101 |
Carbamate solutions |
US09966823 |
2001-09-28 |
US06506811B2 |
2003-01-14 |
Peter Woo; Anke Schulze; Edmund Stadler; Dieter Tintelnot; Udo Hadick; Ralf Hinrichs; Horst Hürkamp; Klaus Sobolewski |
Carbamate solutions are obtainable by reacting at least one alkanolamine with carbon dioxide in, as solvent, at least one organic compound having a molecular weight of from 60 to 600 and containing at least one hydroxyl group, wherein the carbamate contains at least 0.51 mol of bound carbon dioxide per mole of alkanolamine and the alkanolamine has one of the following formulae: NH2—X—OH (I) HO—X—Y—OH (II) HO—X—NR9—(CR7R8)n5—Y—OH (III) where X: —[(CR1R2)n1—NR3]n2—[(CR4R5)n3—NR6]n4—(CR7R8)n5— Y: —[NR6—(CR4R5)n3]n4—[NR3—(CR1R2)n1]n2— and n1, n3, n5: identical or different integers selected from the group consisting of 1, 2, 3, 4, n2, n4: identical or different integers selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, where for each of X and Y the sum of n2 and n4 is greater than or equal to 1, R1, R2, R4, R5, R7, R8: identical or different radicals selected from the group consisting of hydrogen, aliphatic, cycloaliphatic, araliphatic and aromatic radicals having from 1 to 20 carbon atoms, R3, R6, R9: identical or different radicals selected from the group consisting of hydrogen, aliphatic, cycloaliphatic, araliphatic and aromatic radicals having from 1 to 20 carbon atoms. |
102 |
Carbamate solutions |
US09966823 |
2001-09-28 |
US20020133040A1 |
2002-09-19 |
Peter
Woo; Anke
Schulze; Edmund
Stadler; Dieter
Tintelnot; Udo
Hadick; Ralf
Hinrichs; Horst
Hurkamp; Klaus
Sobolewski |
Carbamate solutions are obtainable by reacting at least one alkanolamine with carbon dioxide in, as solvent, at least one organic compound having a molecular weight of from 60 to 600 and containing at least one hydroxyl group, wherein the carbamate contains at least 0.51 mol of bound carbon dioxide per mole of alkanolamine and the alkanolamine has one of the following formula: (I): NH2nullXnullOH (II): HOnullXnullYnullOH (III) :HOnullXnullNR9null(CR7R8)n5nullYnullOH where X: nullnull(CR1R2)n1nullNR3nulln2nullnull(CR4R5)n3nullNR6nulln4null(CR 7R8)n5nullY: nullnullNR6null(CR4R5)n3nulln4nullnullNR3null(CR1R2)n1nulln2nulland n1, n3, n5: identical or different integers selected from the group consisting of 1, 2, 3, 4, n2, n4: identical or different integers selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, where for each of X and Y the sum of n2 and n4 is greater than or equal to 1, R1, R2, R4, R5, R7, R8: identical or different radicals selected from the group consisting of hydrogen, aliphatic, cycloaliphatic, araliphatic and aromatic radicals having from 1 to 20 carbon atoms, R3, R6, R9: identical or different radicals selected from the group consisting of hydrogen, aliphatic, cycloaliphatic, araliphatic and aromatic radicals having from 1 to 20 carbon atoms. |
103 |
Carbamate solutions with bound carbon dioxide prepared from alkanolamines |
US09439031 |
1999-11-12 |
US06316662B1 |
2001-11-13 |
Peter Woo; Anke Schulze; Edmund Stadler; Dieter Tintelnot; Udo Hadick; Ralf Hinrichs; Horst Hürkamp; Klaus Sobolewski |
Carbamate solutions are obtainable by reacting at least one alkanolamine with carbon dioxide in, as solvent, at least one organic compound having a molecular weight of from 60 to 600 and containing at least one hydroxyl group, wherein the carbamate contains at least 0.51 mol of bound carbon dioxide per mole of alkanolamine and the alkanolamine has one of the following formulae: (I): NH2—X—OH (II): HO—X—Y—OH (III): HO—X—NR9—(CR7R8)n5—Y—OH where X: —[(CR1R2)n1—NR3]n2—[(CR4R5)n3—NR6]n4—(CR7R8)n5— Y: —[NR6—(CR4R5)n3]n4[NR3—(CR1R2)n1]n2— and n1, n3, n5: identical or different integers selected from the group consisting of 1, 2, 3, 4, n2, n4: identical or different integers selected from the group consisting of 0, 1, 2, 3, 4, 5, 6, where for each of X and Y the sum of n2 and n4 is greater than or equal to 1, R1, R2, R4, R5, R7, R8: identical or different radicals selected from the group consisting of hydrogen, aliphatic, cycloaliphatic, araliphatic and aromatic radicals having from 1 to 20 carbon atoms, R3, R6, R9: identical or different radicals selected from the group consisting of hydrogen, aliphatic, cycloaliphatic, araliphatic and aromatic radicals having from 1 to 20 carbon atoms. |
104 |
