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US4342852A Expired / Lapsed US ⏱️ 0.0 years remaining

Setting type resin composition containing a substantially linear, high-molecular-weight novolak substituted phenolic resin

Assignee: Mitsui Chemicals Inc
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Filing: 1980-12-29
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Granted: 1982-08-03
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Expires: 2000-12-29
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Abstract

Abstract Disclosed is a setting type resin composition comprising (A) a setting type resin and (B) 10 to 200 parts by weight, per 100 parts by weight of said resin (A), of a substantially linear, high-molecular-weight novolak type substituted phenolic resin which comprises a constituent phenol component comprised mainly of a bifunctional phenol and has a number average molecular weight of at least 1500. This resin composition has highly improved heat resistance and mechanical strength characteristics by virtue of incorporation of the high-molecular-weight novolak type substituted phenolic resin, and this improving effect is especially prominent when an epoxy resin is used as the setting type resin.

Inventors

  • 👤 Nobuyuki Takeda
  • 👤 Tadao Iwata

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 19:14
CPC Classifications
C; C08; C08L; C08L61/00; C08L61/04; C08L61/06; C08G; C08G8/00; C08G8/04; C08G8/08; C08G8/24; C08L101/00; C08L63/00

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 270 words
A resin composition comprising (A) a thermosetting resin and (B) 10 to 200 parts by weight, per 100 parts by weight of said resin (A), of a substantially linear, high-molecular-weight novolak substituted phenolic resin which comprises substantially linear novolak type recurring units formed by condensation of a phenol component containing at least 70 mole % of at least one bifunctional phenol represented by the following general formula (I): ##STR22## wherein two of three R 1 's are hydrogen atoms and the remaining one R 1 is an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, a halogen atom or a hydroxyl group, and two R's, which may be same or different, stand for a member selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a halogen atom and a hydroxyl group, with at least one aldehyde component respresented by the following general formula (II): R.sup.2 --CHO (II) wherein R 2 stands for a hydrogen atom or a substituent selected from the group consisting of a methyl group and a halogenated methyl group, wherein said novolak substituted phenolic resin (B) may contain intervening groups consisting of a divalent hydrocarbon group, which appear alternately in blocks of said novolak type recurring units having a number average molecular weight of 250 to 1200, in an amount of 0.5 to 1 mole per mole of said blocks and wherein said novolak substituted phenolic resin has a number average molecular weight of at least 1500 as measured by the vapor pressure osmometry in N,N-dimethylacetamide as the solvent.
Claim 2
Dependent Claim 270 words
A resin composition comprising (A) a thermosetting resin and (B) 10 to 200 parts by weight, per 100 parts by weight of said resin (A), of a substantially linear, high-molecular-weight novolak substituted phenolic resin which comprises substantially linear novolak type recurring units formed by condensation of a phenol component containing at least 70 mole % of at least one bifunctional phenol represented by the following general formula (I): ##STR22## wherein two of three R 1 's are hydrogen atoms and the remaining one R 1 is an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, a halogen atom or a hydroxyl group, and two R's, which may be same or different, stand for a member selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a halogen atom and a hydroxyl group, with at least one aldehyde component respresented by the following general formula (II): R.sup.2 --CHO (II) wherein R 2 stands for a hydrogen atom or a substituent selected from the group consisting of a methyl group and a halogenated methyl group, wherein said novolak substituted phenolic resin (B) may contain intervening groups consisting of a divalent hydrocarbon group, which appear alternately in blocks of said novolak type recurring units having a number average molecular weight of 250 to 1200, in an amount of 0.5 to 1 mole per mole of said blocks and wherein said novolak substituted phenolic resin has a number average molecular weight of at least 1500 as measured by the vapor pressure osmometry in N,N-dimethylacetamide as the solvent.
