Classifications

• • 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
• • 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
  • B32B29/00—Layered products comprising a layer of paper or cardboard
  • B32B29/002—Layered products comprising a layer of paper or cardboard as the main or only constituent of a layer, which is next to another layer of the same or of a different material
  • B32B29/005—Layered products comprising a layer of paper or cardboard as the main or only constituent of a layer, which is next to another layer of the same or of a different material next to another layer of paper or cardboard layer
• • 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
  • B32B15/00—Layered products comprising a layer of metal
  • B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
  • B32B15/12—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material of paper or cardboard
• • 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
  • B32B15/00—Layered products comprising a layer of metal
  • B32B15/20—Layered products comprising a layer of metal comprising aluminium or copper
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
  • C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
  • C08G8/28—Chemically modified polycondensates
  • C08G8/32—Chemically modified polycondensates by organic acids or derivatives thereof, e.g. fatty oils
• • D—TEXTILES; PAPER
  • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
  • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
  • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
  • D21H17/20—Macromolecular organic compounds
  • D21H17/33—Synthetic macromolecular compounds
  • D21H17/46—Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D21H17/47—Condensation polymers of aldehydes or ketones
  • D21H17/48—Condensation polymers of aldehydes or ketones with phenols
• • 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
  • B32B38/00—Ancillary operations in connection with laminating processes
  • B32B38/04—Punching, slitting or perforating
  • B32B2038/042—Punching
• • 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
  • B32B2260/00—Layered product comprising an impregnated, embedded, or bonded layer wherein the layer comprises an impregnation, embedding, or binder material
  • B32B2260/02—Composition of the impregnated, bonded or embedded layer
  • B32B2260/028—Paper layer
• • 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
  • B32B2260/00—Layered product comprising an impregnated, embedded, or bonded layer wherein the layer comprises an impregnation, embedding, or binder material
  • B32B2260/04—Impregnation, embedding, or binder material
  • B32B2260/046—Synthetic resin
• • 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
  • B32B2307/00—Properties of the layers or laminate
  • B32B2307/20—Properties of the layers or laminate having particular electrical or magnetic properties, e.g. piezoelectric
• • 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
  • B32B2311/00—Metals, their alloys or their compounds
  • B32B2311/12—Copper
• • 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
  • B32B2317/00—Animal or vegetable based
  • B32B2317/12—Paper, e.g. cardboard
  • B32B2317/125—Paper, e.g. cardboard impregnated with thermosetting resin