Polyurethane prepolymer compositions, foams made therefrom and methods
of making each thereof |
US120174 |
1998-07-21 |
US5968995A |
1999-10-19 |
Sidky D. Rizk; Jerry Lynn Spradling; Brad A. Pearson |
A polyisocyanate prepolymer composition is comprised of the reaction product of (a) a polyisocyanate having an average functionality of at least 2 and containing at least about 20 percent by weight of a diisocyanate monomer, (b) a monohydric alcohol and (c) a polyol having an average hydroxyl functionality of at least about 1.8 to at most about 3.2, wherein the prepolymer composition has (i) an amount of isocyanate groups by weight sufficient to react with water in the absence of a supplemental blowing agent to make a foam, (ii) at most about 10.0 percent by weight of the diisocyanate monomer and (iii) an amount of the polyisocyanate that is capped by the monohydric alcohol sufficient to prevent gelling of the prepolymer composition. The prepolymer composition may be formed by contacting (i) an organic polyisocyanate having an average isocyanate functionality of at least about 2.0 and an amount of diisocyanate monomer of at least 20 percent by weight, (ii) a monohydric alcohol and (iii) a polyol having an average hydroxyl functionality of at least about 1.8 to at most about 3.2 for a time and temperature sufficient to form the prepolymer composition, wherein the organic polyisocyanate, monohydric alcohol and polyol are contacted at a ratio of NCO to hydroxyl of at least about 2, to at most about 5, and the monohydric alcohol and polyol are provided in a ratio of monohydric alcohol to polyol of at least about 0.1, to at most about 2, based upon the hydroxyl equivalence of the monohydric alcohol and polyol. The prepolymer composition may be reacted with water to form a polyurethane foam. |
105 |
Polyol composition having good flow and formic acid blown rigid
polyurethane foams made thereby having good dimensional stability |
US506797 |
1995-12-15 |
US5770635A |
1998-06-23 |
Thomas B. Lee; Thomas L. Fishback; Curtis J. Reichel |
A polyol composition is provided which when reacted with an organic isocyanate, has good flow characteristics and makes a rigid polyurethane foam having good dimensional stability at low densities. The polyol composition has a polyol component which must have present a polyoxyalkylene polyether polyol having an equivalent weight of 130 or less and a hydroxyl number of 400 or more, a polyoxyalkylene polyether polyol having an average functionality from 1.5 to 3.1 and a viscosity of less than 800 cP at 25.degree. C., and a polyoxyalkylene polyether polyol having an average functionality of greater than 3.1 and a viscosity of 5,000 cp or less at 25.degree. C. The polyol composition also has formic acid or a mixture of formic acid and water as blowing agents, and further contains a delayed action blow catalyst and a delayed action gel catalyst. |
106 |
Production of molding containing ester and urethane groups, isocyanate
semiprepolymers containing ester groups for this purpose and their use |
US705277 |
1996-08-29 |
US5710185A |
1998-01-20 |
Otto Volkert; Peter Brandt; Harald Fuchs |
A process for producing moldings containing ester and urethane groups and having a cellular core and a compacted surface zone, preferably shoe soles, comprises reacting a) isocyanate semiprepolymers containing ester groups and having an isocyanate content of from 10 to 26% by weight, which in turn are prepared by reacting ai) 4,4'-MDI or mixtures of 4,4'-MDI and modified or unmodified MDI isomers, with aii) difunctional to trifunctional polyester polyols having molecular weights of from 600 to 3000 and aiii) at least one branched-chain dihydroxy compound containing at least one bonded ester unit as bridge and having a molecular weight of up to 500, with b) at least one relatively high molecular weight polyhydroxyl compound and, if desired, c) low molecular weight chain extenders and/or crosslinkers in the presence of d) blowing agents, e) catalysts and, if desired, f) additives in a closed mold with compaction. The isocyanate semiprepolymers containing ester groups which can be used in this process are liquid at room temperature. |
107 |
1,1,1,2-tetrafluoroethane as a blowing agent in integral skin
polyurethane shoe soles |
US543500 |
1995-10-16 |
US5700843A |
1997-12-23 |
Valeri L. Valoppi |
