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
  • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
  • B32B7/04—Interconnection of layers
  • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
• • 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
  • B32B15/10—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 wood
• • 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
  • B32B15/14—Layered products comprising a layer of metal next to a fibrous or filamentary 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
  • B32B21/00—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board
  • B32B21/04—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board comprising wood as the main or only constituent of a layer, which is next to another layer of the same or of a different material
  • B32B21/042—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board comprising wood as the main or only constituent of a layer, which is next to another layer of the same or of a different material of wood
• • 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
  • B32B21/00—Layered products comprising a layer of wood, e.g. wood board, veneer, wood particle board
  • B32B21/10—Next to a fibrous or filamentary 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
  • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
  • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
• • 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
  • B32B5/00—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts
  • B32B5/22—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed
  • B32B5/24—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer
  • B32B5/26—Layered products characterised by the non- homogeneity or physical structure, i.e. comprising a fibrous, filamentary, particulate or foam layer; Layered products characterised by having a layer differing constitutionally or physically in different parts characterised by the presence of two or more layers which are next to each other and are fibrous, filamentary, formed of particles or foamed one layer being a fibrous or filamentary layer another layer next to it also being fibrous or filamentary
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
  • C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
  • C08F283/04—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides
  • C08F283/045—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides on to unsaturated polycarbonamides, polyesteramides or polyimides
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/088—Removal of water or carbon dioxide from the reaction mixture or reaction components
  • C08G18/0885—Removal of water or carbon dioxide from the reaction mixture or reaction components using additives, e.g. absorbing agents
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/08—Processes
  • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/40—High-molecular-weight compounds
  • C08G18/58—Epoxy resins
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/67—Unsaturated compounds having active hydrogen
  • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
  • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
• • 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
  • C08G18/00—Polymeric products of isocyanates or isothiocyanates
  • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
  • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
  • C08G18/67—Unsaturated compounds having active hydrogen
  • C08G18/68—Unsaturated polyesters
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
  • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
  • C08L75/04—Polyurethanes
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
  • C09J175/04—Polyurethanes
• • 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
  • B32B2305/00—Condition, form or state of the layers or laminate
  • B32B2305/08—Reinforcements
• • 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
  • B32B2605/00—Vehicles
  • B32B2605/12—Ships

Definitions

• This invention relates to adhesives useful on fiberglass reinforced polyester (FRP) substrates used to make personal watercraft which must withstand rough treatment by waves.
• FRP fiberglass reinforced polyester
• Personal watercraft are made by hand laying glass mats or glass fibers on a mold or form. The glass is then bonded-together with a resin, usually unsaturated polyesters cured at room temperature by free radical chemistry
• the adhesive contains unsaturation functionality, hereafter referred to as an "unsaturated polymer", it can be cured by free radical chemistry initiated by peroxide and used to bond watercraft parts without any surface treatment.
• unsaturated polymer / peroxide cured adhesive is very brittle, since there is no strength reinforcement in the adhesive such as the glass fibers used to build the watercraft itself. It was discovered that such peroxide cured adhesives can be toughened or flexibilized by a cocuring polyurethane adhesive.
• this very flexible unsaturated polymer / polyurethane adhesive for watercraft showed excellent sag resistance, fast green strength development and a tack free surface. Retention of adhesion was also demonstrated by exposing the bonds in 100% relative humidity
• unsaturated polymers for such adhesives include the same type of unsaturated polyesters used to construct watercraft as well as unsaturated polyurethanes.
• Typical unsaturated polyesters are the reaction product of a glycol and an unsaturated carboxylic acid or anhydride and
• the unsaturated polyurethane is typically prepared by endcapping a polymeric polyol with a polyisocyanate to prepare a prepolymer. Then, the isocyanate end groups are converted to unsaturation by reaction of the isocyanate with the hydroxyl group of an unsaturated alcohol, such as hydroxylethyl acryiate or hydroxyethyl methacrylate (HEMA).
