[go: up one dir, main page]

WO2021241245A1 - Feuille de composition de résine phénolique, feuille de composition de résine phénolique avec film antiadhésif, procédé de production de feuille composite de résine phénolique en phase b, procédé de production de feuille composite de résine phénolique durcie et procédé de production de feuille composite de résine phénolique carbonisée - Google Patents

Feuille de composition de résine phénolique, feuille de composition de résine phénolique avec film antiadhésif, procédé de production de feuille composite de résine phénolique en phase b, procédé de production de feuille composite de résine phénolique durcie et procédé de production de feuille composite de résine phénolique carbonisée Download PDF

Info

Publication number
WO2021241245A1
WO2021241245A1 PCT/JP2021/018179 JP2021018179W WO2021241245A1 WO 2021241245 A1 WO2021241245 A1 WO 2021241245A1 JP 2021018179 W JP2021018179 W JP 2021018179W WO 2021241245 A1 WO2021241245 A1 WO 2021241245A1
Authority
WO
WIPO (PCT)
Prior art keywords
sheet
phenol resin
resin composition
phenolic resin
composite sheet
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2021/018179
Other languages
English (en)
Japanese (ja)
Inventor
裕司 鈴木
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Bakelite Co Ltd
Original Assignee
Sumitomo Bakelite Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from JP2020094070A external-priority patent/JP2021187942A/ja
Priority claimed from JP2020094064A external-priority patent/JP2021187941A/ja
Priority claimed from JP2020094058A external-priority patent/JP7585623B2/ja
Application filed by Sumitomo Bakelite Co Ltd filed Critical Sumitomo Bakelite Co Ltd
Publication of WO2021241245A1 publication Critical patent/WO2021241245A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
    • B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
    • B29C70/06—Fibrous reinforcements only
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C70/00—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts
    • B29C70/04—Shaping composites, i.e. plastics material comprising reinforcements, fillers or preformed parts, e.g. inserts comprising reinforcements only, e.g. self-reinforcing plastics
    • B29C70/28—Shaping operations therefor
    • B29C70/30—Shaping by lay-up, i.e. applying fibres, tape or broadsheet on a mould, former or core; Shaping by spray-up, i.e. spraying of fibres on a mould, former or core
    • B29C70/34—Shaping by lay-up, i.e. applying fibres, tape or broadsheet on a mould, former or core; Shaping by spray-up, i.e. spraying of fibres on a mould, former or core and shaping or impregnating by compression, i.e. combined with compressing after the lay-up operation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/42—Layered products comprising a layer of synthetic resin comprising condensation resins of aldehydes, e.g. with phenols, ureas or melamines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/14—Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/04—Condensation polymers of aldehydes or ketones with phenols only
    • C08L61/06—Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins

Definitions

  • the present invention relates to a phenol resin composition sheet, a phenol resin composition sheet with a release film using the phenol resin composition sheet, and a method for producing a B-staged phenol resin composite sheet using the phenol resin composition sheet, and curing.
  • the present invention relates to a method for producing a phenol formaldehyde composite sheet and a method for producing a carbonized phenol resin composite sheet.
  • Friction materials are used for the clutch to function properly, but are generally divided into “wet friction materials” that use oil and “dry friction materials” that do not use oil. The wet friction material can suppress an increase in frictional heat by using oil.
  • a papermaking body (fiber base material) is usually produced from fibers such as pulp and additives, and then the papermaking body is impregnated with a thermosetting resin, and the impregnated papermaking body is heat-treated.
  • the wet friction material thus produced is porous and has innumerable continuous pores on the surface and inside.
  • thermosetting resin used for producing the wet friction material a resol type phenol resin using an alcohol or a ketone organic solvent as a solvent is generally used.
  • the wet friction material deteriorates, the effect of transmitting the driving force decreases, so that the wet friction material is required to have high durability. Therefore, even in the thermosetting resin impregnated in the fiber base material, improvement in heat resistance and improvement in curability are required. Further, when the viscosity of the thermosetting resin is high, the impregnation property into the fiber base material is lowered and a desired wet friction material cannot be obtained, so that good impregnation property is required.
  • Patent Document 1 proposes a technique for improving the impregnation property into a fiber substrate by lowering the viscosity of a thermosetting resin. ..
  • the phenol resin that is liquid at room temperature and contains an organic solvent that is used by impregnating the fiber base material is disadvantageous from the viewpoint of environmental load and work environment because the organic solvent volatilizes in the manufacturing process of the friction material.
  • the present invention has been made in view of the above problems, and has a sheet-like phenolic resin composition having no problem of volatilization of an organic solvent, excellent handleability and workability, and good impregnation property with a fiber substrate. It provides things.
  • the present inventor uses a resin composition which is provided as a sheet-like product containing no organic solvent, which does not cause a problem of volatile solvent, has excellent handleability, and contains a specific compounding amount containing a specific component. It has been found that a phenolic resin composition that can realize good impregnation property with respect to the fiber base material at the time of melting and can be suitably used as a material for a wet friction material can be obtained, and has completed the present invention.
  • a layer of the phenol resin composition is arranged on at least one surface of the sheet-like substrate, and the layer of the phenol resin composition is heated to melt and liquefy the phenol resin composition and impregnate the substrate.
  • a phenolic resin composition sheet used in the process Resol type phenol resin and Polyvinyl butyral and Including The amount of the resole-type phenol resin is 50% by mass or more and 95% by mass or less with respect to the entire phenol resin composition sheet. It is like a B stage, A sheet-like phenolic resin composition sheet is provided.
  • a method for producing a cured phenol resin composite sheet including the above is provided.
  • a method for producing a carbonized phenol resin composite sheet is provided.
  • the sheet shape is excellent in handleability when used in the production of wet friction materials. Further, the phenolic resin composition of the present invention has a specific composition and thus has good impregnation property with respect to the fiber substrate when melted by heating.
  • the phenolic resin composition of the present embodiment is in the form of a sheet in a B stage state (semi-cured state), and is a resin material used as a binder for a fiber base material in the production of a wet friction material.
  • a layer of the phenol resin composition is arranged on at least one surface of a sheet-like base material which is a fiber base material (abstract body) of a wet friction material, and the phenol resin composition is prepared. It is used in the production of a wet friction material including a step of melting and liquefying the phenol resin composition by heating the layer and impregnating the sheet-like substrate with the liquid phenol resin composition.
  • the phenol resin composition sheet of the present embodiment is in the form of a sheet at room temperature, it is excellent in handleability and storability. Further, the phenol resin composition sheet of the present embodiment has an appropriate viscosity to penetrate into the fiber base material (abstract body) when it is melted by heating. Therefore, the inside of the fiber base material can be easily impregnated.
  • the phenol resin composition sheet of the present embodiment contains a resol type phenol resin and polyvinyl butyral, and the amount of the resol type phenol resin is 50% by mass or more and 95% by mass or less with respect to the entire phenol resin composition sheet. Is.
