WO2001070842A2 - Mousses de polyurethanne - Google Patents

Mousses de polyurethanne Download PDF

Info

Publication number
WO2001070842A2
WO2001070842A2 PCT/US2001/008888 US0108888W WO0170842A2 WO 2001070842 A2 WO2001070842 A2 WO 2001070842A2 US 0108888 W US0108888 W US 0108888W WO 0170842 A2 WO0170842 A2 WO 0170842A2
Authority
WO
WIPO (PCT)
Prior art keywords
foam
oil
glycol
combination
added
Prior art date
Application number
PCT/US2001/008888
Other languages
English (en)
Other versions
WO2001070842A3 (fr
Inventor
Mohammad W. Katoot
Ahmed M. Katoot
Original Assignee
Kt Holdings, Llc
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
Application filed by Kt Holdings, Llc filed Critical Kt Holdings, Llc
Priority to AU2001247599A priority Critical patent/AU2001247599A1/en
Publication of WO2001070842A2 publication Critical patent/WO2001070842A2/fr
Publication of WO2001070842A3 publication Critical patent/WO2001070842A3/fr

Links

Classifications

    • 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
    • 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3218—Polyhydroxy compounds containing cyclic groups having at least one oxygen atom in the ring
    • 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
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/36—Hydroxylated esters of higher fatty acids
    • 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
    • C08G2110/00—Foam properties
    • C08G2110/0083—Foam properties prepared using water as the sole blowing agent

