Note : Les descriptions sont présentées dans la langue officielle dans laquelle elles ont été soumises.
1093Z44 Mo-1620-G
LeA 16,442
ODORLESS CATALYSTS FOR THE
SYNTHESIS OF POLYURETHANES
Background of the Invention
This application is a division of our copending
application Serial No. 252,012 filed May 7, 1976.
Polyurethane foams with a wide variety of physical
properties have long been produced on a technical scale by
the isocyanate polyaddition process from compounds con-
taining several active hydrogen atoms, and in particular
10 compounds containin~ hydroxyl and/or carboxyl group~s, poly-
isocyanates and water and/or organic blowing agents with
the optional addition of catalysts, emulsifiers and other
additives [Angew. Chem. A, 59 (1948), page 257]. With suit-
able choice of components, it i5 possible by this process
15 to obtain either elastic or rigid foams or any variations
between these extremes.
Polyurethane foams are preferably produced by
mixing the liquid components. The starting materials which
are to be reacted together are either all mixed together
20 at once or an isocyanate prepolymer is first prepared from
polyols and an excess of polyisocyanates, and this prepoly-
mer is then foamed.
Tertiary amines have proved to be very suitable
catalysts for the production of polyurethane foams, mainly
25 because they accelerate both the re~ction between the
hydroxyl and/or carboxyl groups and the isocyanate groups
and the reaction between water and isocyanate groups. In
the one-shot process, the velocities of these reactions,
which take place side by side, may be adjusted to each
30 other.
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1093Z44
Additional cross-linking reactions accompany the
foaming process to form allophanate, biuret and cy~nurate
structures. In view of the complexity of the reactions,
the catalysts must be suitably chosen to ensure that, on
S the o~e hand, the various reactions will be synchronized
and that, on the other hand, the catalyst will not be
fixed too early in the process by being incorporated in
the foam and will not subsequently accelerate hydrolytic
degradation of the finished foam. Furthermore, the
unpleasant odor of many of the tertiary amines frequently
used in practice is a disadvantage if they are to be usecl
in the production of foams.
In U.S. Patent 3,243,389, and German Offenlegungs-
schrift 2,354,952, tertiary amines which contain Zerewitinoff-
active hydrogen atoms are described as catalysts for isocya-
nate polyaddition reactions. Howe~er, these compounds are
gradually built into the polymer structure in the course of
the foaming process. They are therefore no longer available
at sufficiently high concentrations in the final stages of
the reactions, especially in the marginal zone of the foams.
This insufficiency adversely affects the surface characteris-
tics and the gelling properties of the polyurethane foams.
Description of the Invention
The present invention relates to a process for
the production of polyurethane resins, and preferably
polyurethane foams, by the reaction of ta) compounds which
contain at least two hydrogen atoms capable of reacting
with isocyanates and which have molecular weights of from
400 to 10,000, (b) polyisocyanates,and (c) optionally, chain
LeA 16,442 -2-
lOg3Z44
lengthening agents, water and/or organic blowing agents, in
the presence of catalysts which contain tertiary nitrogen
atoms, which process is characterized in that the catalysts
used are compounds of the formula:
R /R
~N-~CH2)n-N- (CH2)n-N
Y Z R
wherein
n which may be the same or different represents 2 or 3;
R which may be the same or different, represents a Cl-C5
alkyl group;
Y represents R or -(CH2)n-N ~R ; and
Z represents C2H5-0-C-.
o
LeA 16,442~Ca-DIV -3-
1~
~ 1093244
The catalysts used according to the present invention
may be prepared in a known manner by the reaction of known
amines corresponding to the following general formula:
N-(CH2)n
/ NH
wherein n, R and Y are as defined above; with acylating agents,
such as carbon monoxide, carboxylic acids, acid amides, acid
esters, acid anhydrides, chlorocarbonic acid esters, dialkyl
or diaryl carbonates or dicarbonic acid diesters, and the like.
The catalysts used according to the present invention
are distinguished by their surprisingly powerful accelerating
effect on the foaming process and by the fact that foams
produced therefrom are odorless and have a surprisingly high
resistance to hydrolysis. The compounds according to the
present invention do not contain any active hydrogen atoms
and therefore are not built into the polyurethane via main
valency bonds, but remain active during the entire foaming
process. The following is a typical example of the catalysts
used according to the present invention:
CH3
\
N- (CH2)3
\h~
CH3 -C-OC2H5
CH3
N- (CH2)3
CH3
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lQ93Z44
The catalysts used according to the present invention
are generally used in quantities of from 0.01 to 5 percent
by weight and preferably from 0.1 to 1 percent, by weight,
based on the foamable reaction mixture.
The starting components to be used according to the
present invention include compounds containing at least two
hydrogen atoms capable of reacting with isocyanates and
generally having molecular weights of from 400 to 10,000.