• an unsaturated alcohol such as hydroxylethyl acryiate or hydroxyethyl methacrylate (HEMA).
• HEMA hydroxyethyl methacrylate
• the prepolymer step of such unsaturated polyurethane may be bypassed by simply reacting HEMA, polyol and polyisocyanate in one step to form an unsaturated polyurethane.
• a room temperature curing adhesive for bonding personal watercraft without surface preparation is formed by combining the unsaturated polymer with a polyurethane.
• exemplary polyurethane adhesives are described in U.S. Patents 4,923,756, 5,002,806 and 5,548,056. Examples of such combination include 1 ) having polyisocyanate and peroxide as Part A and polyol/poiyamine and unsaturated polymer as Part B or 2) having polyol and
• Part A polyisocyanate and unsaturated polymer as Part B.
• Interpenetrating network structural adhesives are prepared by mixing Part A
• Part B using a propeller type mechanical mixer or a mix machine such as
• organotin tertiary amine, organotin, and organocobalt may be used.
• a peroxide other than benzoyl peroxide may be used for the adhesives of this invention, if the
• fiberglass reinforced polyester substrates useful in the practice of this invention are those hand layup and cold press substrates provided by Arctic Cat, Inc, Thief River Falls, MN (formerly known as Arctco) or Mercury Marine, Hartford, Wl. • " r The unsaturated polymer polyurethane adhesive of this invention is
• polyisocyanates useful in this invention are: diphenylmethane diisocyanate, toluene diisocyanate,
• the polyisocyanate useful in this invention may also be derived from the reaction product of a polyisocyanate and a polyol of 1.8-6 functionality.
• the polyols useful for the preparation of such prepolymers may be 700 to 10,000 molecular weight polypropylene oxide ether diol, polyethylene oxide polypropylene oxide ether diol, polytetramethylene ether glycol, polythioether diol, polyester diol, polyepsilon caproiactone diol, polycarbonate diol, polybutadiene diol or mixtures of these diols.
• the preferred polyol is a polypropylene oxide ether diol of 1000 or 2000 molecular weight available from Olin Chemicals, New Haven, Connecticut as Poly G 20- 112 or Poly G 20-56, repectively.
• the component selected to cure the polyisocyanate in the unsaturated polymer polyurethane adhesive of this invention includes the polyols used to make the prepolymer and polyamines.
• Other polyols include polyester and polyether polyols which have a functionality of 1.8 to 6.0 and a hydroxyl number from 100 to 1200. A hydroxyl number range of 200 to 700 and a functionality range of 3 to 5 are preferred.
• Suitable active hydrogen containing materials include diols, triols and tetrols, having primary, secondary and/or tertiary alcohol groups.
• polyether polyols are: Pluracol PeP 550 polyol, a propoxylated derivative of pentaerythritol having four secondary hydroxyl groups, a hydroxyl number of 450, and a molecular weight of 500 available from BASF Wyandotte Co ⁇ oration, Parsippany, N.
• diamines useful for curing the unsaturated polymer polyurethane adhesive of this invention are the following aromatic diamines: toluene diamine
• 1-methyl-3,5-diethyl-2,6 diaminobenzene also known as DETDA or diethyl toluene diamine
• di(methylthio) toluene diamine I .S.S-triethyl- ⁇ . ⁇ -diaminobenzene toluene diamine derivatives containing halogen groups, cyano groups, alkoxy, alkylthio, alkenyl or carbonylic moieties m-phenylene diamine p-phenylene diamine
• the most preferred diamine for the adhesive of this invention is diethyl toluene diamine (Ethacure 100, from Albemarle Corporation, Orangeburg, SC), which also contributes to the sag resistance of the adhesive beacause of its high reactivity.
• Another ingredient in the formulation of the adhesive of this invention is an optional catalyst to faciliate the crosslinking reaction of the adhesive between amines and isocyanates, and between polyols and isocyanates.