Definitions

  • the present invention relates generally to polyurethanes, and more specifically, the present invention relates to polyurethane foams and a process for preparing polyurethane foams.
  • Polyurethanes are formed by the reaction of a polyisocyanate compound, such as toluene diisocyanate (TDI) or diphenylmethane diisocyanate (MDI) with a polyhydroxyl- containing compound, such as a high molecular weight polyol.
  • a polyisocyanate compound such as toluene diisocyanate (TDI) or diphenylmethane diisocyanate (MDI)
  • TDI toluene diisocyanate
  • MDI diphenylmethane diisocyanate
  • catalysts include tertiary amines (e.g., diaminobicyclooctane and N,N,- dimethylaminoethanol), lead compounds (e.g., lead octoate), tin compounds (e.g., dibutyltin dilaurate and stannous carboxylates, such as stannous octoate). Absent a blowing agent, the polymerization reaction produces a solid polyurethane.
  • tertiary amines e.g., diaminobicyclooctane and N,N,- dimethylaminoethanol
  • lead compounds e.g., lead octoate
  • tin compounds e.g., dibutyltin dilaurate and stannous carboxylates, such as stannous octoate. Absent a blowing agent, the polymerization reaction produces a solid polyurethane.
  • Polyurethane foams are made by forming gas bubbles in the polymerizing mixture to fill or expand the polyurethane foam cells, which is achieved by using a blowing agent.
  • the density of such foams can be controlled by the quantity and efficiency of the blowing agents.
  • water may be employed as a blowing agent. Water added to the polyol reacts with the isocyanates to provide CO in situ, thereby causing the polyurethane to foam.
  • low-boiling inert liquids such as chlorofluorocarbons (CFCs), hydrochlorofluorocarbons (HCFCs), hydrofluorocarbons (HFCs ), and pentanes to replace or augment the chemical blowing action of water has lead to advantages in certain properties, such as low thermal conductivity. Due to environmental concerns, however, CFCs, HCFCs, and HFCs are disfavored over foams blown only with CO 2 *
  • the choice of polyol, especially the polymer length, size, flexibility of molecular structure, and functionality influences the degree of cross-linking achieved in the polyurethane. Further, the degree of cross-linking has an effect on the stiffness of the polyurethane. For example, to obtain a rigid foam, there should be a stiff polymer network, and, hence a high degree of cross-linking. In contrast, for flexible foams there should be a proportionately lesser degree of cross-linking.
  • the hydroxyl-containing component covers a wide range of molecular weights and types, including polyester and polyether polyols.
  • the polyfunctional isocyanates can be aromatic, aliphatic, cycloaliphati, or polycyclic in structure and can be used directly as produced or modified. This flexibility in the selection of reactants, although such reactants are relatively expensive, leads to a wide range of physical properties that allows polyurethane foams to play an important role in the world market for quality products from synthetic polymers.
  • Polyurethane adhesives used to laminate flexible materials (textiles, paper, board etc,) for bonding rubbers, textiles, leather, and the like and for bonding metal to metal, rubber, and plastics; Construction - insulation panels for walls (internal and external) and roofs, both domestic and commercial, cavity insulation, spray applied roof insulation, and prefabricated insulation for tanks and pipes; Footwear - sole cushions; and
  • the polyurethane foams of the present invention can be used in many applications.
  • One of the principal uses of the polyurethane foams of the present invention is insulation.
  • the present environment is concerned with global warming, heat conservation, and reduced CFCs and HCFCs.
  • the present invention is specifically designed and formulated to replace all currently available expensive hydrocarbon based polyols with relatively low cost, naturally occurring and readily available oils and carbohydrates.
  • the present invention is designed as an essential part of any construction that values long-term energy savings and acoustic shielding.
  • the foam produced according to the present invention flows easily to fill the area regardless of shape or the presence of obstructions such as pipes, wires, and electrical boxes.
  • the sprayed polyurethane foam of the present invention is applied to roofing as a liquid, expanding approximately some 40 times its original liquid volume, and can be used to fill voids, cracks, and crevices as well as providing an air-tight, weatherproof membrane for the roof.
  • the foam dries in seconds following application and fully adheres to the substrate. Due to the lightweight of the foam, it adds very little additional weight to the roof.
  • the versatility of the polyurethane foam lends itself to on-site applications. Residential, commercial, and industrial constructions are all candidates for polyurethane foam applications.
  • the foam adds strength to metal and wood stud cavities due to excellent adhesion and strength to weight ratios.
  • Sprayed polyurethane foam can provide better climate control within a building envelope. Better climate control reduces the consumption of fossil fuels, thereby reducing greenhouse gases released into the atmosphere. Further, SPF climate control ability enables the downsizing of the heating and cooling equipment of a building, further reducing energy usage.
  • SPF provides a continuous air barrier preventing moisture infiltration through air leakage, minimizing dew point problems and condensation withm the building envelope, avoiding thermal bridging, resisting heat movement in all directions, and providing reliable performance under varying conditions.
  • SPF also provides greater durability to buildings.
  • the number one cause of building deterioration is moisture withm a building envelope.
  • the present invention also has applications as a two-component polyurethane construction low rise expanding adhesive, which can be utilized for bonding membranes or insulation type materials to a variety of substrates.
  • Compatible deck substrates include concrete, gypsum, cellular LWC.
  • the foam may also be tailored to variable densities, cell structures, tensile strengths and other desired physical properties.
  • the polyurethane resms can be produced in varying forms due to properties that exhibit high elastic modulus, good electrical resistance, and high moisture-proof crystalline structures.
  • polyurethanes are produced using a two- part reactive system.
  • the first reactive part may contain one or more organic isocyanates, as well as, other components such as initiators and/or catalysts commonly referred to as the "A" side.
  • the organic isocyanate comprises polymeric 4,4'- diphenyl methane diisocyanate
  • the isocyanate concentration is calculated at 90-120% of the theoretical amount required to react with both hydroxyl groups and water This percentage is known as the isocyanate index.
  • the second reactive part may contain one or more compounds which contain functional groups that react with organic isocyanates to form a polyurethane
  • the urethane foams are formed by the process of simultaneous polymerization and expansion
  • the gas for expansion is primarily carbon dioxide, CO 2 , formed by the reaction of isocyanate and water
  • Carbon dioxide can also be used as an effective blowing agent, as well as high-pressure air and conventional low boiling compounds, to complete the formation of the foam cell structure and to prevent shrinkage of the cell.
  • Polyurethane foams in accordance with the present invention comprise the reaction product of a polyol selected from a fatty acid, a glycol, a mineral oil, a carbohydrate, or a combination thereof with a polyisocyanate in the presence of a catalyst and at least one blowing agent.
  • a polyol selected from a fatty acid, a glycol, a mineral oil, a carbohydrate, or a combination thereof
  • a polyisocyanate in the presence of a catalyst and at least one blowing agent.
  • Fatty acids include, but are not limited to, palmitic, stea ⁇ c, oleic hnoleic, myristic, arachidic, ⁇ cmole c, or a combination thereof
  • glycol comprises glycol, ethylene glycol, a polyethylene glycol, diethylene glycol, dipropylene glycol, propylene glycol, hexylene glycol, neopentyl glycol, bisphenol A, 2-methyl propanediol, t ⁇ methylolpropane, 1 , 4-butane diol, or a combination thereof.
  • the polyethylene glycol has a molecular weight range between about 200 and about 600.
  • Carbohydrates include polyhydric alcohols having the general formula CH 2 OH(CHOH) n CH 2 OH, wherein n is selected from 2 to 5.
  • polyhydric alcohols include, but are not limited to sucrose, glucose, fructose kojibiose, turanose, isomaltose, maltose, dextrose, glycerol, and combinations thereof.
  • Blowing agents can be selected from water, a low-boilmg inert liquid, carbon dioxide, air, gasses which are inert with respect to the polyurethane or components of the polyurethane, or a combination thereof
  • the low-boilmg inert liquid include, but are not limited to chlorofluorocarbon, a hydrochlorofluorocarbon, a hydrofluorocarbon, a pentane, chloroform, or a combination thereof
  • polyisocyanates include hexamethylene diisocyanate, toluene 2-4 diisocyanate, naphthalene 1,5 diisocyanate, diphenylmethane 2,4' diisocyanate, 4,4' diphenyl methane diisocyanate, or a combination thereof.
  • other polyisocyanates employed in the art may likewise be employed with the present mvention.
  • polyurethane foams m accordance with the present invention comprise the reaction product of a polyol selected from a vegetable oil, a mineral oil, a glycol, a syrup, or a combination thereof with a polyisocyanate in the presence of a catalyst and at least one blowing agent.
  • Vegetable oil includes, but not limited to, canola oil, sesame oil, sunflower oil, soybean oil, palm oil, castor oil, coconut oil, cotton seed oil, olive oil, apricot oil, avocado oil, safflower oil, lmseed oil, coconut oil, corn oil, babassu oil, tung oil, pe ⁇ lla oil, oiticica oil, a hydrogenated derivative thereof, or a combination thereof
  • Syrup includes any syrup comprising a sugar, such as, sucrose, glucose, fructose kojibiose, turanose, isomaltose, maltose, dextrose, glycerol, and combinations thereof
  • Such syrups include, but are not limited to maple syrup, honey, corn syrup, cane syrup, golden syrup, molasses, sorghum, beet syrup, or a combination thereof.
  • Another aspect of the present mvention is directed to a method for producing polyurethane foam compositions.
  • This method comprises producing a polyol blend comprising a fatty acid, a glycol, a mineral oil, a carbohydrate, or a combination thereof, and reacting the polyol blend with a polyisocyanate blend m the presence of a catalyst and a blowing agent.
  • the polyol blend and the polyisocyanate blend can be reacted with one another m equal parts by weight, or m the ratios described below.
  • Another aspect of the present invention is directed to a method for producing polyurethane foam compositions in accordance with the present invention.
  • the method comprises producing a polyol blend comprising a vegetable oil, a mineral oil, a glycol, a syrup, or a combination thereof , and reacting the polyol blend with a polyisocyanate blend in the presence of a catalyst and a blowing agent.
  • Fatty acids include, but are not limited to, palmitic, stea ⁇ c, oleic Imoleic, mynstic, arachidic, ncmolehc, or a combination thereof
  • Vegetable oil includes, but not limited to, canola oil, sesame oil, sunflower oil, soybean oil, palm oil, castor oil, coconut oil, cotton seed oil, olive oil, apricot oil, avocado oil, safflower oil, linseed oil, coconut oil, corn oil, babassu oil, tung oil, perilla oil, oiticica oil, a hydrogenated derivative thereof, or a combination thereof.
  • Syrup includes any syrup comprising a sugar, such as, sucrose, glucose, fructose kojibiose, turanose, isomaltose, maltose, dextrose, glycerol, and combinations thereof.
  • a sugar such as, sucrose, glucose, fructose kojibiose, turanose, isomaltose, maltose, dextrose, glycerol, and combinations thereof.
  • Such syrups include, but are not limited to maple syrup, honey, corn syrup, cane syrup, golden syrup, molasses, sorghum, beet syrup, or a combination thereof.
  • Carbohydrates include monosaccharides, disaccharides, glycerides, polyhydric alcohols, and combinations thereof.
  • Polyhydric alcohols have the general formula
  • polyhydric alcohols include, but are not limited to sucrose, glucose, fructose kojibiose, turanose, isomaltose, maltose, dextrose, glycerol, glyceride and combinations thereof.
  • glycol comprises glycol, ethylene glycol, a polyethylene glycol, diethylene glycol, dipropylene glycol, propylene glycol, hexylene glycol, neopentyl glycol, bisphenol A, 2-methyl propanediol, trimethylolpropane, 1 , 4-butane diol, or a combination thereof
  • the polyethylene glycol has a molecular weight range between about 200 and about 600.
  • Blowing agents can be selected from water, a low-boiling inert liquid, carbon dioxide, air, gasses which are inert with respect to the polyurethane or components of the polyurethane, or a combination thereof.
  • the low-boiling inert liquid include, but are not limited to chlorofluorocarbon, a hydrochlorofluorocarbon, a hydrofluorocarbon, a pentane, chloroform, or a combination thereof.
  • polyisocyanates include hexamethylene diisocyanate, toluene 2-4 diisocyanate, naphthalene 1,5 diisocyanate, diphenylmethane 2,4' diisocyanate, 4,4' diphenyl methane diisocyanate, or a combination thereof.
  • polyisocyanates employed in the art may likewise be employed with the present invention.
  • polyurethane foams of the present invention may include one or more resins, fillers, surfactants, stabilizers, cross-linkers, drying agents, stabilizers, preservatives, fire retardants, antibacterial agents, and any combination thereof
  • the initiators and/or catalysts used in the present invention may be employed to control the polymerization and blowing processes. This control is important for polyurethane reactant foam systems. Imbalance between polymerization and foam expansion can lead to foam collapse, serious imperfections, and cells that prematurely open, causing shrinkage of the cured foam and loss of adhesion properties.
  • the amount of polymers, carbohydrates, initiators, and catalysts may vary. Desirably the polymer, its initiators, carbohydrates, and catalysts comprise from about 40 to about 70 weight percent on the B side and the functional group on the A side from about 60 to 30 weight percent based upon the total combined weight of the mixture. Even more desirably the polymer comprises from about 55 to about 65 weight percent on the B-side and the functional group on the A side from about 45 to about 35 weight percent based upon the total combined weight of the mixture.
