JPS584753A - Novel polybasic carboxylic acid poly-n,n- hydroxyalkylamide, manufacture and use as cell opening component upon manufacturing elastic polyurethane foam - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides novel polybasic carboxylic acid polyesters. J-NlN
- Hydroxyalkylamides, processes for their production and their use as cell opening components in the production of high modulus polyurethane foams.

Experience in the commercial production of highly elastic polyurethane foams has shown that, despite the high level of technological development, the products still carry risks with regard to foam quality. Among other things, the foam is susceptible to shrinkage resulting in an uneven distribution of its mechanical properties across the cross-section of the foam block due to skin compression. The entire surface of the foam is particularly seriously affected by this compression phenomenon and therefore has no practical value.

Therefore, the present invention provides poly-N
. characterized by the use of N-hydroxyalkylamide, having open cells over the entire cross section of the block,
It is an object of the present invention to provide a method for producing a highly elastic polyurethane foam in which the tendency to shrink is completely reduced. At the same time, the foam produced in this way guarantees a high level of dimensional stability during further processing. Furthermore, the present invention relates to polyN, a novel polybasic carboxylic acid. Provided are N-hydroxyalkylamides and methods for producing the same.

The use of polyN,N-hydroxyalkylamides of polybasic aliphatic, cycloaliphatic and/or aromatic carganic acids in polyurethane foam formulations thus provides a high number of open cells. At the same time, it was surprising to find that the tendency to shrink was significantly reduced.

By using the novel cell opener according to the invention, organometallic catalysts for the production of urethanes, especially organotin compounds, such as tin (n ) modified (branched) aromatic diisocyanates, such as tolylene diisocyanate), even in the presence of carboxylates or dialkyltin(IV) dicarboxylates;
fl, l haalophanate group, biuret group, isocyanurate group, cal diimide group, urethane group and/
It was also surprising to discover that tolylene diisocyanate containing urea threads can be foamed. Highly open-celled, non-shrinkable foams are also obtained in these cases where tin catalysts are used, which is furthermore reflected in the compression hardness by the additional possibilities afforded by the gold ear catalyst. It also shows improved mechanical properties such as

The same problems have affected the use of highly functionalized (branched) diphenylmethane polyisocyanate polymers in the manufacture of conventional foams. Even in such cases, the compounds described in the claims of the present application clearly act as cell openers.

In the production of cold foam, the addition of stabilizers (e.g. U.S. Pat.
DE-A No. 2,210.72/ and No. 1. ≠5≠,
0≠7! ), although somewhat inhibiting M during shrinkage and pore size has shown the limitations of these methods while leading to regressions in the mechanical properties of the foam, especially its compressive hardness, this has traditionally been It was a normal noise.

Although DE-A No. 1/03,730 discloses the production of open-cell foams by using polyalkylene boriabanes in the form of miscible catalysts, page 6, section 2 of that publication As described in , organotin catalysts cannot be used because they produce shrinkage effects. Not only can the level of mechanical properties be maintained by the method of the invention using polyhydroxyalgylamides of polybasic carboxylic acids as cell openers 7 but also through the possibilities offered by the invention using metal catalysts. While increasing the level, a high level of open cells and a large reduction in shrinkage can be obtained at the same time. The cell opening effect of the compound of the present invention can be clearly observed not only in the block form but also in the molded form.

The effects which are of great significance for increasing the safety level in processing during foam production cannot be explained by the crosslinking action of compounds of the type according to the invention, as was indeed expected.

The reason for this is that if compounds of the type according to the invention had a crosslinking effect, experience shows that excessive crosslinking when added in high concentrations would cause significant shrinkage; In this case the result is the opposite. When present in excessive concentrations, compounds of the type according to the invention will collapse 7 ohms as a result of an enhanced cell opening effect.

British Patent No. 1.032. and No. 73 already show poly-1'J,N-hydroxy-alkylamides of fatty acid polymers corresponding to the following formula.

R-C-N(CI-Cs-aliphatic group-0H)2-41 In this formula R is a dimer, trimer or polymeric residue of a fatty acid containing from 2 to 24 L carbon atoms. These compounds were used with polyisocyanates to produce coatings.

