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MXPA98010037A - Process for the preparation of polyurethane foams - Google Patents

Process for the preparation of polyurethane foams

Info

Publication number
MXPA98010037A
MXPA98010037A MXPA/A/1998/010037A MX9810037A MXPA98010037A MX PA98010037 A MXPA98010037 A MX PA98010037A MX 9810037 A MX9810037 A MX 9810037A MX PA98010037 A MXPA98010037 A MX PA98010037A
Authority
MX
Mexico
Prior art keywords
isocyanate
reactive
process according
composition
reactive composition
Prior art date
Application number
MXPA/A/1998/010037A
Other languages
Spanish (es)
Inventor
Leon Jean Ghislain Biesmans Guy
Jeanne Francine Van Isterdael Els
Original Assignee
Imperial Chemical Industries Plc
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 Imperial Chemical Industries Plc filed Critical Imperial Chemical Industries Plc
Publication of MXPA98010037A publication Critical patent/MXPA98010037A/en

Links

Abstract

A process for the preparation of polyurethane foams by reacting a polyisocyanate composition with an isocyanate-reactive composition under foam-forming conditions, wherein the isocyanate-reactive composition comprises a monofunctional alcohol and an isocyanate-reactive cyclic urea.

Description

PROCESS FOR THE PREPARATION OF POLYURETHANE FOAMS DESCRIPTION The present invention relates to a process for the preparation of polyurethane foams, in particular semi-rigid open-cell polyurethane foams, the foams obtained in this way and isocyanate-reactive compositions useful for their preparation. EP-A 599496 describes polyol compositions "consisting of a polyol, a non-soluble fluorinated compound and a surfactant which is the product of the reaction between the stoichiometric excess of a polyisocyanate and a polyalkylene glycol monoalkylether. for preparing open cell rigid foams by reacting them with a polyisocyanate composition in the presence of a cyclic carbonate or a cyclic urea reactive to the isocyanate, an inert insoluble fluorinated compound and a catalyst EP-A 498629 describes the use of ureas isocyanate-reactive as an expansion promoter in the preparation of cellular polymeric products It has now been found that polyurethane foams, especially semi-rigid open-cell polyurethane foams, having improved physical properties, can be obtained from formulations containing a cyclic urea reactive to i socianate and a monofunctional alcohol in the isocyanate-reactive component. In this way, the present invention relates to a process for the preparation of polyurethane foams, in particular semi-rigid open cell polyurethane foams, by reacting a polyisocyanate composition with an isocyanate-reactive composition under conditions suitable for the formation of foams, in which ^^ the isocyanate-reactive composition consists of an alcohol monofunctional and a cyclic urea reactive to the isocyanate of the following formula: wherein each R1, in independently a lower alkyl radical of C-C6 or a lower alkyl radical substituted with a group reactive to the isocyanate, and each R, is independently H, a lower alkyl radical of o - (CH2) mX where X is an isocyanate reactive group which is OH or NH2, and m is 0.1 or 2; and wherein n is 1 or 2 with the proviso that at least one of R1 or R is or consists of a group reactive to the isocyanate.
Cyclic ureas of the formula are preferred: The organic polyisocyanates which can be used in the preparation of the polyurethane foams of the present invention include: aliphatic, cycloaliphatic, araliphatic and aromatic polyisocyanates, especially aromatic polusocyanates such as toluene and pure, modified or crude diphenylmethane diisocyanates. In particular, MDI variants containing residues of urethane, allophanate, urea, biuret, carbodumide or uretonimine, and mixtures of diphenylmethane diisocyanate (s) and oligomers thereof, commonly known as "crude" or "polymeric" MDI, are useful. (polymethylene polyphenylene polyisocyanates). The MDI is preferred "raw" .
The isocyanate-reactive compounds useful in the process of the present invention include any of those known in the art for the preparation of flexible, semi-rigid or rigid foams. In general, mixtures of polyols or polyols used in the manufacture of flexible or semi-rigid foams have an average hydroxyl value of less than 350, preferably of between 20 and 200, and a functionality of between 2 and 6, preferably between 2 and 4. Particular mention may be made of polyoxypropylene diols and triols and poly (oxypropylene-oxyethylene) diols and triols, especially polyoxypropylene diols and triols coated with ethylene oxide. If desired, polymer polyols formed by the polymerization of one or more olefinic monomers in a polyester polyol or polyether can be used. Other polyols that can also be used are polyesters, polythioethers with hydroxyl termination, polyamides, polyesteramides, polycarbonates, polyacetals, polyolefins and polysiloxanes. The polyols or polyol mixtures which are particularly useful in the preparation of rigid polyurethane foams are those having average hydroxyl values of between 300 and 10001 especially between 300 and 700 mg of KOHIg, and hydroxyl functionalities of between 2 and 8, in special, between 3 and 8. Suitable polyols include those reaction products of alkylene oxides, for example, propylene oxide and / or ethylene, with initiators containing between 2 and 8 active hydrogen atoms per molecule. Suitable initiators include: polyols, for example, glycerol, trimethylpropane, triethanolamine, pentaerythritol, sorbitol and sucrose; polyamines, for example, ethylenediamine, tolylenediamine, diaminodiphenylmethane polyamines and polyphenylene polymethylene polyamines; and aminoalcohols, for example, ethanolamine and diethanolamine; and mixtures of said initiators. Other suitable polymeric polyols include polyesters obtained by the condensation of suitable proportions of glycols and polyols of high functionality with dicarboxylic or polycarboxylic acids. Also, other suitable polymeric polyols include the polyethylenes with hydroxyl termination, polyamides, polyesteramides, polycarbonates, polyacetals, polyolefins and polysiloxanes. Any of the aforementioned polyols or mixtures thereof can be used in the process of the present invention, depending on the type of foam desired. Isocyanate-reactive compounds of low molecular weight can also be found in the isocyanate-reactive composition. Low molecular weight isocyanate-reactive compounds include