  • the production of the A side and the B side components, once completed can be easily mixed, the resulting liquid mixture can be sprayed or molded into the desired shape or form.
  • the flexible polyurethane reactant foam system can be modified to produce various densities, strengths and cell structures.
  • the flexible urethane foam systems of the present invention may employ suitable methacrylate and acrylate monomers in the foam formulations.
  • the two-component urethane foam system comprises, on the A side, an admixture of 4,4' diphenyl methane diisocyanate (MDI) and dimethyl sulfoxide (DMSO).
  • MDI 4,4' diphenyl methane diisocyanate
  • DMSO dimethyl sulfoxide
  • reactant fillers that make up the two-component foam system comprise, on the B side, carbohydrates comprising, but not limited to, glucose, dextrose, and lactose, and fatty acids comprising, but not limited to, castor oil and linseed oil.
  • carbohydrates comprising, but not limited to, glucose, dextrose, and lactose
  • fatty acids comprising, but not limited to, castor oil and linseed oil.
  • glucose and lactose are present, but not limited to, a weight ratio of 87:13.
  • the monomers, catalysts, and initiators that makeup the two component foam system comprise, on the B side, aqueous ammonia, a carbonyl group (e.g., an organic acid such as acetic acid), and dibutyltin dilaureate. In this embodiment these monomers, catalysts, and initiators are present, but not limited to, a weight ratio of 31 :61 :8.
  • the A side and the B side of a liquid, two- component polyurethane system comprises a compound or mixture of compounds containing functional groups which react with isocyanates.
  • Castor oil a trishydroxy fatty triglyceride or ⁇ cmoleic acid
  • Castor oil is an example of a naturally occurring polyol. It produces a low cost urethane ingredient.
  • castor oil is combined with vmyl ester resms and various filler materials, such as calcium oxides, calcium carbonates along with one or more initiators and/or catalysts. (See Examples 2-9.)
  • CaO also acts as a catalyst.
  • the amount of castor oil, vmyl resms, fillers, initiators, and catalysts may vary.
  • the isocyanate initiator of the foam is the final ingredient of the mixture.
  • the A side and the B side of a liquid, two-component polyurethane system comprises a compound or mixture of compounds containing functional groups which react with isocyanates.
  • These are carbohydrate products of photosynthesis comprising one, two, or more saccharose groups
  • the monosaccha ⁇ de sugars (often called simple sugars) are composed of 2-7 carbon atoms. One of the carbons carries aldehydic or ketonic oxygen The remaining carbons usually have hydrogen atoms and hydroxyl groups.
  • Chief among the monosaccha ⁇ des are glucose and fructose.
  • sucrose cane and beet sugar
  • lactose are the lactose. Each of these carbohydrates produces a low cost urethane ingredient.
  • the isocyanate initiator of the foam is the final ingredient of the mixture.
  • Polyisocyanates which can be used in the present invention include MDI, hexamethylene diisocyanate (HDI), toluene 2-4 diisocyanate (2-2-TDI), naphthalene 1 ,5 diisocyanate (NDI), diphenylmethane 2,4' diisocyanate (2,4'MDI), and combinations thereof.
  • the present invention can use other ranges of isocyanates as are commonly available from manufacturers such as, BASF, Dow Chemical Company, Mobay, and Rubicon, to name only a few.
  • polyurethane foams of differing rigidities and densities were prepared from different catalysts initiators, fillers, and varying amounts of these ingredients as exhibited in the examples below.
  • the resulting ingredients were combined in plastic containers, and thoroughly mixed. The compositions were allowed to expand freely and left to cure.
  • roofing is described below. However, these applications are only a few of the vast applications of the polyurethane foams of the present invention and are not to be deemed as limiting.
  • Sprayed polyurethane foam is applied as a liquid filling cracks and crevices, then expanding approximately 40 times its original liquid volume.
  • the polyurethane foam dries withm seconds after applied to the roof surface. Its expansion results in a weather tight roofing membrane that is fully adhered to the substrate. Because of polyurethane foam's lightweight, it adds little additional weight to the structure and is often used m remedial applications.
  • Polyurethane foam has a history of more than 30 years as a maintainable roofing medium Polyurethane foam adds excellent insulation value to the structure and utility bills can reflect the difference.
  • Agricultural, poultry, meat packaging plants, cold storage warehousing facilities, and masonry cavities are typical examples of spray and pour polyurethane foam applications.
  • Polyurethane foam adds strength to wood or metal stud cavities of commercial and residential buildings due to excellent adhesion and high strength to weight ratio.
  • Polyurethane foams monolithic sealing capabilities can provide considerable utility savings.
  • Polyurethane foam is used widely in applications requiring injection and open cavity filling.
  • the versatility of the product permits tailoring of the formulation to meet specific requirements. Depending on the needs, it can serve as an excellent insulation medium or enhance the structural integrity of the finished product.
  • the list of applications is too many to mention and new opportunities develop constantly.
  • Polyurethane foam can be sprayed or poured to meet most application requirements and provide a monolithic weather tight seal. Sprayed or poured polyurethane foam or a combination of both are successfully used in the construction of cold storage warehouses, atmosphere controlled buildings, and residential and commercial structures. With utility savings being a primary consideration, the added benefits of polyurethane foam's lightweight and excellent adhesion has introduced many new concepts in building design.
  • high performance plural component coatings are satisfying old problems while opening many new markets.
  • These high performance coatings are polyureas, polyurethanes, and blended hybrids. Resistant of many solvents and chemicals, they dry rapidly and can be applied to various substrates. Underground pipe restoration as well as new pipe coating are further uses of these high performance coatings, demonstrating their excellent physical properties and diversity.
  • High performance plural component coatings are a rapidly growing technology. These new coatings, polyureas, polyurethanes, and blended hybrids, have opened new markets and can be applied to a variety of substrates. Secondary containment is an example of a application for the polyurethane foams of the present invention, which has been a difficult problem to solve. Underground pipe, manhole cover restoration, parking decks, coating of new pipe, and waterproofing applications are further uses of these high performance materials. Producers report the rapid growth of these high performance coatings is attributed to formulation versatility and outstanding physical properties.
  • Polyurethanes and polyureas have very fast reaction times. These materials are dry to the touch within seconds after application reducing de-mold time dramatically. The producer to meet application requirements can alter physical properties of these materials.
  • polyurethane foam One of the most efficient insulation materials for housing, commercial refrigeration, perimeter wall, masonry cavity fill and numerous other applications is polyurethane foam.
  • polyurethane foam On-site applied as sprayed or poured liquid, polyurethane foam fills cracks and crevices, providing sealing capability.
  • Polyurethane foam expands up to thirty times its liquid volume immediately upon application and is dry to the touch in seconds.
  • the unique application process has an excellent history as a spray applied remedial roofing membrane sealant and insulation system. And because of polyurethane foams high insulating value, it out-performs many conventional insulations applied in equal thickness. Its high strength to low weight ratio has attracted architects and building consultants throughout the world.
  • Polyurethane foam is used in many marine applications.
  • the adhesive qualities are particularly attractive.
  • a polyurethane foam with a two pound density will support around 60 pounds of dead weight in water.
  • Polyurethane adhesives are employed to laminate flexible materials, such as, textiles, paper, board, etc., for bonding rubbers, textiles, leather, and the like and for bonding metal to metal, rubber, and plastics.
  • polyurethane foam compositions are disclosed for insulation foam, roofing foam, molding foam, hard foam, and adhesive foam.
  • any of these formulations are adaptable for other polyurethane foam uses not specified. Accordingly, these categories or designations should not be considered as limiting.
  • the side A and side B components are admixed m separate mixing vessels. There is no requirement for the components to be added to the respective mixing vessels m the order listed.
  • the side A and side B components can be added to the respective mixing vessels any order.
  • the side A solutions and the side B solutions should not be introduced with one another until it is desired to produce the polyurethane foam.
  • the components can be thoroughly mixed as they are added or thoroughly mixed after all selected components are placed into the mixing vessel. After the side A and side B components, respectively, are admixed into solution, the side A and side B solutions are admixed and allowed to react with one another to form the polyurethane foam of the present invention.
  • the polyurethane foam comprises from about 65 to about 35 weight percent of the side A solution and from about 35 to about 65 weight percent of the side B solution.
  • the polyurethane foam comprises about 50 weight percent of the side A solution and about 50 weight percent of the side B solution.
  • Mixing of the side A and side B solutions can occur withm a vessel, a spray wand, a mold, a cavity, or any conventional mixing apparatus or device.
  • Compositions of the polyurethane foams of the present invention are as follows.
  • Insulations foams of the present invention have a density of about 0.5 pounds per cubic foot; however, the density of the insulation foam can be greater or less than 0.5 pounds per cubic foot.
  • the following side A solution and side B solution, respectively, are admixed in separate mixing vessels, and thereafter mixed with one another in the amounts by weight as indicated above to form a polyurethane insulation foam.
  • LUPRANATETM 50- 1004,4 '-diphenyl methane diisocyanate (MDI) 0-50 l-vmyl-2-pyrrohdmone (NVP)
  • TPA T ⁇ propylamme
  • roofing foams of the present invention are mostly closed cell (about 85% to about 95 %), are sprayable, and have a density from about 1 to about 4 pounds per cubic foot; however, the density of the roofing foam can be greater or less than this range.
  • the following side A solution and side B solution, respectively, are admixed m separate mixing vessels, and thereafter mixed with one another in the amounts by weight as indicated above to form a polyurethane roofing foam.
  • NNP 0-50 l-vmyl-2-pyrrohdmone
  • Ethylene Glycol 0-50 A mixture of ethylene glycol (80-79 wt. %) and amorphous SiO 2 (20-
  • Molding foams of the present invention are mostly closed cell (about 85% to about 95 %) and have a density from about 1 to about 4 pounds per cubic foot; however, the density of the molding foam can be greater or less than this range.
  • the following side A solution and side B solution, respectively, are admixed in separate mixing vessels, and thereafter mixed with one another in the amounts by weight as indicated above to form a polyurethane molding foam.
  • the molding foam can be employed similarly as a resin to form molded objects.
  • NNP 0-50 l-vinyl-2-pyrrolidinone
  • Hard foams of the present invention are mostly closed cell (about 85% to about 95 %) and have a density from about 1 to about 10 pounds per cubic foot, however, the density of the hard foam can be greater or less than this range.
  • the following side A solution and side B solution, respectively, are admixed in separate mixing vessels, and thereafter mixed with one another in the amounts by weight as indicated above to form a polyurethane hard foam.
  • Side A Components are admixed in separate mixing vessels, and thereafter mixed with one another in the amounts by weight as indicated above to form a polyurethane hard foam.
  • NDP N- vinyl-2-pyrrolidinone
  • DMSO Dimethyl Sulfoxide
  • Triethylamine (TEA) 0-10 Aminified sugar
  • TPA Tripropyl amine
  • Adhesive foams of the present invention are mostly closed cell (about 85% to about 95 %) and have a density from about 1 to about 4 pounds per cubic foot; however, the density of the adhesive foam can be greater or less than this range.
  • the following side A solution and side B solution, respectively, are admixed in separate mixing vessels, and thereafter mixed with one another in the amounts by weight as indicated above to form a polyurethane adhesive foam.
  • This foam will adhere to wet or dry surfaces or substrates, such as EPDM, concrete, cardboard, plywood, sheetrock, and the like.
  • NNP 0-50 l-vinyl-2-pyrrolidinone
  • N'N-dimethylani ne N'N DMA
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (lOOOml tri-cornered polypropelene beaker NWR Scientific Cat. 25384-160).
  • DMSO was added to the MDI and mixed thoroughly using a Hamilton Beach Commercial Mixer, Model 95036-3 speeds [low, medium, high] at medium speed for about 5 minutes.
  • Side B Components :
  • Lactose solution was prepared by mixing lactose in water on a 3: 1 ratio by volume. Alternatively, the lactose solution may be obtained commercially with a water content of up to 30% by volume. Aqueous ammonia is a solution of 10% by volume ⁇ H 3 in water.
  • Glucose and lactose solution were added to a mixing vessel (1000ml tri- cornered polypropelene beaker NWR Scientific Cat. 25384-160) and mixed thoroughly in the mixer at medium speed for about 5 minutes.
  • Aqueous ammonia was added to the solution and mixed thoroughly in the mixer at medium speed for about 10 minutes.
  • Acetic acid was then added to the solution and mixed thoroughly for about 5 minutes.
  • dibutyltin dilaurate was added to the solution and mixed thoroughly in the mixer at medium speed .
  • the two components were mixed together in the mixer at high speed for about 15 seconds.
  • the reaction of side A with side B resulted in the immediate formation (reaction time of about 5 sees.) of foam cells, which were allowed to freely rise external to the container (rise time about 10 sees.).
  • Example 2 a The foam cells bonded to all surfaces of the container, and the resultant foam remained "tacky" for approximately 15-20 minutes until completely cured. The resulting foam was hard and possessed good adherence properties suitable for foam insulating applications to substrates, such as roofing membranes and roofing and wall insulation foams.