• Suitable tertiary amine catalysts include N, N', N"- dimethylaminopropylhexahydrotriazine (Polycat 41 ) and 1 ,4- diazabicyclooctane, and suitable organo metallic catalysts such as those derived from zinc, potassium, bismuth and tin including dibutylin dilaurate, dibutyltin diacetate, ferric acetyl acetonate, nickel acetylacetonate, dibutyltin dialkyl acid, stannous octoate, dibutyltin diiso-octyl mercapto acetate, dibutyl tin diisooctyl maleate, and mixtures of these catalysts.
• the preferred organo metallic catalyst is the dibutyltin diacetate known as DABCO T1 available from Air Products, Allentown, Pa.
• the preferred tertiary amine catalyst is dimethyl aniline.
• the preferred optional thickening agents are: aluminum silicates, carbon black, talcs (magnesium silicates), calcium carbonate, calcium silicates, barium sulfates, graphite, or mixtures of fillers.
• the preferred filler ingredient is Aerosil 200 or Aerosil R972 fumed silica from Degussa Inc., New York, N.Y.; and Cabosil TS 720 fumed silica from Cabot Corporation, Cab-O-Sil Division, Tuscola, IL.
• Color agents for example, Stantone HCCC. 6783 green coloring agent from Harwick Chemical Company, Akron, Ohio, which is a blend of C.I. Pigment Green #7 and C.I. Pigment Black #7 dispersed in a polyoxypropylene polyol at 17.8 parts of pigment to 82.2 parts polyol.
• a drying agent such as a Molecular Sieve powder of the 5 Angstrom size available from Union Carbide or anhydrous aluminum s ' ulfate powder from Geo Specialty Chemicals, Inc, Little Rock, Arkansas.
• Unsaturated polymer polyurethane structural adhesives are prepared by mixing Part A and Part B typically using a mix machine Model 200 from EMC 2 , Sterling Heights, Michigan. The adhesive is applied to the first substrate by conventional means. The second substrate is then laminated over the first adhesive coated substrate. The adhesive is typically cured at room temperature, although other energy sources such as microwave, radio frequency or dielectric energy or electromagnetic energy maybe used to accelerate the cure of the adhesive.
• Crosspeel adhesion samples were prepared using room temperature cured hand layup fiberglass reinforced polyester plaques, prepared from dicyclopentadiene, vinyl esters, or the reaction product of unsaturated dicarboxylic acid and glycol. Representative types of theses substrates are the Arctco FRP or Arctco Cold Press or Mercury Marine FRP constructions used to manufacture personal watercrafts.
• a fiberglass reinforced polyester plaque was cut into 1 inch by 3 inch strips. Adhesive was applied onto the center 1 inch by 1 inch area with no surface pretreatment. A few glass beads of 30 mils diameter was spinkled onto the adhesive to control the bondline thickness when the center of a second 1 inch by 3 inch fiberglass polyester plaque was mated onto the first strip with the adhesive.
• Cohesive failure is designated to be a failure leaving adhesisve on both pieces of plaque forming the crosspeel adhesion sample.
• Adhesive failure is designated to be a failure with separation of the adhesive from the substrate without exposure of the giassfiber reinforcing the substrate.
• Green strength development of an adhesive is evaluated by testing adhesion crosspeel samples after they are cured at different intervals of time at room temperature, typically at 20 and 30 minutes. An adhesion strength of about 50 psi is considered adequate for handling the weight of personal watercraft parts in the production assembly line. Fiber tear accompanying failure of the crosspeel sample is considered superior performance of the adhesive.
• EXAMPLE 1 This example one describes the preparation of a polyisocyanate / peroxide Part A to be cured by a polyol / polyamine / unsaturated polymer Part B.
• Rubinate 9310 was charged into a 22-liter flask. With an efficient, high shearing stirrer and under a nitrogen blanket;. Molecular sieves 5A powder
• This example 2 describes the preparation of another polyisocyanate / peroxide Part A, a polyol is reacted with the polyisocyanate before the addition of peroxide.