Definitions

• This invention relates to oil-modified resole varnishes . More particularly, the invention relates to such varnishes which are prepared using lins eed oil alone or in combination with tung oil or oiticica oil as the modifier for the resole and to laminates prepared using varnishes containing the resoles as impregnants.
• linseed oil is a mixtur e of triglycerid es, is olates by crushing and solvent extraction of flax s eed, comprising typically 6% palmitic, 3. 5% stearic, 20% oleic, 14.5% linoleic and 56% linoleic glycerides, with a Wijis iodine value of 180-195.
• the linoleic moiety is the non-conjugated isomer of the conjugated elaeostearic glyceride present in tung oil.
• drying oils such as linseed oil, perilla oil, tung oil or mixtures thereof may be used in combination with phenolic resins to make hardboard with enhanced physical strength and moisture resistance.
• the drying oil component of the Dorland et al system is not used to modify the phenolic resin, but rather is used to impregnate the surface of the hardboard after the resin has been used to coat the wood fibers for consolidation under heat and pressure.
• Mention is also made of the teachings of Ellis in The Chemistry of Synthetic Resins, Vol. I, Reinhold Publ.
• footnote 69 which refers to an abstract of German Patent No. 534, 784.
• the abstract describes solid resinous products formed by heat reacting linseed or wood oil with phenols, cresols, etc. , and then with formaldehyde in the presence of bases. In essence, it has been discovered that linseed oil can replace
• paper laminates prepared from the new varnishes have improved properties, especially punchability after thermal aging.
• laminating varnishes by a process comprising preparing an oil-modified resole by (a) reacting a phenol moiety with a drying oil comprising (i) from about 20 to about 100 parts by weight of linseed oil and (ii) from about 80 to about 0 parts by weight of tung oil, oiticica oil or a mixture thereof in a presence of a strong acid and (b) reacting the product of (a) in an alcohol solvent with an aldehyde moiety in the presence of an amine catalyst.
• the linseed oil comprises from 40 to 60 parts by weight and the tung oil compris es from 60 to 40 parts by weight of the drying oil.
• resoles can be carried out conventionally.
• phenol, cresol, cresylic acid or mixtures thereof in any proportion are combined with a concentrated acid such as sulfuric acid or phosphoric acid and heated to a temperature of approximately 35oC. , there then being added over a suitable period the drying oil, the amounts of ingredients being such that the acid constitutes, by weight, from about 0.3 to 1 percent of the total mixture and the drying oil constitutes, by weight, from about 15 to 40 percent of the total mixture, the remainder being the phenol moiety.
• the mixture of the phenol, acid and oil is heated at a temperature of from about 70oC. to about 250°C. , preferably 115oC.
• methyl alcohol in the amount of about 9 parts by weight is used for each 100 parts by weight of resole reaction product.
• paraformaldehyde is used as the aldehyde moiety, it will be realized that other non-water-containing aldehydes can be used, such as methyl and propyl forme els, which are s olutions of formaldehyde in the corresponding methyl or propyl alcohol.
• Formaldehyde as such is not preferred since it contains water, the excess of which then has to be removed.
• the linseed oil is preferably raw or alkali refined. Description of the Preferred Embodiments . - The following examples illustrate the present invention, but are not to be construed to limit the claims in any manner whatsoever. All parts are by weight.
• EXAMPLE 1 After a mixture of 1400 g. of synthetic phenol (Allied Chemic and 14.1 g. of reagent grade concentrated sulfuric acid (98% pure) is heated to 120oC. under nitrogen, 874 g. of raw linseed oil is added in one portion. The reaction mixture is then heated to 160 ⁇ 2oC. , and this temperature is maintained for one hour. After the mixture is allowed to cool to 75 oC. , 586 g. of 2-propanol is added. This addition is followed by one of 32 g. of ethylene diamine. The reaction is stir red for 5 minutes and then 640 g. of paraformaldehyde (92% pure) is added.
• EXAMPLE 4 A mixture of 1125 parts of phenol, 325 parts of cresylic acid, and 14.1 parts of concentrated sulfuric acid is heated with stirring to 120oC. At this temperature, 656 parts of raw linseed oil is added and the temperature is maintained between 120o C. and 130oC. for 1. 0 hours . At this point, 218 parts of tung oil is added at 124o C. and the reaction mixture is stirred for 0. 25 hours, then it is cooled. When the temperature of the reaction mixture reaches 65oC , 586 parts of 2-propanol is added. This addition is followed by one of 30 parts of ethylene diamine.
• cotton linters paper webs are impregnated with the resins of Examples 2-4 and dried in an over to a predetermined resin flow.
• Several plies of the impregnated paper are stacked, covered with copper foil, and pressed between stainless steel pans at high temperature and pressure. This results in paper based laminates with excellent room temperature punching and good electrical properties.
• EXAMPLE 5 The varnish of Example 3, 1190 parts, is combined with 20 parts of triphenyl phosphate, and 60 parts of antimony trioxide as flame retardant materials along with about 100 parts of a barium hydrate-catalyzed phenol-formaldehyde resin of low viscosity to facilitate penetration of the paper along with about 220 parts of an epoxy resin prepared from tetrabromobisphenol-A having a molecular weight of about 1100 and enough acetone (3 to 30 parts) to adjust the viscosity.
• EXAMPLE 6 To a mixture of 1125 g. of synthetic phenol, 325 g. of mp-90 cresol, and 16. 9 of sulfuric acid is added at 125o C. , 454 g. of alkali refined linseed oil. The reaction mixture is heated to 160 C. and this temperature is maintained for 0. 5 hours. After 0. 5 hours at 160o C. , the reaction mixture is cooled to 150oC. and 454 g. of tung oil is added. The reaction mixture is stirred at 140-150oC. for 15 minutes, then cooled at 70 oC. A mixture of 417 g. of methanol and 232 g. of
• Laminates with XXXP characteristics are prepared from this resin, and they have acceptable properties .
• the present invention provides resole materials which are readily made from economical and available oils.
• resole varnishes as impregnants.

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• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• General Chemical & Material Sciences (AREA)
• Health & Medical Sciences (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Organic Chemistry (AREA)
• Phenolic Resins Or Amino Resins (AREA)

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Citations (8)

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• 1979
  • 1979-11-19 WO PCT/US1979/000990 patent/WO1980001053A1/en unknown
  • 1979-11-19 JP JP50210779A patent/JPS55500908A/ja active Pending
• 1980
  • 1980-06-16 EP EP19790901650 patent/EP0018995A4/de not_active Withdrawn

Patent Citations (8)

Non-Patent Citations (1)

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