  • Example 2 a The foam cells bonded to all surfaces of the container, and the resultant foam remained "tacky" for approximately 15-20 minutes until completely cured.
  • the resulting foam was hard and possessed good adherence properties suitable for foam insulating applications to substrates, such as roofing membranes and roofing and wall insulation foams.
  • Example 2 a Example 2 a
  • a polyurethane foam was prepared by admixing the following components in the order as listed: Side A Components:
  • Solution 4 is a mixture employed as a surfactant and comprises:
  • LUPRANATETM is the tradename for polymeric diphenyl methane diisocyanate CAS 101-68-8, commonly known as MDI or PMDI, by BASF.
  • Polymeric MDI is a brownish liquid with a functionality between 2.1-3.0.
  • Example 2b
  • Example 2b was prepared exactly as Example 2a, with the exception that 10 g of unsaturated polyester resin was substituted for vinyl ester resin in the side B component. 15 grams of 4,4 '-diphenyl methane diisocyanate (MDI) (LUPRANATETM) was added to the side B component. The reaction of side A with side B resulted in the immediate formation of foam cells (reaction time of about 5 sees.), which were allowed to freely rise external to the container (rise time about 10 sees.). The foam cells bonded to all surfaces of the container and the resultant foam remained "tacky" for approximately 15-20 minutes until completely cured. The resulting foam was hard and possessed good adherence properties, suitable for foam insulating applications.
  • MDI 4,4 '-diphenyl methane diisocyanate
  • a polyurethane foam was prepared by admixing the following components in the order as listed: Side A Components:
  • Example 3b was prepared exactly as Example 3a, with the exception that 25 g of unsaturated polyester resin was substituted for vinyl ester resin in the side B component.
  • Example 4a A polyurethane foam was prepared by admixing the following components in the order as listed:
  • Example 4b was prepared exactly as Example 4a, with the exception that 20 g of unsaturated polyester resin was substituted for vinyl ester resin in the side B component. 20 grams of 4,4 '-diphenyl methane diisocyanate (MDI) (LUPRANATETM) was added to the side B component. The reaction of side A with side B resulted in the immediate formation of foam cells (reaction time of about 5 sees.), which were allowed to freely rise external to the container (rise time about 10 sees.). The foam cells bonded to all surfaces of the container and the resultant foam remained "tacky" for approximately 15-20 minutes until completely cured. The resulting foam was hard and possessed good adherence properties, suitable for foam insulating applications.
  • MDI 4,4 '-diphenyl methane diisocyanate
  • a polyurethane foam was prepared by admixing the following components in the order as listed: Side A Components:
  • Example 5b was prepared exactly as Example 5a, with the exception that 10 g of unsaturated polyester resin was substituted for vinyl ester resin in the side B component. 13 grams of 4,4'-diphenyl methane diisocyanate (MDI) (LUPRANATETM) was added to the side B component. The reaction of side A with side B resulted in the immediate formation of foam cells (reaction time of about 5 sees.), which were allowed to freely rise external to the container (rise time about 10 sees.). The foam cells bonded to all surfaces of the container and the resultant foam remained "tacky" for approximately 15-20 minutes until completely cured. The resulting foam was hard and possessed good adherence properties, suitable for foam insulating applications.
  • MDI 4,4'-diphenyl methane diisocyanate
  • LUPRANATETM 4,4'-diphenyl methane diisocyanate
  • a polyurethane foam was prepared by admixing the following components in the order as listed: Side A Components:
  • Example 6b was prepared exactly as Example 6a, with the exception that 30 g of unsaturated polyester resin was substituted for vinyl ester resin in the side B component. 16.5 grams of 4,4 '-diphenyl methane diisocyanate (MDI) (LUPRANATETM) was added to the side B component. The reaction of side A with side B resulted in the immediate formation of foam cells (reaction time of about 5 sees.), which were allowed to freely rise external to the container (rise time about 10 sees.). The foam cells bonded to all surfaces of the container and the resultant foam remained "tacky" for approximately 15-20 minutes until completely cured. The resulting foam was hard and possessed good adherence properties, suitable for foam insulating applications.
  • Example 7a 4,4 '-diphenyl methane diisocyanate
  • a polyurethane foam was prepared by admixing the following components in the order as listed: Side A Components:
  • Example 7b was prepared exactly as Example 7a, with the exception that 50 g of unsaturated polyester resm was substituted for vmyl ester resm m the side B component. 50 grams of 4,4 '-diphenyl methane diisocyanate (MDI) (LUPRANATETM) was added to the side B component. The reaction of side A with side B resulted in the immediate formation of foam cells (reaction time of about 5 sees.), which were allowed to freely rise external to the container (nse time about 10 sees ).
  • MDI 4,4 '-diphenyl methane diisocyanate
  • a polyurethane foam was prepared by admixing the following components in the order as listed: Side A Components:
  • Example 8b was prepared exactly as Example 8a, with the exception that 50 g of unsaturated polyester resm was substituted for vmyl ester resm in the side B component 50 grams of 4,4 '-diphenyl methane diisocyanate (MDI) (LUPRANATETM) was added to the side B component.
  • MDI 4,4 '-diphenyl methane diisocyanate
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • KT Surfactant KT-1S comprises a 50:50 by weight mixture of MIX A and MIX B.
  • MIX A compnses a mixture of 50% Polyalkyeneoxide/methylsiloxane Copolymer [CAS 67762-85-0] and 50% Polyalkylene Oxide [CAS 52232-27-6]. Material is sold commercially by Witco Corporation under the trade name of Niax Sihcone L 5340.
  • MIX B is a silicon glycol polymer m liquid form sold under the trade name Dow Coming 193 Surfactant.
  • Dow Coming 193 Surfactant is a copolymer that acts as a surface tension depressant and wetting agent. The composition contains dimethyl, methyl (polythene oxide) siloxane, polyethylene oxide monoallyl ether, and polyethylene glycol.
  • HCl/aqueous solution is transferred to a reaction flask and placed m an ice bath at 3° C. The temperature of the solution is allowed to rise to 5° C by the exotherm of the solution. 21ml of distilled aniline (ref: Aldrich cat. 24,228-4 [CAS 62- 53-3]) is measured and added to the reaction flask The solution is placed on a magnetic stir bar and stirred until completely mixed.
  • the prepared solution of HCl/ammonium-persulfate is added to the reaction flask and stirred until the mixture is completely homogenized; the temperature of the ice bath is reduced to 0° C to control the reaction, which could be exothermic for approximately 20 minutes.
  • the mixed polyanilme solution is then vacuum filtered by placing the solution on filter paper in a vacuum funnel. The funnel is placed on an Erlenmeyer flask equipped with a side arm Vacuum is then pulled on the solution leaving the residue on the filter paper.
  • the vacuum filtered polyanilme is transferred into a flask containing IMol potassium hydroxide (KOH) [CAS 1310-58-3] (6 grams KOH per 100ml H 2 O) The mixture is stirred for about 2 hours, then left standing for a period of eight hours to allow the solution to settle.
  • KOH IMol potassium hydroxide
  • the polyaniline is then mixed with 500ml of filtered (deionized) water and mixed until homogenous.
  • the polyaniline is then baked until dried in an oven at 50°C.
  • the final polyaniline powder has the appearance of a black-green powder.
  • the powder is then placed in a sealable bottle and purged with nitrogen until ready for use in the Side B Components.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (1000ml tri-cornered polypropelene beaker NWR Scientific Cat. 25384-160).
  • ⁇ NP was added to MDI and mixed thoroughly in the mixer at medium speed for about 5 minutes.
  • the KT Surfactant KT-I S was then added into the solution and mixed thoroughly for about 5 minutes.
  • FYROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • a mixing vessel 1000ml t ⁇ -comered polypropelene beaker NWR Scientific Cat. 25384-160 was purged with nitrogen. MDI was added to the vessel. ⁇ NP was added to the LUPRANATETM and mixed thoroughly in the mixer at high speed for about 5 minutes The KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes. Then, FYROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • Side B Components 1000ml t ⁇ -comered polypropelene beaker NWR Scientific Cat. 25384-160
  • the water and granulated sugar were added to a vessel (1000ml tri-cornered polypropelene beaker NWR Scientific Cat. 25384-160) and mixed thoroughly in a blender at medium speed until the sugar dissolved, about 5 minutes at about 40°C. KT-1I Initiator was added to the solution and mixed thoroughly for about 10 minutes. Next, the N,N- dimethylaniline was added to the solution and mixed thoroughly.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (1000ml tri-cornered polypropelene beaker NWR Scientific Cat. 25384-160).
  • ⁇ NP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FNROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • the water and granulated sugar were added to a mixing vessel (1000ml t ⁇ - cornered polypropelene beaker VWR Scientific Cat 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C KT-1I Initiator was added to the solution and mixed thoroughly for about 10 minutes Next, the N,N-d ⁇ mefhylan ⁇ lme was added to the solution and mixed thoroughly
  • a polyurethane foam was prepared by admixing the following components Side A Components
  • MDI was added to a mixing vessel (1000ml t ⁇ -comered polypropelene beaker VWR Scientific Cat 25384-160) NVP was added to the MDI and mixed thoroughly for about 5 minutes The KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes Side B Components:
  • the water and granulated sugar were added to a mixing vessel (1000ml tri- cornered polypropelene beaker VWR Scientific Cat. 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C.
  • KT-1I Initiator was added to the solution and mixed thoroughly for about 10 minutes.
  • N,N-dimethylaniline was added to the solution and mixed thoroughly.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (1000ml tri-comered polypropelene beaker VWR Scientific Cat. 25384-160). NVP was added to the MDI and mixed thoroughly for about 5 minutes. The KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes. Side B Components:
  • the water and granulated sugar were added to a mixing vessel (1000ml tri- cornered polypropelene beaker VWR Scientific Cat. 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C KT-1I Initiator was added to the solution and mixed thoroughly for about 10 minutes. Next, the N,N-d ⁇ methylamlme was added to the solution and mixed thoroughly.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (1000ml tri-cornered polypropylene beaker NWR Scientific Cat. 25384-160) ⁇ NP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FYROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • the water and granulated sugar were added to a mixing vessel (1000ml tri- cornered polypropelene beaker NWR Scientific Cat. 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C. KT-1I Initiator was added to the solution and mixed thoroughly for about 10 minutes. Next, the N,N-d ⁇ methylan ⁇ l ⁇ ne was added to the solution and mixed thoroughly.
  • Example 16 A polyurethane foam was prepared by admixing the following components:
  • MDI was added to a mixing vessel (1000ml tri-comered polypropylene beaker NWR Scientific Cat. 25384-160).
  • ⁇ NP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FNROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • Crosslinking agent PTT was added to the A side following which the solution was thoroughly mixed for an additional 10 minutes.
  • the water and granulated sugar were added to a mixing vessel (1000ml tri- comered polypropelene beaker NWR Scientific Cat. 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C.
  • KT-II Initiator was added to the solution and mixed thoroughly for about 10 minutes.
  • the N,N-dimethylaniline was added to the solution and mixed thoroughly.
  • Silica was then added to the solution and thoroughly mixed.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (1000ml tri-comered polypropelene beaker NWR Scientific Cat. 25384-160).
  • ⁇ NP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FNROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • Crosslinking agent PTT was added to the A side following which the solution was thoroughly mixed for an additional 10 minutes.
  • the water and granulated sugar were added to the mixing vessel (1000ml tri- comered polypropylene beaker VWR Scientific Cat. 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C.
  • KT-II Initiator was added to the solution and mixed thoroughly for about 10 minutes.
  • the N,N-dimethylaniline was added to the solution and mixed thoroughly.
  • Silica was then added to the solution and thoroughly mixed.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a mixing vessel (1000ml tri-comered polypropelene beaker NWR Scientific Cat. 25384-160).
  • ⁇ NP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FNROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • Crosslinking agent PTT was added to the A side following which the solution was thoroughly mixed for an additional 10 minutes.
  • the water and granulated sugar were added to a mixing vessel (1000ml tri- comered polypropelene beaker NWR Scientific Cat. 25384-160) and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C KT-II Initiator was added to the solution and mixed thoroughly for about 10 minutes. Next, the N,N-dimethylamlme was added to the solution and mixed thoroughly.
  • a polyurethane foam was prepared by admixing the following components. Side A Components:
  • MDI was added to a vessel.
  • ⁇ VP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FNROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • Crosslinking agent PTT was added to the A side following which the solution was thoroughly mixed for an additional 10 minutes.
  • the water and granulated sugar were added to a vessel and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C.
  • KT-II Initiator was added to the solution and mixed thoroughly for about 10 minutes.
  • N,N-dimethylaniline was added to the solution and mixed thoroughly.
  • a polyurethane foam was prepared by admixing the following components: Side A Components:
  • MDI was added to a vessel.