  • each component used in the phenol resin composition sheet of the present embodiment will be described.
  • the resol-type phenol resin used in the phenol resin composition sheet of the present embodiment is a phenol resin obtained by reacting a phenol resin with aldehydes in the presence of a basic catalyst.
  • phenols used for the synthesis of the resole-type phenol resin include phenols; cresols such as o-cresol, m-cresol, p-cresol; o-ethylphenol, m-ethylphenol, p-ethylphenol and the like.
  • Aldehydes used for the synthesis of resole-type phenolic resins include formaldehyde, paraformaldehyde, trioxane, acetaldehyde, propionaldehyde, polyoxymethylene, chloral, hexamethylenetetramine, furfural, glioxal, n-butylaldehyde, and capro. Examples thereof include aldehyde, allyl aldehyde, benzaldehyde, croton aldehyde, acrolein, tetraoxymethylene, phenylacetaldehyde, o-tolualdehyde, salicylaldehyde and the like.
  • Basic catalysts used for the synthesis of resole-type phenolic resins include, for example, hydroxides of alkali metals or alkaline earth metals such as sodium hydroxide, potassium hydroxide, calcium hydroxide; sodium carbonate, calcium carbonate. Carbonates such as; oxides such as lime; sulfites such as sodium sulfite; phosphates such as sodium phosphate; ammonia, trimethylamine, triethylamine, monoethanolamine, diethanolamine, triethanolamine, hexamethylenetetramine, pyridine and the like. Examples include amines.
  • Water is generally used as the reaction solvent for synthesizing the resole-type phenol resin, but an organic solvent may be used.
  • organic solvent include alcohols, ketones, aromatics and the like.
  • alcohols include methanol, ethanol, propyl alcohol, ethylene glycol, diethylene glycol, triethylene glycol, glycerin and the like.
  • ketones include acetone, methyl ethyl ketone and the like.
  • aromatics include toluene, xylene and the like.
  • the content of the resole-type phenol resin is 50% by mass or more and 95% by mass or less, preferably 60% by mass or more and 95% by mass, based on the entire phenol resin composition sheet. It is 0% by mass or less, and more preferably 70% by mass or more and 90% by mass or less.
  • the obtained phenol resin composition sheet has sufficient heat resistance and durability for use as a wet friction material. Further, by setting the content of the resol type phenol resin to the above lower limit value or more, the residual carbon content of the obtained phenol resin composition sheet can be maintained high, and therefore, the wet friction material produced by using the sheet can be used. Excellent in heat resistance and mechanical strength.
  • Polyvinyl butyral used in the phenol resin composition sheet of the present embodiment has an action of solidifying a liquid resol type phenol resin and acts as a sheet forming material. Further, by using polyvinyl butyral, flexibility can be imparted to the obtained phenol resin composition sheet. Therefore, the phenolic resin composition sheet of the present embodiment can be cut to a desired size or punched into a desired shape according to a desired application.
  • Polyvinyl butyral is a resin obtained by converting polyvinyl alcohol to butyral with an aldehyde in the presence of an acid catalyst.
  • the weight average molecular weight of the polyvinyl butyral from the viewpoint of handling properties, preferably 1.0 ⁇ 10 4 ⁇ 1.0 ⁇ 10 6, more preferably 2.0 ⁇ 10 4 ⁇ 5.0 ⁇ 10 5 Yes, more preferably 3.0 ⁇ 10 4 to 2.0 ⁇ 10 5 .
  • the weight average molecular weight is based on polystyrene conversion measured by gel permeation chromatography (GPC).
  • the degree of polymerization of polyvinyl butyral is preferably in the range of 200 to 3000.
  • the degree of polymerization of polyvinyl butyral is preferably in the range of 200 to 3000.
  • the content of polyvinyl butyral is, for example, 2% by mass or more and 50% by mass or less, preferably 5% by mass or more and 40% by mass or less, and more preferably 10% by mass or more, based on the entire phenol resin composition. It is 30% by mass or less.
  • the viscosity of the obtained phenol resin composition sheet at the time of melting can be suppressed to a low level, and thus the impregnation property to the fiber substrate can be improved.
  • the obtained phenol resin composition sheet has sufficient heat resistance and durability for use as a wet friction material.
  • the residual carbon content of the obtained phenol resin composition sheet can be maintained high, and therefore, the wet friction material produced by using the sheet has heat resistance. Excellent in properties and mechanical strength.
  • the phenolic resin composition sheet of the present embodiment may further contain resorcins.
  • resorcins include methyl resorcins such as resorcin, 2-methylresorcin, 5-methylresorcin, and 2,5-dimethylresorcin, 4-ethylresorcin, 4-chlororesorcin, 2-nitroresorcin, and 4-bromo.
  • Resorcin, 4-n-hexyl resorcin and the like can be mentioned. These may be used alone or in combination of two or more. Above all, it is preferable to use resorcin or methylresorcin from the viewpoint of manufacturing cost and sheet formability.
  • the phenolic resin composition sheet of the present embodiment contains elastomers such as nitrile butadiene rubber and styrene butadiene rubber, surfactants, flame retardants, antioxidants, and colorants as long as the effects of the present invention are not impaired.
  • Additives such as silane coupling agents may be included.