However, the compounds of the invention have a different composition and are used for an entirely different purpose, namely as cell openers in the production of polyurethane foams.

Accordingly, the present invention relates to polyN,N-hydroxyalkylamides of polybasic aliphatic, cycloaliphatic and/or aromatic polycarboxylic acids falling under the following formula:

In this formula, n is from K to B, and preferably 2
an integer from t to is a cl-c4 alkane group, a C4-06 cycloalkane group optionally containing o, s or N-CH, as a heteroatom or heteroatom group, optionally substituted by 7 or more hydroxyl groups The n-functional Ca
-C20-aryl group, A is a straight chain or branched chain C2-C6- optionally containing a hydroxyl group
Alkylene group, preferably ethylene group, /.

It represents a no- or he-3-propane group, and more preferably an ethylene group.

More preferably,
C,-alkylene group (n-,?), HC, -- group (n=
3), n3c, c, -- group (n=j), HO-C--- group (n=J), (/j).

X: Only/one bond type, "' + CH2+m+In this formula, di(hydroxyalkyl)-amide in which m = / to ≠iU is particularly preferred.

The present invention also provides the use of polycarboxylic acid alkyl esters of the following formula, in which X and ni are as defined above, at elevated temperatures (jO to 200°C and preferably 70 to 750°C); And R is C1-
C1o- (preferably C, -C4-) represents an alkyl group or an aryl group (preferably a phenyl group). ) by reacting with a dialkanolamine corresponding to the following formula, NH-1←A-0)1)2 (in this formula, A is as defined above) and the split hydroxyl compound ROHt- normal pressure The present invention relates to a method for producing a poly-N,N-hydroxyalkyl amide of a polybasic polycarboxylic acid according to the present invention, which comprises distilling the polybasic polycarboxylic acid from the reaction mixture under reduced pressure.

The present invention also provides a mixture comprising at least one isocyanate-reactive ice candy atom and a total crushing compound with a molecular weight of ≠00 to 70,000, based on the total amount of 0. /
from 10% to 10% by weight, typically 0. The polybasic carboxylic acid polyN,N-
hydroxyalkyl (in which X, A and n are as previously defined) Characterized by its use as a cell opener, in the presence of a catalyst and optionally a foam stabilizer, water and/or an organic blowing agent. in the presence of at least two incyanate-reactive groups and between l10° and io, ooo
A polyisocyanate and optionally a chain-extend-ilgagen compound having a molecular weight ranging from
t) to the use of the compounds of the invention for producing open-cell polyurethane foams.

The cell opening compound of the present invention is a polybasic carboxylic acid amide such as the example below, in which the amide nitrogen atom is 29-
Hydroxyalkylated amide derivatives thereof, which lead to novel compounds.

0 0 0 0 111 0 0 1 C-N(CH2-CH2-OH)2 1
H2-CH2-CH2-OR)2Q 0H CN(CH2CH20H)2 1 1 (23) 1 0 (211t) 1 Particularly useful representatives of the class of compounds according to the invention contain primary hydroxy groups. The compounds of the present invention, which are hydroxyalalkyl derivatives of the type, and whose hydroxyalkyl group is a hydroxyethyl group, are even more effective. These hydroxyethylamide derivatives are characterized by a particularly strong cell-opening effect at moderate amounts (eg 1.5% by weight of O9).

Surprisingly, the effectiveness of amide derivatives is highly dependent on structure. For example, amide of carbonic acid, for example (H
O・CH2・CH2) 2N-C-N(CH2・CH2
0H) 2 actually has no function for cell opening.

The novel compounds are preferably prepared by amithrisis of the corresponding alkyl or aryl esters with dialkanolamines at elevated temperatures, the reaction being accompanied by release of the alcohol component of the ester. Suitable amithrisis methods include, for example, Houban-Weyl +
Vol. g, No. Bj, page 3 et seq. and Vol. It is described in the specification of No. f73.

To produce polyurethane foams using the polyhydroxyalkylamides of polybasic carboxylic acids for cell opening of the present invention, the following foam-forming starting materials are used.