  • ⁇ NP was added to the MDI and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FNROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • Crosslinking agent PTT was added to the A side following which the solution was thoroughly mixed for an additional 10 minutes.
  • the water and granulated sugar were added to a vessel and mixed thoroughly until the sugar dissolved, about 5 minutes at about 40°C.
  • KT-II Initiator was added to the solution and mixed thoroughly for about 10 minutes.
  • N,N-dimethylaniline was added to the solution and mixed thoroughly.
  • MDI was added to a mixing vessel.
  • ⁇ NP was added to the LUPRANATETM and mixed thoroughly for about 5 minutes.
  • the KT-I S Surfactant was then added into the solution and mixed thoroughly for about 5 minutes.
  • FYROLTM was added into the solution and mixed thoroughly for about 10-15 minutes.
  • the mixing vessel was fitted with a drum pump [IPM Kent, WA. Model IP-01].
  • the water and granulated sugar were added to a mixing vessel (Stainless Steel 100, gallon capacity fitted with a drum heater (Acra Electric Corporation Model 152274) and mixed thoroughly using a Neptune Mixer, 1/3HP at 1725 RPM until the sugar dissolved, about 45 minutes at about 80 °C.
  • KT-II Initiator was added to the solution and mixed thoroughly for about 10 minutes.
  • the N,N-d ⁇ methylan ⁇ lme was added to the solution and mixed thoroughly.
  • the mixture was then transferred to a 55 gallon drum fitted with a drum pump (IPM Kent, WA. Model IP-01 , 180ps ⁇ ) and a mixer (Neptune Mixer, 1/3 HP at 1725 RPM).
  • the drum pumps were connected to standard spray gun (airless urethane spray equipment Gusmer Corporation H-2000 Multi-Component High Pressure Metering Unit with a Gusmer GX-7 Spray Gun). Following the preparation of side solutions A and B, the two solutions were mixed together in the mixing chamber of the spray gun, which mixes the components at or approximately at the nozzle, and sprayed into a mold (a simulated 2 inch x 4 inch Stud Wall Cavity). The reaction of side A with side B resulted in the immediate formation of foam cells (reaction time about 5 sees ), which were allowed to freely rise external to the container (rise time lOsecs).
  • standard spray gun airless urethane spray equipment Gusmer Corporation H-2000 Multi-Component High Pressure Metering Unit with a Gusmer GX-7 Spray Gun.
  • a second test was perfomed by introducing the mixture into a mold by use of a conventional Gusmer GX-14 Pour Gun that mixes side A and side B at or approximately at the nozzle.
  • the reaction of side A with side B resulted in the immediate formation of foam cells (reaction time about 5 sees.), which were allowed to freely rise external to the container (rise time about 10 sees.).
  • An aminified sugar solution was prepared by mixing microwave initiator 0.1 % by weight to diethyl cyclohexylamine 99 % by weight.
  • a microwave initiator was prepared by the following procedure.
  • a first solution was prepared by mixing the following components, in descending order. 194.52gr. polyvinylalcohol solution (10% PNOH in H 2 O)
  • the Microwave initiator is kept refrigerated until ready for us.
  • the water and granulated sugar were added to a mixing vessel (Stainless Steel
  • a second test was perfomed by introducing the mixture into a mold by use of a conventional Gusmer GX-14 Pour Gun that mixes side A and side B at or approximately at the nozzle
  • the reaction of side A with side B resulted in the immediate formation of foam cells (reaction time about 5 sees.), which were allowed to freely rise external to the container (rise time lOsecs).
  • Examples 23-77 were prepared as follows unless indicated otherwise.
  • the side A and side B components were admixed in separate mixing vessels m the order as listed However, there is no requirement for the components to be added to the respective mixing vessels in the order listed. Rather, the side A and side B components can be added to the respective mixing vessels any order. After the elected components were placed into the mixing vessel, the components were thoroughly mixed. After the side A and side B components, respectively, were admixed into solutions, the side A and side B solutions are admixed and allowed to react with one another to form a polyurethane foam. The side A solutions and the side B solutions were mixed 1 : 1 by weight.
  • Dibutyltin dilaurate (Di- 10) Og 2,2'-oxybis( ⁇ , ⁇ -dimethylethanamine) (CAS No.- 3033-62-3) (ZF-20)
  • the side B solution was mixed with MDI (BASF M20) at 1 : 1 ratio by weight to give a 2-3 second initiation and 5-6 second rise and cure.
  • MDI BASF M20
  • Dibutyltin dilaurate (Di- 10) Og 2,2'-oxybis(N,N-dimethylethanamine) (CAS No.- 3033-62-3) (ZF-20)
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to give a 2-3 second initiation and 5-6 second rise and cure.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to give a 2-3 second initiation and 3-4 second rise and cure. This sample had more firm body and faster initiation and cure.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • Example 26a This example was prepared exactly as Example 26a with the exception that the side B solution included 0.1 grams of the Antimicrobial/Antibacterial agent.
  • This is an antimicrobial/antibacterial composition employed to prevent fungus or bacterial growth sold under the trade name INTERCEPT 100% ACTIVE.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to give a 2-3 second initiation and 3-4 second rise and cure. This sample has more firm body and faster initiation and cure.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • NDP l-vinyl-2-pyrrolidinone
  • FYROLTM tri(2-chloroethyl)phosphate flame retardant
  • the side B solution was mixed with MDI AVS at 1 : 1 ratio by weight to give a 4-5 second initiation and 6-7 second rise and cure. This sample had firm body and slower initiation and cure, and shrunk after cure.
  • MDI/WS was prepared by thoroughly mixing the following at room temperature: 100.0g4,4'-diphenyl methane diisocyanate (LUPRANATETM) (MDI) 1.0g Propoxylated polyoxyethylene (Antarox 25-R-2) l.Og Polyalkyene/oxidemethylsiloxane copolymer (Niax Silicone L5340) Example 28
  • FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • Example 26a This example was prepared exactly as Example 26a with the exception that the side B solution included 0.2 grams of the Antimicrobial/ Antibacterial agent.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate
  • Polyol #1 was formed by mixing about 200g of Com Symp with about 6g of sucrose at about 40° C. until the sucrose dissolved.
  • the ratio of sucrose to com syrup can be varied up to 1 : 1 by weight.
  • Example 30 is the same as Example 23, except polyol #1 is substituted for co symp.
  • Example 23 In this example a better cell structure is observed and a more firmed body to the foam with respect to Example 23.
  • Og Sugar Syrup (2: 1) (a solution comprising 2 parts sugar or sucrose to 1 part water by weight)
  • FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • Og FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • lO.Og Colloidal Silica SNOWTEX
  • the following components were thoroughly mixed at about 40° C until the dodecylbenzenesulfonic acid dissolved.
  • DBSA Dodecylbenzenesulfonic Acid, sodium salt form
  • the amount of DBSA can be increased up to about 25% by weight of Mix #5.
  • the chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed.
  • the side B solution was mixed for 10 seconds with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to give a 1 -2 second rise and cure.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the foam was hard with some flex to it.
  • the side B solution was mixed for 10 seconds with 4,4' -diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 :1 ratio by weight to give a 1-2 second rise and cure.
  • LUPRANATETM 4,4' -diphenyl methane diisocyanate
  • MDI 4,4' -diphenyl methane diisocyanate
  • the side B solution was mixed for 10 seconds with 4,4' -diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to give a 1-2 second rise and cure.
  • LUPRANATETM 4,4' -diphenyl methane diisocyanate
  • MDI 4,4' -diphenyl methane diisocyanate
  • the side B solution was mixed for 10 seconds with 4,4' -diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to give a 1 -2 second rise and cure.
  • LUPRANATETM 4,4' -diphenyl methane diisocyanate
  • MDI 4,4' -diphenyl methane diisocyanate
  • the foam felt harder, yet with some flex.
  • Mix #4 it gave a better adhesions foam and cell structure.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight. This foam was hard with some flex to it, and the reaction time and cure was fast.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4'-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4'-diphenyl methane diisocyanate
  • MDI 4,4'-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • Example 38 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • the side B solution was mixed with 4,4'-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4'-diphenyl methane diisocyanate
  • MDI 4,4'-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • Dibutyltin dilaurate (Di-10) 0.4g l ,8-d ⁇ azabicyclo(5,4,0)-7undecane 2-ethyl hexoate, CAS # 33918-18-2 (Polycat SA102)
  • the side B solution was mixed with 4,4'-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4'-diphenyl methane diisocyanate
  • MDI 4,4'-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • Example 43 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 :1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • Dibutyltin dilaurate (Di-10) 0.36g l ,8-d ⁇ azab ⁇ cyclo(5,4,0)-7undecane 2-ethyl hexoate, CAS # 33918-18-2
  • Ethylene Glycol (EG) lO.Og FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • Dipropylene glycol 33LV Catalyst 0.05g Dibutyltin dilaurate (Di- 10)
  • This foam was hard with some flex.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight at 45 seconds to initiate, 100 seconds to gel and cure, and 130 seconds to foam and rise.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the foam had a good firm body at 6 minutes. This foam was hard with some flex.
  • the side B solution was mixed with 4,4'-d ⁇ phenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam
  • LUPRANATETM 4,4'-d ⁇ phenyl methane diisocyanate
  • MDI 4,4'-d ⁇ phenyl methane diisocyanate
  • P400 Resm (50:50) comprises HFP prepolymer resm in PEG400 at a ratio 50:50 by weight which has been thoroughly mixed.
  • Example 52 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • HEMA 2-hydroxyethylmethacrylate
  • FYROLTM tn (2-chloroethyl)phosphate flame retardant
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • TPA T ⁇ propylamme
  • DI Dibutyltin dilaurate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • Example 57 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • FYROLTM tri (2-chloroethyl)phosphate flame retardant
  • ATH Aluminum trihydrate
  • Triethylamine 0.6g 40 % by volume dibenzyl peroxide in Water (BPO Liquid)
  • N'N-dimethylaniline N'N DMA
  • N'N DMA N'N-dimethylaniline
  • NAPH Cobalt napthanate
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • Triethylamine 0.6g 40 % by volume dibenzyl peroxide in Water (BPO Liquid)
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4'-d ⁇ phenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam This foam was very rigid and had large cells.
  • LUPRANATETM 4,4'-d ⁇ phenyl methane diisocyanate
  • HEMA 2-hydroxyethylmethacrylate
  • Example 63 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • the chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed.
  • Triethylamine 0.5g
  • Polyalkyene/oxidemethylsiloxane copolymer Niax Sihcone L5340
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • Example 67 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • Mix D is initially prepared by adding the following components in the order listed and mixing thoroughly:
  • the side B solution is formed by mixing the following components in a mixing vessel.
  • Example 72 The chemicals were added to a mixing vessel in the order listed at room temperature and thereafter thoroughly mixed:
  • Mix E was prepared by adding the following components into a mixing vessel in the order listed and thoroughly mixed.
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • Dibutyltin dilaurate (Di-10) 0.075g Dipropylene glycol (33LN Catalyst) 0.5g Polyalkyene/oxidemethylsiloxane copolymer ( ⁇ iax Silicone L5340) lO.Og FNROLTM (tri (2-chloroethyl)phosphate flame retardant) 15.0g Ethylene Glycol (EG)
  • the side B solution was mixed with 4,4 '-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4 '-diphenyl methane diisocyanate
  • MDI 4,4 '-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4'-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4'-diphenyl methane diisocyanate
  • MDI 4,4'-diphenyl methane diisocyanate
  • the side B solution was mixed with 4,4'-diphenyl methane diisocyanate (LUPRANATETM) (MDI) at 1 : 1 ratio by weight to form a polyurethane foam.
  • LUPRANATETM 4,4'-diphenyl methane diisocyanate
  • MDI 4,4'-diphenyl methane diisocyanate
  • Dibutyltin dilaurate (Di-10) 0.075g Dipropylene glycol (33LN Catalyst) 0.5g Polyalkyene/oxidemethylsiloxane copolymer ( ⁇ iax Silicone L5340) lO.Og FNROLTM (tri (2-chloroethyl)phosphate flame retardant)
  • P-2 Resin, P-4 Resin, and P-6 Resin was prepared by thoroughly mixing the following components as indicated:
  • P-2 Resin is a mix of 25 wt. % HFP polyester resin and 75 wt. % co-polymer PH.
  • P-4 Resin is the same as P-2 Resin except that PEG400 is substituted for PEG200.
  • P-6 Resin is the same as P-2 Resin except that PEG600 is substituted for PEG200.
  • a high flash point polyester resin was prepared by mixing the following components in a four-neck reaction flask with stirring under a nitrogen atmosphere: 880.6 g propylene glycol
  • Solid Resin #1 The above components were heated at 150° C. for about 3 to 5 hours. The temperature was raised to 180° C. and maintained for about 3 hours, removing water produced during the reaction through a trap. The reaction mixture was placed under vacuum (25 in. Hg) and the temperature was raised to 190° C. for about 4 to 5 hours. The resulting solid was designated Solid Resin #1.
  • the ratios and the components of the solutions can be varied.
  • cane syrup, sugar symp, or combinations thereof can be employed as a carbohydrate component.
  • ethylene glycol can be substituted with or mixed with PEG200, PEG400, PEG600, or combinations thereof.
  • cross linking agents such as Pentaerythritol tetraacrylate (PENTA), PEG dimethaacriat (200,400,600), or any cross linking agent that suitable for water blowing foam may be empolyed.
  • Catalyst such as LV33, TEA, TPA, or any catalyst suitable for water blowing systems, or any combination thereof, may also be employed.
  • Orange oil was also added as a scent.
  • any silicone surfactant suitable with water may be employed.
  • Wacker HDK (trade name)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