It has been found that 1,1,1,2-tetrafluoroethane (HFC-134a) may be used alone or in combination with water as blowing agents in flexible integral skin foams. Foams prepared using HFC-134a alone or in combination with water exhibit physical characteristics such as resistance to abrasion and cracking on flex comparable to conventional chlorinated fluorocarbon blown foams. The foams of the present invention are suitable for use in shoe sole applications. |
108 |
Integral skin polyurethane molded articles |
US550334 |
1995-10-30 |
US5672632A |
1997-09-30 |
Valeri L. Voloppi; Thirumurti Narayan |
The present invention relates to water-blown integral skin polyurethane foam compositions, molded polyurethane articles, a process of preparing said articles, and an isocyanate composition for use therein. In particular, the invention relates to water-blown integral skin molded polyurethane articles having particularly advantageous physical properties, and compositions useful for producing such articles. In particular, the invention provides a polyurethane composition which has an isocyanate component (a) an isocyanate reactive component (b), a blowing agent comprising water (c), a polyether (d) selected from the group consisting of polytetrahydrofuran and polyethylene glycol having a number average molecular weight of from 200 to 2000 and optionally, one or more additives (e) from the group consisting of catalysts, chain extenders, oxo alcohols, and mixtures thereof. The composition may be characterized in that the integral skin polyurethane articles made of the composition have a tensile strength of greater than or equal to 450 psi and/or a Taber abrasion (mg loss) of less than 200. |
109 |
1,1,1,2-tetrafluoroethane as a blowing agent in integral skin
polyurethane shoe soles |
US570427 |
1995-12-11 |
US5661190A |
1997-08-26 |
Valeri L. Valoppi |
It has been found that 1,1,1,2-tetrafluoroethane (HFC-134a) may be used alone or in combination with water as blowing agents in flexible integral skin foams. Foams prepared using HFC-134a alone or in combination with water exhibit physical characteristics such as resistance to abrasion and cracking on flex comparable to conventional chlorinated fluorocarbon blown foams. The foams of the present invention are suitable for use in shoe sole applications. |
110 |
Isocyanate composition |
US551193 |
1995-10-30 |
US5618967A |
1997-04-08 |
Thirumurti Narayan; Valeri L. Voloppi |
The present invention to water-blown integral skin polyurethane foam compositions, molded polyurethane articles, a process of preparing said articles, and an isocyanate composition for use therein. In particular, the invention relates to water-blown integral skin molded polyurethane articles having particularly advantageous physical properties, and compositions useful for producing such articles.In particular, the invention provides a polyurethane composition which has an isocyanate component (a) an isocyanate reactive component (b), a blowing agent comprising water (c), a polyether (d) selected from the group consisting of polytetrahydrofuran and polyethylene glycol having a number average molecular weight of from 200 to 2000 and optionally, one or more additives (e) from the group consisting of catalysts, chain extenders, oxo alcohols, and mixtures thereof. The composition may be characterized in that the integral skin polyurethane articles made of the composition have a tensile strength of greater than or equal to 450 psi and/or a Taber abrasion (mg loss) of less than 200. |
111 |
1,1,1,2-tetrafluoroethane as a blowing agent in integral skin
polyurethane shoe soles |
US442235 |
1995-05-15 |
US5506275A |
1996-04-09 |
Valeri L. Valoppi |
It has been found that 1,1,1,2-tetrafluoroethane (HFC-134a) may be used alone or in combination with water as blowing agents in flexible integral skin foams. Foams prepared using HFC-134a alone or in combination with water exhibit physical characteristics such as resistance to abrasion and cracking on flex comparable to conventional chlorinated fluorocarbon blown foams. The foams of the present invention are suitable for use in shoe sole applications. |
112 |
Process for the CFC-free production of cellular polyurethane molded parts |
US332676 |
1994-10-31 |
US5464880A |
1995-11-07 |
Hans G. Weber; Peter Haas; Erhard Michels; Christian Weber; Klaus Brecht |