/ Compounds containing at least 2 incyanate-reactive hydrogen atoms and having a molecular weight generally from ≠00 to 70.000. In addition to compounds containing amine groups, thiol groups or carboxyl groups, compounds of this type preferably include compounds containing hydroxyl groups, especially! Compounds containing from g to g hydroxyl groups, especially those of the type having a molecular weight in the range from 00 to 000 and preferably from /j00 to ≠000, are preferably used for the production of foamed and non-foamed polyurethanes. It is publicly known,
For example, DE-A 2nd and 3rd. ! 2! Polyesters, polyethers, polythioethers, polyacetals, polycarnates and polyesteramides containing 1 to 5 hydroxyl groups of the type described on pages 1/1 to 1/2 of No. J'3. Difunctional or polyfunctional [tarter], propylene glycol, dalicerol, monohydrol, formose, triethanolamine, trimethylolpropane with 7 or more alkylene oxides (ethylene oxide and especially propylene oxide). polyethers of the addition type, and diisocyanates and hydrazines and/or diamines and/or glycols or monomers and/or graft polymers, preferably polymers of styrene and acrylonitrile and/or
Particular preference is given to using polyethers of the type which contain polyaddition products of graft polymers or graft polymers in dispersed or dissolved form.

Compounds containing at least two hydrogen atoms of the incyanate reactant and/or having a molecular weight of between 3 and 3 are optionally used as starting materials.

Furthermore, this compound is a compound containing a hydroxyl group and/or an amino group and/or a thiol group and/or a carboxyl group and/or a hydrazide group, preferably containing a hydroxyl group and/or a hydrazide group, which acts as a chain extender or a crosslinking agent. Or a compound containing an amino group. These compounds generally contain from 2 to r, preferably from g to j incyanate-reactive hydrogen atoms. An example of such a compound is DE-AI! , 2g32.263, pages 1 to 20. water here,
Examples include hydrazine, he≠-butanediol, trimethylolpropane, formitol mixtures or adipic dihydrazide.

3. For example, W. 5iefkan, Justus L.
iebigs Anna-1en der Chemi
aliphatic, cycloaliphatic, arariphatic heterocyclic and especially aromatic polyinsyanates of the type described in e r No.
GO) in which n is from ≠, preferably 2, and Q is an aliphatic hydrocarbon group containing from ≠ to /f, preferably from ≠ to 72 carbon atoms; an alicyclic hydrocarbon group containing from 20 to 77 carbon atoms, an aromatic hydrocarbon group containing from 20 to 73 carbon atoms, and from 75 to 75 carbon atoms; Preferably it is an arariphatic hydrocarbon radical containing from g to 73 carbon atoms, for example DE-A No. 322!
; polyisocyanates of the type described in No. 3, pages 70 to 1/1. Polyisocyanates readily available on a commercial scale, such as co-,4'- and/or -tolylene diinocyanate, and mixtures of these isomers ("TDI"), diphenylmethane diisocyanate (≠,4/ − and/or!, ≠′−a・
and/or 2, . 2′-isomer), polyphenylpolymethylene polyinsyanates of the type obtained by condensation of aniline with formaldehyde and subsequent phosdanification (“crude MDIJ”) and e.g. carbosomide groups,
Urethane group, allophanate group, isocyanurate group,
"Modified polyisocyanates" containing urea groups and/or biuret groups, more particularly λ,≠- and/or λ, O-) IJ diisocyanates or ≠t4"- and/or 2.'l Particular preference is given to using modified diisocyanates of the type derived from '-nophenylmethane diisocyanate.

Auxiliaries and additives, e.g. volatile inorganic or organic compounds such as blowing agents, catalysts known per se, e.g.
grade amines, tin(n) and tin(IV) compounds, surface-active additives such as emulsifiers and foam stabilizers, reaction inhibitors,
Compounds that react as acids, such as hydrochloric acid or organic acid halides; and foam control agents known per se, such as parent roughins, aliphatic alcohols or dimethylpolysiloxanes, and pigments or dyes and flame retardants known per se. Optionally, stabilizers against aging, light and weather effects, plasticizers and bacteriostatic and bacteriostatic compounds and fillers can be used. These optional auxiliaries and additives are e.g. DE-A No. 2732.27-No.
Details are given on pages 2/2 to 24. Further examples of auxiliaries and additives are given by Vieweg and Hoechtl.
an, Carl-Hanser-Verlag, M.
Kunststoffhan published by unich/ri6otsu
dbuch *Volume ■, pages 703 to 1/3.