Cette invention concerne des mousses de polyuréthanne obtenues sous forme de produit de réaction d'un polyol sélectionné parmi un acide gras, un glycol, une huile minérale, un carbohydrate ou une combinaison de ces composés avec un polyisocyanate en présence d'un catalyseur et d'au moins un agent gonflant. L'invention concerne également des mousses de polyuréthanne obtenues sous forme de produit de réaction d'un polyol sélectionné parmi une huile végétale, une huile minérale, un glycol, un sirop, une combinaison de ces composés avec un polyisocyanate en présence d'un catalyseur et d'au moins un agent gonflant. Le procédé de fabrication de compositions de mousse en polyuréthanne consiste à produire un mélange polyol renfermant un acide gras, un glycol, une huile minérale, un carbohydrate ou une combinaison de ces composés et avec faire réagir le mélange polyol avec un mélange polyisociyanate en présence d'un catalyseur et d'un agent gonflant. Un autre procédé de fabrication de compositions en mousse de polyuréthanne consiste à produire un mélange polyol renfermant une huile végétale, une huile minérale, un glycol, un sirop ou une combinaison de des composés, et à faire réagir le mélange polyol avec un mélange polyisocyanate en présence d'un catalyseur et d'un gent gonflant.
PCT/US2001/008888 2000-03-20 2001-03-20 Mousses de polyurethanne WO2001070842A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001247599A AU2001247599A1 (en) 2000-03-20 2001-03-20 Polyurethane foams