  • phenol resin composition sheet Preparation of phenol resin composition sheet
  • a liquid or varnish-like phenol resin composition obtained by dissolving the above components in an organic solvent is applied to a base sheet or the like, and the organic solvent is removed by heat treatment. It is produced by forming it into a sheet and then heat-treating it to a B stage state (semi-cured state).
  • the thickness of the phenol resin composition sheet is preferably 5 ⁇ m or more and 200 ⁇ m or less.
  • the phenol resin composition sheet can be in the form of a tape having a width of 10 mm or more and 100 mm or less, or a sheet having a width of 10 cm or more and 200 cm or less.
  • organic solvent used in the varnish-like phenol resin composition examples include alcohol-based organic solvents such as methanol, ethanol, isopropanol and butanol, ketone-based organic solvents such as acetone, methyl ethyl ketone and methyl isobutyl ketone, and aromatics such as toluene and ethyl benzene.
  • alcohol-based organic solvents such as methanol, ethanol, isopropanol and butanol
  • ketone-based organic solvents such as acetone, methyl ethyl ketone and methyl isobutyl ketone
  • aromatics such as toluene and ethyl benzene.
  • hydrocarbon solvents and mixtures thereof Of these, methanol is preferably used.
  • the varnish-like phenol resin composition is prepared by kneading the above components in an organic solvent.
  • the kneading can be carried out by appropriately combining a normal stirrer, a three-roll, a disperser such as a ball mill.
  • the varnish-like phenol resin composition is applied to the base sheet and dried by heating to remove the organic solvent to form the phenol resin composition layer. It is done by.
  • the heat-drying condition may be any condition as long as the organic solvent used is volatilized, and is performed, for example, at a temperature of 50 ° C. to 150 ° C. for a time of 1 minute to 90 minutes.
  • the phenolic resin composition layer obtained as described above is further heat-treated to be in a semi-cured (B stage) state.
  • a condition of a temperature of 100 to 200 ° C. and a time of 1 minute to 60 minutes can be used.
  • the sheet-like substrate is not particularly limited as long as it can withstand the above-mentioned heat-drying conditions, and is, for example, a polyester-based film, a polypropylene-based film, a polyimide-based film, a polyamide-based film, a polysulfone-based film, or a polyetherketone-based film. Film or the like is used.
  • the surface of these sheet-like substrates may be treated with a mold release agent.
  • the base sheet may be removed after the phenolic resin composition layer is formed. Further, the phenol resin composition sheet thus obtained may be provided as a phenol resin composition sheet with a release film, in which a release film is provided on a surface opposite to the surface facing the base sheet. good.
  • the release film the same one as the base sheet can be used.
  • the minimum melt viscosity of the phenolic resin composition sheet of the present embodiment is, for example, 5000 Pa ⁇ s or less, preferably 4000 Pa ⁇ s or less, and more preferably 3000 Pa ⁇ s or less.
  • the minimum melt viscosity can be adjusted by setting the type of phenol resin used and the blending amount of polyvinyl butyral within the above ranges.
  • the lower limit of the minimum melt viscosity of the phenolic resin composition sheet is, for example, 200 Pa ⁇ s or more. If the minimum melt viscosity is in the above range, the inside of the fiber base material can be easily impregnated, and the impregnation property can be the same as when the liquid impregnating phenol resin composition is used at room temperature.
  • the minimum melt viscosity of the phenol resin composition sheet means the minimum viscosity exhibited by the phenol resin composition when the phenol resin composition sheet is melted by heating. Specifically, when the phenol resin composition sheet is heated at a constant temperature rise rate to melt the resin, the melt viscosity decreases with increasing temperature in the initial stage, and then, when the temperature exceeds a certain level, the melt viscosity increases with temperature increase. To rise.
  • the minimum melt viscosity means the melt viscosity at such a minimum point.
  • the minimum melt viscosity of the resin composition layer can be measured by the dynamic viscoelastic method.
  • the phenolic resin composition sheet of the present embodiment has a residual carbon content of, for example, 30% by mass or more, preferably 35% by mass or more, and more preferably 40% by mass or more.
  • the upper limit of the residual carbon content of the phenol resin composition sheet is not particularly limited, but is, for example, 80% by mass or less.
  • the residual coal ratio of the phenol resin composition sheet is the residual carbon ratio at a temperature of 800 ° C. measured according to JIS K6910.
  • the phenol resin composition sheet of the present embodiment has a residual carbon content of 30% by mass or more by containing the above-mentioned resole-type phenol resin in the above-mentioned blending amount.
  • Such a phenol resin composition sheet has excellent heat resistance, and therefore the wet friction material produced by using the same has excellent heat resistance.
  • the phenol resin composition sheet of the present embodiment is used as a wet friction material produced by curing and firing (carbonizing) a fiber base material (precursor sheet) impregnated with the phenol resin composition.