The polyhydroxyalkylamides for cell opening according to the invention are usually mixed with relatively high molecular weight polyol compounds, such as polyethers, in the indicated amounts; this mixture may also contain customary auxiliaries and additives. . However, polyol or already preformed N
The cell opening compounds of the invention can also be added to the reaction mixture consisting of the GO-f repolymer together with water and other auxiliaries.

Although the usage of the cell opener of the present invention is within the ranges previously stated, continuous testing will maximize its use within that range. However, clearly excessive concentrations in the mixture to be foamed lead to collapse of the foam.

The production of 7 ohms is carried out in the usual manner with the aid of measuring equipment and conveyors. The main field of application is the production of semi-elastic and elastic foams by block 7 orminder or the known laminator process.

However, it is also possible to mold it not in the free state, but in the foam state, thereby making it possible to produce corresponding molded foams. In this case, foaming is preferably carried out in the absence of heat (cold cure molding 7 ohms). In-mold forming may be carried out in such a way that the molded article has a dense skin and a foamed core, but it can also be carried out in such a way that the molded article has a foamed structure on its surface. For this purpose, the foamable reaction mixture is introduced into the mold in such an amount that the formed foam just fills the mold, or
Alternatively, a larger amount of the foamable reaction mixture is introduced into the mold than is necessary to fill the interior of the mold. Applications of the products obtained according to the invention include, for example, furniture upholstery materials, pine upholstery, car seats, armrests, sponges and architectural elements, as well as edge stripping materials for seats and instrument panels.

(A) Production example of poly-(N,N-hydroxyalkyl 9-carbon amide) 1 0 111 (HO-CH2-CH2)2N-〇-〇-N(CH2-
CH2-oH)2C1o)TI2°N2o6(,,2 reviews)/To 4'6 g (1 mol) of oxalic acid diethyl ester, 2/(# (2 mol)) of jetanolamine was added little by little, and the temperature was lowered. Ethanol is distilled off almost quantitatively by raising the temperature to 70°C.By treatment in vacuum, the viscosity at 0°C/100aP is reduced.

Tetrahydroxyethyl oxalamide λtg (quantitative) of OH number and jO is obtained.

Calculated value: C4Li≠ N7! ;7N10.6 measurement value: cll! ;, ON7. ON10.41 - Column I C1,N22N206 (,27f) This compound is obtained in the same manner as in Example 1 from diethyl nysterst malonate of θ11 (1 mol) + jetanolamine of 27011C (2 mol).

Yield: 27♂g of tetrahydroxyethylmalonic acid amide
(Quantitative), 00° calculated value for OH number: C4t7. ! ; N7.9 Measured value of neutralization: Cj73 N7J N97 Example 3 C14H28N206 (320) This compound was prepared in the same manner as in Example / with /71 ILg (1 mol) of anopic acid dimethyl ester and 2709 (2 mol) of jetanolamine. Manufactured from. Yield: 320g (quantitative) of a viscous, loosely crystallized substance, OH number 700° Calculated values: CJ, ZJH and 73NI! i″, 73 measurement value:
Cj;2. OHl, 3 N and ≠ Example ≠ C2oH4oN206 (≠04t) This compound was prepared in the same manner as in Example/ with 1.2j'1 g (1 mol) of decanedicardenoic acid dimethyl ester and 2709
<2 mol) of jetanolamine. Yield: very viscous mass ≠ 0.2 g (quantitative).