A process for the CFC-free production of cellular polyurethane molded parts/articles with solid surfaces by reacting a reaction mixture of per se known starting materials in sealed molds, to yield polyurethane foams. Carbamates obtainable from aliphatic aminoalcohols and carbon dioxide are used as blowing agents, optionally in conjunction with other blowing agents. The process is suitable for producing foam coverings on steering wheels, spoilers and protective upholstery in car interiors, and for producing soles of shoes or shoe components. |
113 |
Method for producing a skin-formed polyurethane foam molded product |
US9096 |
1993-01-26 |
US5437822A |
1995-08-01 |
Hiroshi Wada; Hisakazu Harada; Shoji Hayashida |
A method for producing a skin-formed polyurethane foam molded product, which comprises reacting a high molecular weight active hydrogen compound containing at least 80% by weight of a polyoxyalkylene polyol having from 2 to 8 hydroxyl groups and a hydroxyl value of from 3 to 60 (mgKOH/g) and consisting essentially of from 20 to 100% by weight of the following component (a) and from 0 to 80% by weight of the following component (b), a chain extender and a polyisocyanate compound in a closed molding tool in the presence of a catalyst and a blowing agent comprising as the main component, at least one member selected from the group consisting of water, a heat decomposable blowing agent capable of generating a gas upon heat decomposition and an inert gas:(a) a polyoxyalkytene polyol having from 2 to 8 hydroxyl groups and a hydroxyl value X (mgKOH/g) of 3.ltoreq.X.ltoreq.60, provided that when 3.ltoreq.X.ltoreq.32.5, the total unsaturated degree Y(meq/g) is Y.ltoreq.0.04, and when 32.5.ltoreq.X.ltoreq.60, X and Y satisfy the relation of the following formula (I):Y.ltoreq.0.9/(X-10) (1)or a polymer-dispersed polyol having such a polyoxyalkylene polyol as matrix,(b) a polyoxyalkylene polyol other than the above component (a), or a polymer-dispersed polyol having such polyoxyalkylene polyol as matrix. |
114 |
Manufacture of rigid foams and compositions therefor |
US61007 |
1993-05-14 |
US5356556A |
1994-10-18 |
Rik De Vos |
The use of a liquid for the preparation of a rigid polyurethane and/or polyisocyanurate foam by reacting a polyisocyanate and a polyol in the presence of a blowing agent characterized in that the liquid is an inert, insoluble, non-blowing liquid. CFC-free foams may be obtained showing good insulating properties. |
115 |
Process for producing integral skin molded foams |
US908700 |
1992-07-02 |
US5342856A |
1994-08-30 |
Christian Weber; Hartwig Grammes |
The use of solutions of zinc carboxylates having 8 to 24 carbon atoms in aliphatic polyamines having molecular weights of from 131 to 500 having a total of 2 or 3 primary, secondary and/or tertiary amine nitrogen atoms as additives for the formation of a compact surface in the production of molded foams having a maximum gross density of 500 kg/m.sup.3 from organic polyisocyanates, polyether polyols, chain lengthening agents, water and optionally other auxiliary agents and additives. |
116 |
Water-blown polyurethane integral skin foam |
US192402 |
1994-02-04 |
US5338820A |
1994-08-16 |
Richard P. Harrison; Michael Scarpati; Thirumurti Narayan; Blair J. Zagata |
The invention relates to water blown integral skin polyurethane foams made with a particular isocyanate quasi-prepolymer and resin side ingredients to yield a foam having good overall mechanical roperties. The isocyanate quasi-prepolymer component of the present invention comprises from 0.5 weight percent to 30.0 weight percent or less uretonimine-carbodiimide-modified diphenylmethane diisocyanate, from 50 weight percent to 80 weight percent 4,4'-diphenylmethane diisocyanate and reacted with from 15 weight percent to 40 weight percent of a polyether polyol containing predominately secondary hydroxy groups and having an average molecular weight from about 2,000 to 10,000, an average functionality from 1.5 to about 3.2, and a hydroxyl number from about 20 to 60. The resin side component comprises a high molecular weight polyether polyol with an average functionality from 1.5 to about 3.2, water as a blow agent, and optionally an mono- or di-functional alcohol composition having from 8 to about 30 carbon atoms. The components, when injected or poured into a preheated mold, can tolerate mold temperatures from 105.degree. F. to 135.degree. F. and can be demolded in less than 150 seconds to yield and integral skin foam having little or no bubbles or pores visible to the eye. The foam produced thereby has a compression set of 30 percent or less, high tensile strength, and high tear strength. |