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US19064200P 2000-03-20 2000-03-20
US60/190,642 2000-03-20

Publications (2)

Publication Number Publication Date
WO2001070842A2 true WO2001070842A2 (fr) 2001-09-27
WO2001070842A3 WO2001070842A3 (fr) 2002-01-31

Family

ID=22702184

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2001/008888 WO2001070842A2 (fr) 2000-03-20 2001-03-20 Mousses de polyurethanne

Country Status (2)

Country Link
AU (1) AU2001247599A1 (fr)
WO (1) WO2001070842A2 (fr)

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005078000A1 (fr) 2004-02-10 2005-08-25 Dow Global Technologies Inc. Mousses acoustiques basse densite etablies a partir de polymeres
US6979477B2 (en) * 2000-09-06 2005-12-27 Urethane Soy Systems Company Vegetable oil-based coating and method for application
US7538236B2 (en) 2006-01-04 2009-05-26 Suresh Narine Bioplastics, monomers thereof, and processes for the preparation thereof from agricultural feedstocks
US7786239B2 (en) 2004-06-25 2010-08-31 Pittsburg State University Modified vegetable oil-based polyols
WO2013006425A1 (fr) 2011-07-07 2013-01-10 Air Products And Chemicals, Inc. Additifs destinés à améliorer les performances de mousses de polyuréthane à base d'huile naturelle
WO2013006413A1 (fr) 2011-07-07 2013-01-10 Air Products And Chemicals, Inc. Procédé de production de mousse polyuréthane souple au moyen de polyols d'huile naturelle
EP2723790A1 (fr) * 2011-07-29 2014-04-30 Imperial Sugar Company Polyuréthanes à base de sucre, procédés pour leur préparation, et leurs procédés d'utilisation
CN103974990A (zh) * 2012-07-30 2014-08-06 帝国糖业公司 基于糖的聚氨酯、其制备方法、及其使用方法
US9045581B2 (en) 2005-03-03 2015-06-02 Rhino Linings Corporation Polyols derived from a vegetable oil using an oxidation process
US9676896B2 (en) 2010-09-09 2017-06-13 Innovative Urethane, Llc Sugar-based polyurethanes, methods for their preparation, and methods of use thereof
US9725555B2 (en) 2010-09-09 2017-08-08 Innovative Urethane, Llc Sugar-based polyurethanes, methods for their preparation, and methods of use thereof
US9815911B2 (en) 2012-07-05 2017-11-14 Huntsman International Llc Process for preparing derivatized polysaccharides
US10119002B2 (en) 2010-07-09 2018-11-06 Evonik Degussa Gmbh Additives for improving polyurethane foam performance
CN109081940A (zh) * 2018-08-20 2018-12-25 德清舒华泡沫座椅有限公司 一种提高聚氨酯泡沫塑料阻燃性能的方法
US10323116B2 (en) 2013-03-15 2019-06-18 Imperial Sugar Company Polyurethanes, polyurethane foams and methods for their manufacture
WO2023137535A1 (fr) * 2022-01-18 2023-07-27 Isocare Soluções Ambientais S/A Produit de base liquide, produit formulé liquide, produit final liquide, produit solide biodégradable et procédé de fabrication de produit biodégradable
WO2023186714A1 (fr) * 2022-04-01 2023-10-05 Basf Se Construction de panneau, procédé de préparation associé et utilisation correspondante en tant que pièce pour véhicules automobiles