Calculated value: Cj rij N2do Nz, rij measured value 2
Cj and: 3 N9.30 Nz, ≠ Yo example 1 HC [C-N (CH2-CH20H)2] 3C16H3
, N5o, (3 mols) This compound was prepared in the same manner as in Example 1 with 7079 (0.4 mols) of methanetricarboxylic acid triethyl ester and ! It is produced from j & (/, 3 moles) of jetanolamine. Yield: ig
';'i<constant I, target), OH number 770° Calculated value: Cj, 2. OH: 4t N//, 4' Measured value: cj'i, s H, ON//, 2 examples 6 [(HO-CHz -CH2) 2N-C)2 CCC
H2-C-N (CH2-CH20H) 2) 2C
22H44N4012 (””) This compound is an example/
In the same way, 3 of Otsu 4t, t, y (0.2 mol)
, 3-bis-ethoxylic is prepared from nylglutaric acid diethyl ester and jetanolamine at Il/1 gC0.1 mol). Yield: extremely viscous residue iotg<
Quantitative), OH number 00゜ Calculated value: C11t77H7ta N10.0 Measured value: Cj70 N7≠ N 77 Example 7 0 0 C25H45N4012 (jri 3) This compound was prepared in the same manner as Example/, and 7 to j9 ( 0,23
; mol) of /, 2.3,'l-cyclopentanetetracarboxylic acid methyl ester and 10jfl (7 mol) of jetanolamine. Yield: octahydroxyethyl-/, 2.3.4'-cyclopentanetetracarboxylic acid amide/11t6g<quantitative).

Number of OH = 7jO0 Calculated value: CSO, Otsu N7 Otsu Nz1Jt Measured value:
Cj0. ON7/N'? , 3 examples.C24H43N4013 ('rij)
! ; mole) of tetrahydrone 2-λ, 3.4t, j-
Tetracarboxylic acid methyl ester and 103g (1 mole)
obtained from jetanolamine. Yield: octahydroxy ether-tetrahydrofuran-2,3°FJ--
Tetracarboxylic acid amide/1I-L? El (quantitative).

0H1jj, near! ;0° Calculated value: Cgg,'l-N7.2 N9≠Measured value:
c l/Lf, 2 H7, o N '1 example
Ta1 CHNo (4jj) 12 35 310 This compound was prepared in the same manner as Example///71/(0,5
moles) of citric acid trimethyl ester and/,! j;7.
3; obtained from El (/, t mol) of jetanolamine. Yield: 220 g of dihexahydroxyethyl citric acid amide (quantitative), OH number: 60° Calculated value:
C4'7 N7.7 N9.3 Measured value: C Gua/N72N/Example 10 1 +1 This compound was prepared in the same manner as in Example/, g (o, r mol) of dimethyl tartrate,! :/ Obtained from 03 g (1 mol) of jetanolamine. Yield: Tetrahydroxyethyltartaramide/OtOg (quantitative),
Number of on: 1011tO0 Calculated value: C11LIA+'
N7J N and 6 measurement value: Ct/Lkyu OH7,2N
and 3 examples//C14H28N206 (3!0) This compound was prepared in the same way as example/, and 2 o 6 g (2 moles)
of diisopropanolamine and /4'g (1 mole) of diethyl oxalate ester. Yield: Tetra-(,2-hydroxypropyl)-oxalamide 3
．． 209 (quantitative).

Calculated value: C62JH and ';# N1.7j Measured value:
C6/, OH ≠ N and 3 Example/2 C14H28N206 (320) This compound was prepared in the same manner as Example/, and 733g (1 mol)
bis-(3-hydroxypropyl)-amine and 73f
i (0.6 mol) of oxalic acid diethyl ester. Yield: Tetra-(3-hydroxypropyl)-
Oxalamide/OtOg (quantitative).

Calculated value: CIJH♂Nia J' Nza, 7.3 - Measured value: C3/, 3 Hg, 3 N and 6 cases/, 2m C16H24N206 (3g0) Jetanolamine 210ji (,2 mol) and terephthalic acid Gradual distillation of methanol from dimethyl ester/≠9 (1 mol) produces a clear solution. Finally, when this solution is treated in a high vacuum/at 20 to 4'0° C., a very viscous reaction product is formed quantitatively, which crystallizes on standing for a long time. It dissolves smoothly in water and has an OH number of 7.