117 |
Process for producing urethane foam having a high density skin layer |
US027691 |
1993-03-08 |
US5304578A |
1994-04-19 |
Yutaka Tamano; Shuichi Okuzono |
A process is provided for producing a polyurethane foam having a high-density skin layer by reacting a polyol with a polyisocyanate in a short time. The reaction is allowed to proceed in the presence of a blowing agent, a catalyst, and optionally an additive, the blowing agent being composed only of water, and the catalyst being an amine represented by formula (I) below and/or an organic acid salt thereof: ##STR1## where R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are, independently, an alkyl group of 1 to 12 carbons, or R.sub.1 and R.sub.2, and/or R.sub.3 and R.sub.4 may be linked to form a cycloalkyl or heterocyclic ring together with the adjacent nitrogen atom; and R.sub.5 is hydrogen, an alkyl group of 1 to 12 carbons, a phenyl group, or a cycloalkyl group. This process does not use halogenated hydrocarbons which cause ozone layer destruction. |
118 |
Process for the production of low-fog flexible polyester polyurethane
foams and their use in vehicles |
US86489 |
1993-07-01 |
US5286761A |
1994-02-15 |
Manfred Naujoks; Klaus Konig; Manfred Schmidt; Hans-Walter Illger; Gunter Baatz; Hansjurgen Rabe |
Low-fog flexible polyester polyurethane foams are produced by reactinga) polyisocyanates, withb) polyesters containing at least two hydroxyl groups and having a molecular weight in the range from 400 to 10,000, in the presence ofc) water and/or readily volatile organic compounds as blowing agentswherein prior to reacting, the polyesters have been subjected to continuous distillation over an average holding time of 2 to 600 s, at a temperature of 160.degree. to 250.degree. C., and under a pressure of 0.05 to 10 mbar.The reaction mixture may optionally contain d) compounds containing at least two active hydrogen atoms and having a molecular weight in the range from 32 to 400 as chain-extending and crosslinking agents, and/ore) auxiliaries and additives known per se.These low-fogging polyester polyurethane foams are extremely suitable for use in vehicles, preferably automobiles. |
119 |
Integral skin rigid polyurethane structural foam |
US914829 |
1992-07-15 |
US5264461A |
1993-11-23 |
David C. Krueger |
The invention relates to rigid integral skin polyurethane structural foam having high impact strength, high heat distortion, and flame retardant properties. The foam is prepared from triisopropanolamine-initiated polyoxyalkylene (TIPA) polyether polyols oxyalkylated with a compound producing primary hydroxyl functional termination. The polyether polyol is advantageously of a molecular weight sufficient to enable TIPA to flow well while retaining its flame retardant characteristics in the foam. |
120 |
Production of chlorofluorocarbon-free, urethane-containing moldings
having a cellular core and a compacted peripheral zone |
US981025 |
1992-11-24 |
US5254597A |
1993-10-19 |
Peter Horn; Ulrich Mueller; Wolfgang Hoelderich; Rudolf Taddey; Dieter Tintelnot; Ludwig Schuster |
A process for the production of chlorofluorocarbon-free, urethane- or urethane- and urea-containing, soft-elastic, semirigid or rigid moldings having a cellular core and a compacted peripheral zone and an essentially pore-free, smooth surface involves reactinga) an organic and/or modified organic polyisocyanate withb) at least one relatively high-molecular-weight compound containing at least two reactive hydrogen atoms, and, if desired,c) a low-molecular-weight chain extender and/or cross-linking agent,in the presence ofd) a blowing agent,e) a catalyst,f) at least one microporous activated charcoal and/or microporous carbon molecular sieve which preferably has a mean pore diameter with a frequency of occurrence of more than 40% in the range from 0.3 to 3 nm, a pore volume of from 0.20 to 1.4 ml/g and a BET surface area of from 500 to 2500 m.sup.2 /g, and, if desired, further additives andg) assistants,in a closed mold with compaction. |