Claim 3
Dependent Claim 27 words
A resin composition as set forth in claim 1, wherein said high-molecular-weight novolak substituted phenolic resin (B) has a number average molecular weight of 1700 to 15000.
Claim 4
Dependent Claim 27 words
A resin composition as set forth in claim 1, wherein said high-molecular-weight novolak substituted phenolic resin (B) has a number average molecular weight of 2000 to 10000.
Claim 5
Dependent Claim 48 words
A resin composition as set forth in claim 1, wherein the molecular weight distribution Mw/Mn of said high-molecular-weight novolak resin (B), expressed as the ratio of the weight average molcular weight Mw to the number average molecular weight Mn, is in the range of from 1.8 to 20.
Claim 6
Dependent Claim 86 words
A resin composition as set forth in claim 1, wherein said high-molecular-weight novolak substituted phenolic resin (B) has a polymer chain represented substantially by the following formula (VII): Z--Y.sub.p -Z--.sub.n Y.sub.p --Z (VII) wherein Z stands for a substantially linear novolak type recurring unit block formed by condensation of the above-mentioned phenol and aldehyde components, Y stands for an intervening group consisting of a divalent hydrocarbon group, p is a number of zero or 1, and n is zero or a number of at least 1.
Claim 7
Dependent Claim 70 words
A resin composition as set forth in claim 5, wherein in said general formula (VII), p is 1 and the intervening group Y is an alkylidene group having 1 to 4 carbon atoms, an alkylene group having 2 to 5 carbon atoms, an arylalkylidene group having 7 to 9 carbon atoms, an arylalkylene group having 8 to 10 carbon atoms or an arylene-bis-alkylene group having 8 to 10 carbon atoms.
Claim 8
Dependent Claim 31 words
A resin composition as set forth in claim 1, wherein said phenol component constituting the high-molecular-weight novolak substituted phenolic resin (B) comprises up to 30 mole % of a trifunctional phenol.
Claim 9
Dependent Claim 56 words
A resin composition as set forth in claim 1, wherein the phenol component constituting the high-molecular-weight novolak substituted phenolic resin (B) comprises 80 to 100 mole % of a bifunctional phenol and up to 20 mole % of a trifunctional phenol with the proviso that the total amount of both the phenols is 100 mole %.
Claim 10
Dependent Claim 56 words
A resin composition as set forth in claim 1, wherein the phenol component constituting the high-molecular-weight novolak substituted phenolic resin (B) comprises 90 to 100 mole % of a bifunctional phenol and up to 10 mole % of a trifunctional phenol with the proviso that the total amount of both the phenols is 100 mole %.
Claim 11
Dependent Claim 39 words
A resin composition as set forth in claim 1, wherein the high-molecular-weight novolak substituted phenolic resin (B) is incorporated in an amount of 30 to 150 parts by weight per 100 parts by weight of the thermosetting resin (A).
Claim 12
Dependent Claim 49 words
A resin composition as set forth in claim 1, wherein the thermosetting resin (A) is a thermosetting resin capable of being cured by a compound containing a phenolic hydroxyl group and the high-molecular-weight novolak substituted phenolic resin (B) is incorporated as a curing agent for the thermosetting resin (A).
Claim 13
Dependent Claim 19 words
A resin composition as set forth in claim 1 or 11, wherein the thermosetting resin is an epoxy resin.
Claim 14
Dependent Claim 24 words
A resin composition as set forth in claim 1, wherein the thermosetting resin (A) is a resol phenolic resin or other novolak phenolic resin.
Claim 15
Dependent Claim 35 words
A resin composition as set forth in claim 1, which further comprises an inorganic filler in an amount of 10 to 250 parts by weight per 100 parts by weight of the thermosetting resin (A).
Claim 16
Dependent Claim 385 words