Word 1 calculation I direct: Cj Otsu! ■(706Ng,!≠Measurement value: C!;i? Hg, RIONg, 10 cases/2
b 0 111 C21H33N609 (Guar 7) Gradual distillation of methanol from trimesic acid trimethyl ester 2629 (1 mol) diethanolamine 376 &< 3 mol) produces a clear viscous bath liquid. When a high vacuum is then applied at temperatures between /20 and /≠θ°, a reaction product which solidifies into a glass is obtained quantitatively. This n: Smoothly dissolves in water.

Calculated value: C! ;3. ! ; H7, ONg, measured value: CJ-, 2, ♂ H Otsu, Ryo Ndo, 7 cases/2c C26H42N4012 (602) Pyromellitic acid tetramethyl ester 310 g (1 mol)
When methanol is distilled off from l/lxog (iit moles) of triethanolamine, a clear viscous bath liquid gradually forms. Finally, the residual solvent is distilled off at 30 to 11-0 DEG C. in a high vacuum until a very viscous reaction product which solidifies into a glass is obtained. It dissolves smoothly in water and has 7 tls oHh'cls 〇 Calculated value: C37, 7H6, 97N93 Measured value: c,! ;0.3 ■A, gON'Z, 2
Example/2d 0 111 C50H44N4012 (Otsujj)/,'1. ! ;
, f-naphthalenetetracal 7 genoic acid tetramethyl ester 37.09 (1 mol) triethanolamine 4ta
When methanol is distilled off from og (≠mol), a clear viscous bath liquid is gradually formed and finally in a high vacuum/≠0℃
The volatile substances are distilled off from this. A highly viscous reaction product which solidifies into a glass is obtained in quantitative yields. It dissolves smoothly in water and has an OH number of 61rj.

Calculated value: Cj Left J H Otsu, 7.5" N Do, 6 Measured value: Cj'A3H Otsu, 36 Ng, ≠ (B) Example of use of polyhydroxyalkylamide as a 1-cell opener for polyurethane foam formulations/ 3 Poly(oxyethylene-oxypropylene)-triol starting from trimethylol-propylene with an average molecular weight of 1000 and an OH number of 2 in a continuous block 7-ohming reactor of the UBT type.
100 1 part heavy; water
3.0 1 part heavy;
Triethylenediamine 062
Part by weight: diisopropanolamine
3.6 parts by weight; triethanolamine
/, j parts by weight; trichloroether phosphate) 2.0 parts fi-i: chlorine-containing polysiloxane foam stabilizer 0.3 parts by weight; tin dioctoate 0.7 parts by weight
and tetra-(hydroxyethyl)-oxalamide as a cell opener according to the invention (see Examples/)
7.2 Parts by weight of the mixture 'i, allophanated tolylene diisocyanate with an NCO content of 4 to, z%) j, r, 3
React with parts by weight. An open-celled, non-shrinkable, highly elastic foam is produced.

Comparative Example/3 & For comparison, the foam described in Example/3 was prepared without the addition of tetrahydroxyethyl oxalamide. The resulting 7 ohm has closed cells and exhibits solid shrinkage upon cooling.

Comparative Example/3b For further comparison, a 7 ohm product as described in Example/3 was prepared without the addition of tetrahydroxyethyl oxalamide and tin dioctoate. The highly elastic 7 ohm thus produced showed only slight surface shrinkage phenomena, but its tensile and elongation at break properties were inferior to those of Example 3.

The mechanical properties of the 7 ohms manufactured by Example/3 and Comparative Example/3b are compared in Table 1 below.

Table / Example / 3 Comparative example / 3b Total density Kg/m 3! ; 3≠tensile strength
kPa / / 3 Ta0 elongation at break %
/g 0/10 Comparative Example /3c When the mixture of Example /3 is mixed with /////ft parts of tetrahydroxyethyl polyoxalamide, the foamable mixture collapses during the rice stage.