polyols, polyamines, hydroxyamino compounds, their imino-functional or enamine-containing derivatives and mixtures thereof having a molecular weight of less than 1000 and a functionality of between 2 and 8. Suitable low molecular weight polyols include diols such as ethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol and 1,4-butanediol. Suitable polyamines possessing a low molecular weight are, for example, araliphatic, aliphatic or cycloaliphatic polyamines containing two or more primary and / or secondary amino groups, such as polyethers terminated in amines and aromatic polyamines such as DETDA. Suitable low molecular weight hydroxyamino compounds comprise monoethanolamine, diethanolamine, isopropanolamine and the like. Monofunctional alcohols suitable for use in the present invention are the polyalkylene glycol monoalkyl ethers of the formula RA-OH, wherein R is alkyl CX.2S is already a polypropyleneoxy chain, optionally containing up to 25% polyethyleneoxy units, with a total length of between 4 and 39 units. Preferred polyalkylene glycol monoalkyl ethers are those in which the sum of the length of the alkyl chain of R and the length of the polypropyleneoxy chain of A results in between 5 and 40, preferably between 10 and 30, and more preferably still , between 20 and 30. Preferably A represents an apolipropyleneoxy chain containing non-polyethyleneoxy units. Preferred polyalkylene glycol monoalkyl ethers are those of the formula R-A-OH where R is C8.22 alkyl (which may be straight or branched) and A represents a polypropyleneoxy chain containing between 5 and 20 propyleneoxy units. Special mention must be made of the pox.propiXen ^ cot oalguilétereS aeraos by pro rci stearyl alcohol, for example, which contains an average of 10 units of propyleneoxy, which is a commercial product of Chemical Industries PLC under the trademark Arlamol E. In addition to the isocyanate-reactive compositions and the polyisocyanate, and the blowing agent, the foam-forming reaction mixture may also contain one or more conventional auxiliaries or additives of the formulations for the production of semi-polyurethane foams. rigid, rigid or flexible. These optional additives include foam stabilizing agents or surfactants, for example, siloxane-oxyalkylene copolymers, urethane catalysts, for example, metal compounds or tertiary amines such as stannous octoate or triethylene diamine and pyro-retardants, for example halogenated alkyl phosphates such as tris chloropropylphosphate. The amount of polyisocyanate used in relation to the isocyanate-reactive compounds is generally sufficient to provide an isocyanate index of between and 300, preferably between 40 and 250, and more preferably between 50 and 150. By operating the process for the manufacture of foams according to the present invention, the techniques known as: single injection can be used, • prepolymer or semipre-polymeric together with conventional mixed 0 methods. The process of the present invention can be used to prepare any type of polyurethane foam. It is particularly useful for the preparation of semi-rigid polyurethane foams, and especially for foams semi-rigid open cell polyurethanics. The polyurethane foams of the present invention show better acoustic insulation and absorption and can be used as materials for acoustic damping or absorption in applications of the automotive industry and construction. They are very useful in the production of acoustic partitions for construction, for example, laminated gypsum panels. In another aspect, the invention also relates to isocyanate-reactive compositions consisting of a monofunctional alcohol and a cyclic urea reactive to the isocyanate of the formula (1). • The monofunctional alcohol may be present in the isocyanate-reactive composition in amounts between 5 and 95% by weight based on the isocyanate-reactive composition. Preferably, 15 to 80% monofunctional alcohol by weight is added based on the isocyanate-reactive composition to the isocyanate-reactive composition. The cyclic urea reactive to the isocyanate may be present in the isocyanate-reactive composition in amounts ranging from 0.05 to 40% by weight based on the isocyanate-reactive composition. Preferably, the isocyanate-reactive composition is added between 1 and 25% by weight based on the cyclic isocyanate-reactive isocyanate-reactive isocyanate composition.
The invention is illustrated by the following examples, but is not limited thereto. • Examples The polyurethane foams were prepared from a conventionally by reacting the components in the amounts (considered as parts by weight) as shown in the Table. Also, the properties of the foams that were measured in the following table are indicated. laü a a = damping coefficient perpendicular to sound incidence: measured according to ASTM E-l • 050-86. The dynamic rigidity was measured in accordance with ISO 9052-1: 1989 and the specific resistance to air flow in accordance with ISO 9053: 1991. Polyol A: polyetherpolyol initiated with sucrose / DEG of hydroxyl value 155 Polyol B: oxypropylene / oxyethylene diol formed by 12% of ^^ oxyethylene groups as terminal groups and with 64% of primary hydroxyl groups (hydroxyl value = 55). Monofunctional alcohol: propoxylated stearyl alcohol with an average content of 10 units of propyleneoxy (Arlamol E: commercial product of Imperial Chemical Industries PLC) 15 B8919: silicone surfactant commercial product of Th. Goldschmidt ^^ B8433: silicone surfactant commercial product of Th. Goldschmidt B8406: silicone surfactant commercial product of 20 Th. Goldschmidt LK221: silicone surfactant commercial product of Air Products UAX6080: silicone surfactant commercial product of OSI Y107662: silicone surfactant commercial product of OSI Catalyst X: Catalyst potassium product of Imperial Chemical Industries PLC Catalyst Y: N, N Dimethylbenzylamine Catalyst Z: Niax Al (Amine Catalyst commercial product of Union Carbide) Cyclic Urea: Fixapret NF (commercial product of BASF AG) MEG: monoethylene glycol "Polyisocyanate: Suprasec DNR (NCO) value 30.7; functionality 2.7), commercial product of Imperial Chemical Industries PLC (Suprasec is a registered trademark of Imperial Chemical Industries PLC.) The foams according to the present invention possess a dynamic stiffness and a specific resistance to air flow significantly lower and a higher absorption coefficient than that of the foams manufactured with formulations that do not contain a monofunctional alcohol.

