integer from 0 to 1; and finally with (3) formaldehyde in the presence of an acid catalyst at a temperature of from between about 90° C to about 190° C for from several minutes to several hours.

Inventors

  • 👤 Benton Paul Webb
  • 👤 Donald Louis Nelson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:55
CPC Classifications
C; C08; C08G; C08G16/00; C08G16/02; C08G16/0212; C08G16/0218; C08L; C08L61/00; C08L61/34; F; F16; F16D; F16D69/00; F16D69/02; F16D69/021

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 96 words
An improved frictional material which comprises a filler material and a cured modified novolac, prepared by reacting 1. a methoxy functional diaryl compound with 2. a phenolic compound and 3. formaldehyde in the presence of 4. an acid catalyst at a temperature of from about 90° to about 190° C for from several minutes to several hours to form a modified novolac, grinding said novolac and mixing with a source of formaldehyde and said filler material, curing said mixture in a mold and heating under pressure for a sufficient time to form said improved frictional material.
Claim 2
Dependent Claim 96 words
An improved frictional material which comprises a filler material and a cured modified novolac, prepared by reacting 1. a methoxy functional diaryl compound with 2. a phenolic compound and 3. formaldehyde in the presence of 4. an acid catalyst at a temperature of from about 90° to about 190° C for from several minutes to several hours to form a modified novolac, grinding said novolac and mixing with a source of formaldehyde and said filler material, curing said mixture in a mold and heating under pressure for a sufficient time to form said improved frictional material.
Claim 3
Dependent Claim 17 words
The composition of claim 1 wherein the methoxy functional diaryl compound is a methoxy functional diphenyl oxide.
Claim 4
Dependent Claim 24 words
The composition of claim 2 wherein the phenolic compound is selected from the group consisting of phenol, cashew nut shell liquid, and mixtures thereof.
Claim 5
Dependent Claim 11 words
The composition of claim 3 wherein the filler material is asbestos.
Claim 6
Dependent Claim 12 words
The composition of claim 4 wherein the source of formaldehyde is hexamethylenetetramine.
Claim 7
Dependent Claim 31 words
The composition of claim 1 wherein the curing is accomplished by heating at a temperature of from about 170° to about 260° C at a pressure of 500 to 2500 psi.
Claim 8
Dependent Claim 20 words
The composition of claim 3 wherein the acid catalyst is a mixture of oxalic acid and an aromatic sulfonic acid.
Claim 9
Dependent Claim 14 words
The composition of claim 3 wherein the acid catalyst is an aromatic sulfonic acid.
Claim 10
Dependent Claim 14 words
The composition of claim 3 wherein the acid catalyst is a strong mineral acid.
Claim 11
Dependent Claim 18 words
A process for preparing an improved frictional material which comprises reacting 1. a methoxy functional diaryl compound with
Claim 12
Dependent Claim 18 words
A process for preparing an improved frictional material which comprises reacting 1. a methoxy functional diaryl compound with
Claim 13
Dependent Claim 70 words
a phenolic compound and 3. formaldehyde in the presence of 4. an acid catalyst at a temperature of from about 90° to about 190° C for from several minutes to several hours to form a modified novolac, grinding said novolac and mixing with a source of formaldehyde and filler material, curing said mixture in a mold and heating under pressure for a sufficient time to form said improved frictional material.
Claim 14
Dependent Claim 70 words
a phenolic compound and 3. formaldehyde in the presence of 4. an acid catalyst at a temperature of from about 90° to about 190° C for from several minutes to several hours to form a modified novolac, grinding said novolac and mixing with a source of formaldehyde and filler material, curing said mixture in a mold and heating under pressure for a sufficient time to form said improved frictional material.
Claim 15
Dependent Claim 17 words
The process of claim 10 wherein the methoxy functional diaryl compound is a methoxy functional diphenyl oxide.
Claim 16
Dependent Claim 24 words
The process of claim 11 wherein the phenolic compound is selected from the group consisting of phenol, cashew nut shell liquid, and mixtures thereof.
Claim 17
Dependent Claim 11 words
The process of claim 12 wherein the filler material is asbestos.
Claim 18
Dependent Claim 12 words
The process of claim 13 wherein the source of formaldehyde is hexamethylenetetramine.
Claim 19
Dependent Claim 31 words
The process of claim 10 wherein the curing is accomplished by heating at a temperature of from about 170° to about 260° C at a pressure of 500 to 2500 psi.
Claim 20
Dependent Claim 20 words
The process of claim 12 wherein the acid catalyst is a mixture of oxalic acid and an aromatic sulfonic acid.
Claim 21
Dependent Claim 14 words
The process of claim 12 wherein the acid catalyst is an aromatic sulfonic acid.
Claim 22
Dependent Claim 14 words
The process of claim 12 wherein the acid catalyst is a strong mineral acid.

References Cited (Backward Citations)

US2853460A Cited
US3342873A Cited
US3576788A Cited
US3493526A Cited
US3579470A Cited
US3959194A Cited
US3960982A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-06-19 1981-12-19 1982-06-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-06-19 1985-12-19 1986-06-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-06-19 1989-12-19 1990-06-20 $7700.00 Window Closed / Lapsed

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