  • the fiber base material (precursor sheet) impregnated with the phenol resin composition is composed of a fiber base material and a B-stage-like phenol resin composition impregnated with the fiber base material.
  • This B-staged phenol resin composite sheet is produced by the following steps.
  • A2) A step of laminating the phenol resin composition sheet of the present embodiment on at least one surface of the sheet-like substrate;
  • A3) A step of heating the phenol resin composition sheet to melt and liquefy the phenol resin composition sheet and impregnate the sheet-like substrate with the liquefied phenol resin composition, a resin-impregnated sheet (B-staged phenol).
  • a process of producing a resin composite sheet ).
  • the step of preparing the sheet-shaped base material in the above step (A1) is a step of making a sheet-shaped base material by making paper from carbon fibers or aramid fibers.
  • a commercially available product may be used as the sheet-like substrate.
  • the sheet-like base material is a fiber base material (paper machine) to be a wet friction material, and an additive such as a friction modifier for controlling friction may be added to the fiber base material (papermaking body).
  • the phenol resin composition sheet of the present embodiment is laminated on one surface or both sides of the sheet-like substrate prepared in (A1), and then melted by heating to form a sheet-like group. This is the process of impregnating the material. Since the phenol resin composition sheet of the present embodiment is in the form of a sheet, the step of laminating on the sheet-like substrate is easy, and the step of impregnating the sheet-like substrate with the phenol resin composition is carried out by using a liquid phenol resin. It can be carried out relatively easily as compared with the method of impregnating the fiber base material.
  • the step of heating the sheet-like base material on which the phenol resin composition sheet is laminated is preferably carried out under pressure.
  • the molten phenol resin composition is easily impregnated into the sheet-like substrate.
  • the heating and pressurizing conditions for example, a temperature of 60 ° C. to 150 ° C. and a pressure of 1 MPa to 50 MPa are used.
  • the phenol resin composition sheet of the present embodiment contains almost or no organic solvent, the solvent does not volatilize during heating. Therefore, a good working environment is guaranteed. Further, since the step of arranging the sheet-shaped phenol resin composition on the fiber base material can be carried out in one step, the work efficiency is improved.
  • the phenolic resin composition sheet of the present embodiment may be cut out so as to match the dimensions and shape of the sheet-like substrate before being placed on the sheet-like substrate. Further, as the phenol resin composition sheet of the present embodiment, only one sheet may be arranged on the sheet-like substrate, or a plurality of two or more sheets may be arranged, if desired.
  • the fiber base material impregnated with the phenol resin composition is provided as a cured phenol resin composite sheet composed of the fiber base material and the cured phenol resin composition.
  • the cured phenol resin composite sheet can be produced by the following steps. (A4) A step of heat-treating the B-staged phenolic resin composite sheet obtained in (A3) above to completely cure the B-staged phenolic resin composition.
  • the step of completely curing the phenol resin composition in the above step (A4) can be carried out, for example, by heating at a temperature of 100 ° C. to 200 ° C. for 3 minutes to 3 hours.
  • the fiber base material impregnated with the phenol resin composition is provided as a carbonized phenol resin composite sheet composed of the fiber base material and the carbonized phenol resin composition.
  • the carbonized phenol resin composite sheet can be produced by the following steps. (A5) A step of heat-treating the cured phenol resin composite sheet obtained in (A4) above to carbonize the cured phenol resin composition.
  • the step of carbonizing the phenolic resin composition in the above step (A5) can be carried out, for example, by heating at a temperature of 350 ° C. to 2000 ° C. for 1 hour to 8 hours.
  • the carbonized phenol resin composite sheet of this embodiment can be used as a wet friction material.
  • Example 2 The same method as in Example 1 except that the polyvinyl butyral resin (manufactured by Sekisui Chemical Co., Ltd., Eslek BM-1) in Example 1 was changed to the polyvinyl butyral resin Eslek BH-3 (calculated molecular weight 110,000) manufactured by Sekisui Chemical Co., Ltd. was used to obtain a phenol resin composition sheet 2 containing 75% of resole-type phenol resin and 20% of polyvinyl butyral.
  • the polyvinyl butyral resin manufactured by Sekisui Chemical Co., Ltd., Eslek BM-1
  • Eslek BH-3 calculated molecular weight 110,000
  • the resin sheet of the example had good impregnation property with respect to the fiber base material and also had excellent mechanical strength after heat treatment of the cured product, and was a material that could be suitably used as a friction material.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Composite Materials (AREA)
  • Mechanical Engineering (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Laminated Bodies (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Reinforced Plastic Materials (AREA)