Claims (12)

1. A process for the preparation of polyurethane foams by reacting a polyisocyanate composition with an isocyanate-reactive composition under conditions suitable for foaming, characterized in that the isocyanate-reactive composition consists of a monofunctional alcohol and a cyclic urea reactive to the isocyanate of the formula: OR Wherein each R1 is independently a lower alkyl radical of or lower alkyl radical substituted with ^^ a group reactive to the isocyanate, and each R, is independently H, a lower alkyl radical of CJ-CQ, O (CH2) m-X wherein, X is an isocyanate-reactive group which is OH or NH2, and m is 0.1 or 2; and wherein n is 1 or 2 with the proviso that at least one of R1 or R is or consists of a group reactive to the isocyanate.
2. A process according to claim 1 characterized in that the cyclic urea reactive to the isocyanate is
3. A process according to claim 2 characterized in that the amount of cyclic urea reactive to the isocyanate varies between 1 and 25% by weight of the isocyanate-reactive composition.
4. A process according to any of the preceding claims characterized in that the monofunctional alcohol is a polyalgylene glycol monoalkylether of the formula RA-OH, wherein R is C1.25 alkyl and A is a polypropyleneoxy chain, optionally containing up to 25 % of polyethyleneoxy units, with a total length between 4 and 39 units. A process according to claim 4, characterized in that the sum of the length of the alkyl chain of R and the length of the polypropylene chain of A varies between 5 and 40. 6. A process according to claim 4 or 5 characterized in that R is a C8_22 alkyl. 7. A process according to claims 4, 5 or 6 characterized in that A is a polypropylene chain that 5 has between 5 and 20 propyleneoxy units. 8. A process according to any of claims 4 to 7 characterized in that the amount of monofunctional alcohol varies between 1 5 and 80% by weight of the ^ _ isocyanate-reactive composition. 9. Semi-rigid open cell polyurethane foams characterized in that they are obtained by a process according to any of the preceding claims. 10. An isocyanate-reactive composition characterized in that it consists of a monofunctional alcohol and a 15 cyclic urea reactive to the isocyanate of the formula (1). 11. An isocyanate-reactive composition according to claim 10, characterized in that the amount of cyclic urea reactive to the isocyanate varies between 1 and 25% by weight of the isocyanate-reactive composition. 12. An isocyanate-reactive composition according to claim 10, characterized in that the amount of monofunctional alcohol varies between 15 and 80% by weight of the isocyanate-reactive composition.
MXPA/A/1998/010037A 1996-07-30 1998-11-30 Process for the preparation of polyurethane foams MXPA98010037A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP96112252.0 1996-07-30

Publications (1)

Publication Number Publication Date
MXPA98010037A true MXPA98010037A (en) 1999-04-27

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