These not only include compounds containing amino groups,
thiol groups or carboxyl groups, but also include polyhydroxyl
compounds (which are preferable) and, in particular compounds
containing from 2 to 8 hydroxyl groups and especially those
having molecular weights of from 800 to 10,000 and most
preferably from 1000 to 6000. ~xamples of such polyhydroxyl
materials include polyesters, polyethers, polythioethers,
polyacetals, polycarbonates and polyester amides containing
at least 2, generally from 2 to 8, and preferably from 2 to
4 hydroxyl groups, of the type generally known for the
production of homogeneous and cellular polyurethanes.
Suitable polyesters with hydroxyl groups include,
the reaction products of polyhydric, (preferably dihydric)
LeA 16,442-~a-DIV -5-
3244
alcohols with the optional addition of trihydric alcohols,
and polybasic (preferably dibasic) carboxylic acids.
Instead of free polycarboxylic acids, the corresponding
polycarboxylic acid anhydrides or esters of lower alcohols
or mixtures thereof may be used for preparing the poly-
esters. The polycarboxylic acids may be aliphatic, cyclo-
aliphatic, aromatic and/or heterocyclic and may be sub-
stituted, e.g. by halogen atoms, and/or be u~saturated.
The following are mentioned as examples: succinic acid;
adipic acid; suberic acid; azelaic acid; sebacic acid;
phthalic acid; isophthalic acid; trimellitic acid; phthalic
acid anhydride; tetrahydrophthalic acid anhydride; hexa-
hydrophthalic acid anhydride; tetrachlorophthalic anhydride;
endomethylene tetrahydrophthalic acid anhydride; glutaric
acid anhydride; maleic acid; maleic acid anhydride; fumaric
acid; dimeric and trimeric fatty acids, such as oleic acid,
optionally mixed with monomeric fatty acids; dimethyltere-
phthalate: bis-glycol terephthalate; and the like. The
following are examples of suitable polyhydric alcohols:
ethylene glycol; propylene-1,2- and -1,3-glycol; butylene-
1,4- and 2,3-glycol; hexane-1,6-diol; octane-1,8-diol;
neop~ntyl glycol; cyclohexane dimethanol (1,4-bis-hydroxy-
methylcyclohexane); 2-methyl-propanecliol-(1,3~; glycerol;
trimethylolpropane; hexane-1,2,6-triol; butane-1,2,4-triol;
trimeth~lolethane; pentaerythritol; quinitol; mannitol;
sorbito:L; methyl glycoside; diethylene glycol; triethylene
glycol; tetraethylene glycol; polyethylene glycols;
dipropylene glycol; polypropylene glycols; dibutylene gly-
col; polybutylene glycols; and the like. The polyesters
may also contain carboxyl end groups. Polyesters of
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A~ ~
1093244
lactones; such as ~-caprolactone, or hydroxycarboxylic
acids, e.~. ~-hydroxycaproic acid, may also be used.
The polyethers used according to the present
invention, which contain at least two, generally from 2
to 8 and preferably 2 or 3 hydroxyl groups are also known
and may be prepared, for example, by the polymerization
of epoxides, such as ethylene oxide, propylene oxide,
butylene oxide, tetrahydrofuran, styrene oxide or epichloro-
hydrin, either alone for example in the presence of BF3,
or by the addition of these epoxides, if desired as mix-
tures or successi~ely, to starting components which contain
reactive hydrogenatoms, such as water, alcohols, or amines.
Examples of alcohols and amines include: ethylene glycol,
propylene-1,3- or -1,2-glycol, trimethylolpropane, 4,4'-
dihydroxydiphenylpropane, aniline, ammonia, ethanolamine
and ethylene diamine. Sucrose polyethers such as those
described in German Auslegeschriften 1,176,358 and 1,064,938,
may also be used according to the present invention. In
many cases, it is preferred to use polyethers which contain
predominant amounts of primary OH groups (up to 90~ by
weight based on all the OH groups present in the polyether).
Polyethers modified by vinyl polymers are also suitable,
for example, the compounds obtained by the polymerization
of styrene or acrylonitrile in the presence of polyethers
(U.S. Patents 3,383,351; 3,304,273; 3,523,0g3 and 3,110,695
and German Patent 1,152,536). Polybutadienes containing
OH groups may also be used.
Suitable polythioethers include, in particular,
the condensation products obtained by the condensation of
LeA 16,442 ~ -
o ~
1093244
thiodiglycol on its own and/or with other glycols, dicar-
boxylic acids, formaldehyde, aminocarboxylic acids or amino-
alcohols. The products obtained are polythio mi~ed ethers,
polythio ether esters or polythioether ester amides,
depending on the cocomponents.