Abstract

La présente invention concerne une feuille de composition de résine phénolique qui est utilisée pour une étape dans laquelle une couche d'une composition de résine phénolique est disposée sur au moins une surface d'un matériau de base de type feuille et la composition de résine phénolique est fondue et liquéfiée par chauffage de la couche de la composition de résine phénolique, ce qui permet d'obtenir le matériau de base imprégné de la composition de résine phénolique. Cette feuille de composition de résine phénolique contient une résine phénolique de type résol et un polybutyral vinylique ; la quantité de résine phénolique de type résol est de 50 % en masse à 95 % en masse par rapport à la totalité de la feuille de composition de résine phénolique ; et cette feuille de composition de résine phénolique est dans un état en phase B, tout en étant sous la forme d'une feuille.
PCT/JP2021/018179 2020-05-29 2021-05-13 Feuille de composition de résine phénolique, feuille de composition de résine phénolique avec film antiadhésif, procédé de production de feuille composite de résine phénolique en phase b, procédé de production de feuille composite de résine phénolique durcie et procédé de production de feuille composite de résine phénolique carbonisée Ceased WO2021241245A1 (fr)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP2020094070A JP2021187942A (ja) 2020-05-29 2020-05-29 フェノール樹脂組成物シート、剥離フィルム付フェノール樹脂組成物シート、ｂステージ化フェノール樹脂複合シートの製造方法、硬化フェノール樹脂複合シートの製造方法、および炭素化フェノール樹脂複合シートの製造方法
JP2020-094064 2020-05-29
JP2020094064A JP2021187941A (ja) 2020-05-29 2020-05-29 樹脂組成物シート、剥離フィルム付樹脂組成物シート、ｂステージ化樹脂複合シートの製造方法、硬化樹脂複合シートの製造方法、および炭素化樹脂複合シートの製造方法
JP2020094058A JP7585623B2 (ja) 2020-05-29 2020-05-29 フェノール樹脂組成物シート、剥離フィルム付フェノール樹脂組成物シート、ｂステージ化フェノール樹脂複合シートの製造方法、硬化フェノール樹脂複合シートの製造方法、および炭素化フェノール樹脂複合シートの製造方法
JP2020-094070 2020-05-29
JP2020-094058 2020-05-29

Publications (1)

Publication Number Publication Date
WO2021241245A1 true WO2021241245A1 (fr) 2021-12-02

Family

ID=78745275

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2021/018179 Ceased WO2021241245A1 (fr) 2020-05-29 2021-05-13 Feuille de composition de résine phénolique, feuille de composition de résine phénolique avec film antiadhésif, procédé de production de feuille composite de résine phénolique en phase b, procédé de production de feuille composite de résine phénolique durcie et procédé de production de feuille composite de résine phénolique carbonisée

Country Status (2)