Example/≠ 100 parts by weight of poly(oxyethylene-oxypropylene)-triol starting from trimethylol-gulon, having an OH number of 3 J'' in a UBT type continuous block forminder reactor. 1 Water No, Otsu
Part by weight: triethylenediamine 0.7
33 parts by weight; dimethylaminoethyl ether
A mixture consisting of 0.2 parts by weight of a chlorine-containing polysiloxane foam stabilizer and 1.2 parts by weight of a diphenylmethane diisonanate mixture (trinuclear component content: 5%, NC content: 32.5%) j
'3. ! ;React with parts by weight. An open-celled, non-shrinkable, elastic foam is produced with the following mechanical properties:

Total density Kg/m33! Tensile strength kPa 103 Elongation at break % / Compression hardness when compressed by 30to% kPa 2.7 Comparative example 1
1IL & For comparison, octahydroxyethyl-8! , 3゜≠−
Tsukuropenkun Tetracal? The foam was prepared in the same manner as Example Il-, except that no acid amide was added. After cooling, the resulting foam showed complete shrinkage.

Example/j 33 parts by weight; Water 3. θ
1 part by weight; 0, /j parts by weight; dimethylaminoethyl ether 0. /
Part by weight: jetanolamine
/, jffiiN; Chlorine-containing polysiloxane foam stabilizer
Olj parts by weight; tin dioctoate 0.7
A mixture consisting of 7.0 parts by weight is reacted in an open vessel with 3 and 7 parts by weight of tolylene diisocyanate <30720).

An open-celled, non-shrinkable, highly elastic foam is produced which has the following mechanical properties:

Total density Kg/m 32 Tensile strength kPa / / 0 elongation at break
% / B≠ Comparative foams without tetrahydroxyethylmalonic acid amide contain too many closed cells and must be mechanically developed prior to cooling.

Example/Otsumizu 3.0
1 part heavy; triethylenediamine 01.
2 parts by weight; diisopropanolamine
3. Part B: Triethanolamine
/, j parts by weight; trichloroethyl phosphate 2.0 parts by weight f! N: salt-containing polysiloxane foam stabilizer 0.3 parts by weight; tin dioctoate 0.7 parts by weight; tetra-(3-hydroxyzorobyl)-oxalamide (as the cell opener of the present invention)
see Example/2) /, 2 A mixture consisting of 1iJit parts is treated with allophanated tolylene diisocyanate j having an NC0- content of 4to, r%.
When reacted with 3 parts by weight, an open-celled, non-shrinkable, highly elastic foam is produced.

Example/7 700 parts by weight; Water 3.0
Part by weight: triethylenediamine
0.2 parts by weight; diisopropanolone
33 parts by weight Nitriethanolamine
/,! 2 parts of rM; 2.0 parts of trichlorethyl phosphene; 2.0 parts of ii part: 0.3 parts of salt-purple-containing polysiloxane foam stabilizer; 1 part by weight of tin dioctoate O;
0. When mixed intensively with 3 parts by weight of allophanated tolylene diisocyanate having an NCO content of is generated.

Example/700 parts by weight; Water 3.0
Part by weight: Triethylenediamine 0
2 parts by weight; diingronodinolamine
3.6 parts by weight; triethanolamine
/J parts by weight; trichloroethyl phosphate) 2.0 parts by weight; salt-containing polysiloxane foam stabilizer 0.3 parts by weight;
Tin dioctoate 0. / parts by weight; ≠0 mixture
．． 3% by weight of allophanated tolylene diisocyanate-1-J-ff with an NCO content of A highly elastic foam is produced.

Example/Zo 0/7 polyether 7001 volume IX; Water 3.
o N position; triethylenediamine
0.2 M-part; diinopropanolamine
3. B Part by weight Nitriethanolamine
/J parts by weight; trichloroethyl phosphate 0.0 parts by weight; ring system-containing polysiloxane foam stabilizer 0.3 parts by weight;
4t of a mixture of 0.7 parts by weight of Suzuji Yuri Toate
0. Allophanated tolylene diisocyanate j f, having an NCO content of 5%, is mixed vigorously with 3 parts by weight and the resulting mixture is foamed in an open mold to produce an open-celled, non-shrinkable, highly elastic foam. do.