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2833730A (en) * 1953-09-30 1958-05-06 Du Pont Arylene diisocyanate-fatty acid triglyceride-polyol cellular materials and process of producing same
GB1032365A (en) * 1963-04-02 1966-06-08 Bibby & Sons Ltd J Improvements in or relating to glycol esters of tribasic organic compounds and to polyurethanes obtainable therefrom
US4201847A (en) * 1973-02-16 1980-05-06 Bayer Aktiengesellschaft Process of preparing foams with internal mold-release agents
US5451615A (en) * 1994-10-20 1995-09-19 The Dow Chemical Company Process for preparing polyurethane foam in the presence of a hydrocarbon blowing agent
WO1997007150A1 (fr) * 1995-08-21 1997-02-27 Martin Ernst Stielau Procede de fabrication de nouveaux polymeres a base d'huile de coquille de noix de cajou et les produits qui en resultent

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2833730A (en) * 1953-09-30 1958-05-06 Du Pont Arylene diisocyanate-fatty acid triglyceride-polyol cellular materials and process of producing same
GB1032365A (en) * 1963-04-02 1966-06-08 Bibby & Sons Ltd J Improvements in or relating to glycol esters of tribasic organic compounds and to polyurethanes obtainable therefrom
US4201847A (en) * 1973-02-16 1980-05-06 Bayer Aktiengesellschaft Process of preparing foams with internal mold-release agents
US5451615A (en) * 1994-10-20 1995-09-19 The Dow Chemical Company Process for preparing polyurethane foam in the presence of a hydrocarbon blowing agent
WO1997007150A1 (fr) * 1995-08-21 1997-02-27 Martin Ernst Stielau Procede de fabrication de nouveaux polymeres a base d'huile de coquille de noix de cajou et les produits qui en resultent

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6979477B2 (en) * 2000-09-06 2005-12-27 Urethane Soy Systems Company Vegetable oil-based coating and method for application
WO2005078000A1 (fr) 2004-02-10 2005-08-25 Dow Global Technologies Inc. Mousses acoustiques basse densite etablies a partir de polymeres
US7786239B2 (en) 2004-06-25 2010-08-31 Pittsburg State University Modified vegetable oil-based polyols
US8153746B2 (en) 2004-06-25 2012-04-10 Cargill, Incorporated Modified vegetable oil-based polyols
US9045581B2 (en) 2005-03-03 2015-06-02 Rhino Linings Corporation Polyols derived from a vegetable oil using an oxidation process
US7538236B2 (en) 2006-01-04 2009-05-26 Suresh Narine Bioplastics, monomers thereof, and processes for the preparation thereof from agricultural feedstocks
US10189963B2 (en) 2010-07-09 2019-01-29 Evonik Degussa Gmbh Additives for improving polyurethane foam performance
US10119002B2 (en) 2010-07-09 2018-11-06 Evonik Degussa Gmbh Additives for improving polyurethane foam performance
US9676896B2 (en) 2010-09-09 2017-06-13 Innovative Urethane, Llc Sugar-based polyurethanes, methods for their preparation, and methods of use thereof
US10047187B2 (en) 2010-09-09 2018-08-14 Innovative Urethane, Llc Sugar-based polyurethanes, methods for their preparation, and methods of use thereof
US9725555B2 (en) 2010-09-09 2017-08-08 Innovative Urethane, Llc Sugar-based polyurethanes, methods for their preparation, and methods of use thereof
WO2013006413A1 (fr) 2011-07-07 2013-01-10 Air Products And Chemicals, Inc. Procédé de production de mousse polyuréthane souple au moyen de polyols d'huile naturelle
US9447223B2 (en) 2011-07-07 2016-09-20 Air Products And Chemicals, Inc. Additives for improving natural oil based polyurethane foam performance
US9145466B2 (en) 2011-07-07 2015-09-29 Air Products And Chemicals, Inc. Process for producing flexible polyurethane foam using natural oil polyols
US10023678B2 (en) 2011-07-07 2018-07-17 Evonik Degussa Gmbh Process for producing flexible polyurethane foam using natural oil polyols
WO2013006425A1 (fr) 2011-07-07 2013-01-10 Air Products And Chemicals, Inc. Additifs destinés à améliorer les performances de mousses de polyuréthane à base d'huile naturelle
EP2723790A4 (fr) * 2011-07-29 2015-03-11 Imp Sugar Company Polyuréthanes à base de sucre, procédés pour leur préparation, et leurs procédés d'utilisation
EP2723790A1 (fr) * 2011-07-29 2014-04-30 Imperial Sugar Company Polyuréthanes à base de sucre, procédés pour leur préparation, et leurs procédés d'utilisation
US9815911B2 (en) 2012-07-05 2017-11-14 Huntsman International Llc Process for preparing derivatized polysaccharides
CN103974990A (zh) * 2012-07-30 2014-08-06 帝国糖业公司 基于糖的聚氨酯、其制备方法、及其使用方法
US10323116B2 (en) 2013-03-15 2019-06-18 Imperial Sugar Company Polyurethanes, polyurethane foams and methods for their manufacture
CN109081940A (zh) * 2018-08-20 2018-12-25 德清舒华泡沫座椅有限公司 一种提高聚氨酯泡沫塑料阻燃性能的方法
WO2023137535A1 (fr) * 2022-01-18 2023-07-27 Isocare Soluções Ambientais S/A Produit de base liquide, produit formulé liquide, produit final liquide, produit solide biodégradable et procédé de fabrication de produit biodégradable
WO2023186714A1 (fr) * 2022-04-01 2023-10-05 Basf Se Construction de panneau, procédé de préparation associé et utilisation correspondante en tant que pièce pour véhicules automobiles

Also Published As

Publication number Publication date
WO2001070842A3 (fr) 2002-01-31
AU2001247599A1 (en) 2001-10-03

Similar Documents

Publication Publication Date Title
WO2001070842A2 (fr) Mousses de polyurethanne
JP5362939B2 (ja) ポリウレタンフォーム組成物
RU2031098C1 (ru) Способ получения жестких полиуретановых пенопластов с открытыми ячейками
RU2679617C2 (ru) Процесс для изготовления твердых полиуретановой пены или модифицированной уретаном полиизоциануратной пены
US20040115415A1 (en) Insulative stone composite slabs
CA2493102C (fr) Procede de preparation de mousses de polyurethane rigides a alveoles fermees gonflees a l'eau presentant des proprietes mecaniques ameliorees
CN108623771A (zh) 羟基封端的聚氨酯预聚体及其制备方法
HUE025196T2 (en) PU rigid foam with low heat and good thermal stability
US20220275144A1 (en) Polyurethane foam composition comprising an aromatic polyester polyol compound and products made therefrom
US20060223723A1 (en) Systems and preparations for bio-based polyurethane foams
EP2563830B1 (fr) Composition pour les mousses polyuréthane à un composant
US20050239915A1 (en) Systems and preparations for bio-based polyurethane foams
WO2007092060A1 (fr) Procede de preparation d'une mousse de polyurethane a pulveriser stable dimensionnellement a base de phtalate polyester polyol
US6284841B1 (en) Structural member
JP3343441B2 (ja) 疎水性硬質ポリウレタン
CA2190878C (fr) Systeme de catalyseur pour mousse rigide adhesive
CN109535688A (zh) 一种聚氨酯泡沫保温材料及其制备方法
US9080022B2 (en) Acrylate terminated urethane and polyester oligomers
US4720519A (en) Process for the production of non-foamed moldings
EP0745627B1 (fr) Procédé pour la préparation de mousse de polyisocyanurate modifié par polyuréthane ayant des pores ouverts
EP1944334A1 (fr) Récipient sous pression contenant une composition moussante de mousse élastique
JP5263645B2 (ja) 水発泡の硬質ポリウレタンフォーム用組成物及び硬質ポリウレタンフォーム
US4401769A (en) Foam, composition and method useful for retrofit insulation
US4430840A (en) Foam, composition and method useful for retrofit insulation
US8105671B2 (en) Syntactic polyurethane containing oil, preferably castor oil

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
AK Designated states

Kind code of ref document: A3

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CR CU CZ DE DK DM DZ EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A3

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: JP