Country Link
TW (1) TW202212468A (fr)
WO (1) WO2021241245A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08151460A (ja) * 1994-11-29 1996-06-11 Matsushita Electric Works Ltd シート状成形材料
WO2018030162A1 (fr) * 2016-08-09 2018-02-15 住友ベークライト株式会社 Composition de résine pour matériaux de friction et matériau de friction de papier humide
JP2020063362A (ja) * 2018-10-17 2020-04-23 住友ベークライト株式会社 湿式摩擦材用接着剤組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08151460A (ja) * 1994-11-29 1996-06-11 Matsushita Electric Works Ltd シート状成形材料
WO2018030162A1 (fr) * 2016-08-09 2018-02-15 住友ベークライト株式会社 Composition de résine pour matériaux de friction et matériau de friction de papier humide
JP2020063362A (ja) * 2018-10-17 2020-04-23 住友ベークライト株式会社 湿式摩擦材用接着剤組成物

Also Published As

Publication number Publication date
TW202212468A (zh) 2022-04-01

Similar Documents

Publication Publication Date Title
JP7585623B2 (ja) フェノール樹脂組成物シート、剥離フィルム付フェノール樹脂組成物シート、ｂステージ化フェノール樹脂複合シートの製造方法、硬化フェノール樹脂複合シートの製造方法、および炭素化フェノール樹脂複合シートの製造方法
JP2021187941A (ja) 樹脂組成物シート、剥離フィルム付樹脂組成物シート、ｂステージ化樹脂複合シートの製造方法、硬化樹脂複合シートの製造方法、および炭素化樹脂複合シートの製造方法
WO2014069124A1 (fr) Composition de résine ainsi que précurseur de matériau composite renforcé par des fibres de carbone, matériau renforcé par des fibres de carbone et matériau carboné renforcé par des fibres de carbone obtenu à l'aide de ladite composition de résine
US9862823B2 (en) Resin composition for wet friction material, phenolic resin for wet friction material and wet friction material
WO2016159218A1 (fr) Composition de résine de résol phénolique modifié, son procédé de fabrication et adhésif
US10259902B2 (en) Resol phenolic resin for friction material, method for producing the same, adhesive for friction material, and wet friction plate
WO2021241245A1 (fr) Feuille de composition de résine phénolique, feuille de composition de résine phénolique avec film antiadhésif, procédé de production de feuille composite de résine phénolique en phase b, procédé de production de feuille composite de résine phénolique durcie et procédé de production de feuille composite de résine phénolique carbonisée
JP2021187942A (ja) フェノール樹脂組成物シート、剥離フィルム付フェノール樹脂組成物シート、ｂステージ化フェノール樹脂複合シートの製造方法、硬化フェノール樹脂複合シートの製造方法、および炭素化フェノール樹脂複合シートの製造方法
JP7172422B2 (ja) 湿式摩擦材用接着剤組成物
JP2008189749A (ja) 湿式ペーパー摩擦材用フェノール樹脂及び湿式ペーパー摩擦材
JP2020063360A (ja) 湿式摩擦材用接着剤組成物
JP2020063362A (ja) 湿式摩擦材用接着剤組成物
JP2020063361A (ja) 湿式摩擦材用接着剤組成物
JP2010138273A (ja) 湿式摩擦材用フェノール樹脂組成物及び摩擦材
JP7351439B1 (ja) 湿式摩擦材用接着剤組成物および湿式摩擦板
JP2020172582A (ja) 湿式摩擦材用接着剤組成物および湿式摩擦板
JP7168121B1 (ja) 樹脂組成物
JP7338809B1 (ja) フェノール樹脂組成物および物品
JP2021031651A (ja) 摩擦材用熱硬化性接着剤シートおよび摩擦部材の製造方法
CN114599757B (zh) 湿式摩擦材料用粘接剂组合物
JP2021038325A (ja) 湿式ペーパー摩擦材用の熱硬化性ポリマー、湿式ペーパー摩擦材用の液状樹脂組成物、および湿式ペーパー摩擦材
WO2023195481A1 (fr) Composition adhésive pour garniture de friction humide, et plaque de friction humide
JP2021187919A (ja) 湿式摩擦材用樹脂組成物、ならびに湿式摩擦材およびその製造方法
JP2021187918A (ja) 湿式摩擦材用フェノール樹脂組成物、ならびに湿式摩擦材およびその製造方法
WO2012096135A1 (fr) Résine phénolique de type résol liquide

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21814265

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 21814265

Country of ref document: EP

Kind code of ref document: A1