Agent's name: Kawahara 1) - Minoru

Claims (1)

[Scope of Claims] / Polybasic aliphatic, alicyclic and/or aromatic polycarboxylic acid corresponding to the following formula - In this formula, n is an integer from λ to O, and X is a unique / bond marks (
n=, 2), n- optionally substituted with a hydroxyl group
Functional c+-Cto straight-chain or branched-chain alkane group, optionally as a heteroatom or group of heteroatoms in the monkey
．． C4-c containing S or N-CH31 represents a cycloalkane group, an n-functional ca-czo aryl group optionally substituted with 7 or more hydroxyl groups, A optionally containing a hydroxyl group Straight chain or branched C2-C
6 alkylene group. λ, X is the only bond (n=2), Cl-Cm alkylene group (n=,2), H(,7-Jt-(n=3)
), H2O-C,7- group (n=j), HO-C-- group (n=J), \ (3) is red, n is an integer from 2 to 3, and A is an ethylene group. and/or a 3-trimethylene group. 3. When the temperature rises from jO to 200°C, polycal? corresponding to the following formula? The alkyl ester of phosphoric acid was reacted with a dialkanolamine corresponding to the following formula, and the formula was expressed as follows: ), and R is a ct-cto alkyl group or an aryl group. ) and the split hydroxyl compound ROM is distilled off from the reaction mixture under normal pressure and/or reduced pressure. - A method for producing N,N-hydroxyalkylamide. Polymerization of a compound containing at least two isocyanate-reactive hydrogen atoms and having a molecular weight of 4L00 to 10.000 in the presence of a catalyst and optionally a foam stabilizer, water and/or an organic blowing agent. In the use of a compound according to claim/or λ for the production of open-cell polyurethane foam by reacting with an isocyanate and/or optionally a chain extender having a molecular weight in the range from 1 l-00, at least two 0.0, based on a mixture containing a compound containing incyanate-reactive hydrogen atoms of / in an amount of 10% by weight of a polybasic carboxylic acid according to the invention according to the following formula, in which X, A and n are as defined in the claims / and λ .) Said use characterized in that it is used as a cell ignition component. to In the presence of an organometallic catalyst and optionally a foam stabilizer, water and/or a shoulder blowing agent,
contains incyanate-reactive hydrogen atoms, and ≠0
Compounds having a molecular weight of 0 to 0.000 are allophanate groups, biuret groups, incyanurate groups,
open cell polyurethane foam by reacting with a modified branched aromatic diincyanate containing carbodiimide groups, urethane groups and/or urea groups and optionally a chain extender having molecules fil'(z) of In the use of the compounds according to claims /l or! in the preparation, together with organometallic compounds as catalysts, containing at least two isocyanate-reactive hydrogen atoms and having a molecular weight of from 11too to 10,0θ0 Poly-N,N-hydroxyalkylamide of polybasic cardanic acid corresponding to the following formula of the present invention (in this formula X, n are as defined in the claims/and λ, and A represents -CH2-OH2 and/or -C12-CH2-CH2- group.) Characterized by use as a cell opening component. Said use of tin (It) carboxylate or dialkyl tin (IV) nocar in the presence of the xylate and optionally in the presence of a foam stabilizer, water and/or an organic blowing agent.
contains at least two insear-reactive hydrogen atoms, and from 11Oθ to io, oo. Compounds having a molecular weight in the range of modified branched tolylene diisocyanates containing allophyte groups, biuret groups, incyanurate groups, urethane groups and/or urea threads and optionally from /1 to ≠OO Claims to the production of open cell polyurethane foam by reacting with a chain extender having a molecular weight in the range of /
or in the use of a compound according to λ, which together with an organotin compound as a catalyst contains at least 2 incyanate-reactive hydrogen atoms and from ≠00 to / 0.0
A mixture containing a compound having a molecular weight of 0.00 is used as a paste. Oh no! , O weight % in the polybasic carboxylic acid formula of the present invention corresponding to the following formula, where X and n are as defined in the claims/and And A represents a single 2-CH2- group. ) The above use characterized in that it is used as a cell opening component.