A thermosetting resin composition comprising (A) a thermosetting synthetic resin selected from the group consisting of epoxy resins, urethane resins, urea resins, melamine resins, polybismaleimide resins, novolak phenolic resins and resol phenolic resins and (B) 10 to 200 parts by weight, per 100 parts by weight of said resin (A), of a substantially linear, high-molecular-weight novolak substituted phenolic resin which comprises substantially linear novolak recurring units formed by condensation of a phenol component consisting of 70 to 100 mole % of at least one bifunctional phenol represented by the following general formula (I): ##STR23## wherein two of three R 1 's are hydrogen atoms and the remaining one R 1 is an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, a halogen atom or a hydroxyl group, and two R's, which may be same or different, stand for a member selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a halogen atom and a hydroxyl group, and 0 to 30 mole % of a trifunctional phenol with at least one aldehyde component represented by the following general formula (II): R.sup.2 --CHO (II) wherein R 2 stands for a hydrogen atom or a substituent selected from the group consisting of a methyl group and a halogenated methyl group, said novolak substituted phenolic resin having a polymer chain represented substantially by the following general formula (VII): Z--Y.sub.p -Z--.sub.n Y.sub.p --Z (VII) wherein Z stands for a substantially linear novolak type recurring unit block formed by condensation of the above-mentioned phenol and aldehyde components and having a number average molecular weight of 250 to 1200, Y stands for an intervening group consisting of a divalent hydrocarbon group selected from alkylidene groups having 2 to 5 carbon atoms, arylalkylidene groups having 7 to 9 carbon atoms, arylalkylene groups having 8 to 10 carbon atoms and arylenebisalkylene groups having 8 to 10 carbon atoms, which is present in an amount of 0.5 to 1 mole per mole of said blocks, p is a number of zero or 1, and n is zero or a number of at least 1, and having a number average molecular weight of at least 1500 as measured by the vapor pressure osmometry in N,N-dimethylacetamide as the solvent.
Claim 17
Dependent Claim 385 words
A thermosetting resin composition comprising (A) a thermosetting synthetic resin selected from the group consisting of epoxy resins, urethane resins, urea resins, melamine resins, polybismaleimide resins, novolak phenolic resins and resol phenolic resins and (B) 10 to 200 parts by weight, per 100 parts by weight of said resin (A), of a substantially linear, high-molecular-weight novolak substituted phenolic resin which comprises substantially linear novolak recurring units formed by condensation of a phenol component consisting of 70 to 100 mole % of at least one bifunctional phenol represented by the following general formula (I): ##STR23## wherein two of three R 1 's are hydrogen atoms and the remaining one R 1 is an alkyl group having 1 to 8 carbon atoms, an aryl group having 6 to 10 carbon atoms, a halogen atom or a hydroxyl group, and two R's, which may be same or different, stand for a member selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a halogen atom and a hydroxyl group, and 0 to 30 mole % of a trifunctional phenol with at least one aldehyde component represented by the following general formula (II): R.sup.2 --CHO (II) wherein R 2 stands for a hydrogen atom or a substituent selected from the group consisting of a methyl group and a halogenated methyl group, said novolak substituted phenolic resin having a polymer chain represented substantially by the following general formula (VII): Z--Y.sub.p -Z--.sub.n Y.sub.p --Z (VII) wherein Z stands for a substantially linear novolak type recurring unit block formed by condensation of the above-mentioned phenol and aldehyde components and having a number average molecular weight of 250 to 1200, Y stands for an intervening group consisting of a divalent hydrocarbon group selected from alkylidene groups having 2 to 5 carbon atoms, arylalkylidene groups having 7 to 9 carbon atoms, arylalkylene groups having 8 to 10 carbon atoms and arylenebisalkylene groups having 8 to 10 carbon atoms, which is present in an amount of 0.5 to 1 mole per mole of said blocks, p is a number of zero or 1, and n is zero or a number of at least 1, and having a number average molecular weight of at least 1500 as measured by the vapor pressure osmometry in N,N-dimethylacetamide as the solvent.

References Cited (Backward Citations)

US4260704A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-08-02 1986-02-01 1986-08-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-08-02 1990-02-01 1990-08-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-08-02 1994-02-01 1994-08-03 $7700.00 Window Closed / Lapsed

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