• PolyG 20-112 ethylene oxide capped polypropyline ether glycol (MW 1000) 50.00pbw
• Polypropylene ether glycol (PPG) (MW 1000), PolyG 20-112 was dehydrated in a vessel at 100-105°C and at a vacuum of less than 1 mm Hg,
• the dried PPG was
• This example 3 describes the preparation of an unsaturated polyurethane (UPU) to be blended with a polyol and/or a polyamine to form Part B.
• UPU unsaturated polyurethane
• MMA and HEMA were charged. Hydroquinone (HQ) and p- benzoquinone (BQ) were added and stirred until homogeneous.
• Rubinate M was charged and stirring continued. Dibutyl tin dilaurate predissolved in MMA was charged. The reaction was stirred and continued for 90 minutes.
• This example 4 describes the preparation of another unsaturated polymer similar to the unsaturated polyester (UPE) chemistry used to bind glass fibers
• This example 5 describes the preparation of a polyol / polyamine /
• PeP 550 Propoxylated pentaerythritol (Hydroxyl Number 450, MW 500) 2.67 pbw
• This example 6 illustrates the adhesion performance of an unsaturated
• This example 7 illustrates the adhesion performance of an unsaturated polyurethane and polyurethane prepolymer hybrid adhesive on FRP.
• This example 8 illustrates the adhesion performance of an unsaturated polyester, unsaturated polyurethane and polyurethane hybrid adhesive on FRP.
• This example 9 illustrates the formulation of polyols with peroxide to form Part A and unsaturated polymer and polyisocyanate to form Part B.
• Curative 4002 is prepared by reacting the polyols PolyTHF250 (275.00 pbw) and TMP (35.76 pbw) with Mondur MRS polyisocyanate (133.00) before the
• Example 10 This example 10 illustrates the use of benzoylperoxide (BPO) / dimethylaniline (DMA) or methylethylketone peroxide (DDM9) / cobalt naphthenlate to cure unsaturated polymer and polyurethane hybrid adhesives.
• BPO benzoylperoxide
• DMA dimethylaniline
• DDM9 methylethylketone peroxide
• This example 11 illustrates the use of diallyl phthalate (DAP) to achieve flexibility in unsaturated polymer / polyurethane hybrid adhesives. Ultimate elongation values as high as 85% as measured in the stress-strain test of the
• unsaturated polyurethane / polyurethane prepolymer and unsaturated polyurethane / polyisocyanate adhesives are unsaturated polyurethane / polyurethane prepolymer and unsaturated polyurethane / polyisocyanate adhesives.
• This example illustrates the use of an epoxy resin such as Epon 826 to achieve flexibility in unsaturated polymer / polyureaurethane hybrid adhesives. Ultimate elongation value of 63% as measured in the stress- strain test of the neat adhesive was observed.
• This example 12 illustrates the humidity resistance of the unsaturated polymer / polyurethane hybrid adhesives.
• Tables 7, 8 and 9 show adhesives retaining as much as 100% of the adhesion to FRP after exposure to 100%
• a polyisocyanate plus unsaturated polyurethane - Part B polyol plus peroxide or Part A polyisocyanate plus peroxide - Part B polyol plus unsaturated polyurethane.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Wood Science & Technology (AREA)
• Polyurethanes Or Polyureas (AREA)
• Adhesives Or Adhesive Processes (AREA)
• Laminated Bodies (AREA)

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• 1998
  • 1998-01-30 BR BR9807155-6A patent/BR9807155A/pt not_active Application Discontinuation
  • 1998-01-30 AU AU61386/98A patent/AU6138698A/en not_active Abandoned
  • 1998-01-30 CA CA002279315A patent/CA2279315A1/en not_active Abandoned
  • 1998-01-30 CN CN98803814A patent/CN1251600A/zh active Pending
  • 1998-01-30 WO PCT/US1998/001793 patent/WO1998033845A1/en not_active Application Discontinuation
  • 1998-01-30 JP JP10533094A patent/JP2001503099A/ja active Pending
  • 1998-01-30 EP EP98906055A patent/EP0958319A4/de not_active Withdrawn

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