Suitable polyacetals include, for example, the
compounds prepared from glycols (such as diethylene glycol,
triethylene glycol, 4,4'-dioxethoxy-diphenyldimethylmethane
and hexanediol) with formaldehyde. Polyacetals suitable
for the purpose of the present invention may also be pre-
pared by the polymerization of cyclic acetals.
Suitable polycarbonates with hydroxyl groups are
known and include those which may be obtained by the reac-
tion of diols (such as propane-1,3-dioll butane-1,4-diol
and/or hexane-1,6-diol, diethylene glycol, triethylene
glycol or tetraethylene glycol) with diarylcarbonates (e.g.
diphenylcarbonate) or phosgene.
The polyester amides and polyamides which may be
used include, for example, the predominantly linear conden-
sates obtained from polybasic saturated and unsaturated
carboxylic acids or the anhydrides thereof and polyvalent
saturated and un,afurated amino alcohols, diamines, poly-
amines and mixtures thereof.
Polyhydroxyl -ompounds already containing ure-
thane groups or urea groups and modified or unmodified
natural polyols, such as castor oil, carbohydrates or starch,
may also be used. Addition products of alkylene oxides
and phenol-formaldehyde resins or alkylene oxides and
LeA 16,442 -~
1093Z44
urea-formaldehyde resins are also suitable for the purpose
of the present invention.
Representatives of these compounds which are to be
used according to the present invention are known and have
been described, for example, in High Polymers, Vol. XVI,
"Polyurethanes, Chemistry and Technology", by Saunders-
Frisch, Interscience Publishers, New York, Lond~n, Volume I,
1962, pages 32 - 42 and pages 44 - 54 and Vol. II, 1964,
pages 5 - 6 and 198 - 199 and in Kunststoff-Handbuch, Vo]ume
VII, Vieweg-Hochtlen, Carl-Hanser-Verlag, Munich, 1966, on
pages 45 to 71.
One may, of course, also use mixtures of the above-
mentioned compounds which have molecular weights of from
400 to 10,000 and contain at least two hydrogen atoms
capable of reacting with isocyanates, such as mixtures of
polyethers and polyesters.
Starting components which may optionally also be
used according to the present invention include compounds
having molecular weights of from 32 to 400 which contain at
least two hydrogen atoms capable of reacting with isocya-
nates. These also are compounds which contain hydroxyl
groups and/or amino groups and/or thiol groups and/or
carboxyl groups and preferably hydroxyl groups and/or amino
groups, and they serve as chain lengthening agents or
cross-linking agents. They generally contain from 2 to 8
hydrogen atoms which are reactive with isocyanates, and
preferably contain 2 or 3 hydrogen atoms. The following are
mentioned as examples of such compounds: ethylene glycol,
LeA 16,442
A~ ~
~093Z4g
propylene-1,2- and -1,3-glycol, butylene-1,4- and -2,3-
glycol, pentane-1,5-diol, hexane-1,6-diol, octane-1,8-
diol, neopentyl glycol, l,4-bis-hydroxymethylcyclohexane,
2-methyl-1,3-propanediol, glycerol, trimethylolpropane,
hexane-1,2,6-triol, trimethylolethane, pentaerythritol,
quinitol, mannitol and sorbitol, diethylene glycol, tri-
ethylene glycol, tetraethylene glycol, polyethylene glycols
having a molecular weight of up to 400, dipropy~ene glycol,
polypropylene glycols having a molecular weight of up to
400, dibutylene glycol, polybutylene glycols having a
molecular we.ight of up to 400, 4,4'-dihydroxydiphenyl
propane, di-hydroxymethyl-hydroquinone, ethanolamine,
diethanolamine, triethanolamine, 3-aminopropanol, ethylene
diamine, 1,3-diaminopropane, 1-mercapto-3-aminopropane,
4-hydroxy- or 4-amino-phthalic acid, succinic acid, adipic
acid, hydrazine, N,N'-dimethylhydrazine and 4,4'-diamino-
diphenylmethane.
Here again, mixtures of various compounds which
have molecular weights of from 32 to 400 and contain at
least two hydrogen atoms capable of reacting with isocya-
nates may be used.
The starting isocyanates used according to the
present invention include aliphatic, cycloaliphatic, arali-
phatic, aromatic and heterocyclic polyisocyanates, such as
those described, for example, by W. ~,iefken in Justus
Liebigs Annalen der Chemie, 562, pages 75 to 136. Examples
include ethylene diisocyanatei tetramethylene-1,4-
diisocyanate; hexamethylene-1,6-diisocyanate; dodecane-1,12-
diisocyanate; cyclobutane-1,3-diisocyanate; cyclohexane-
LeA 16,442 -I~-
A ~o
1093Z44
1,3- and -1,4-di.isocyanate and mixtures of these isomers;
l-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane
(German Auslegeschrift 1,202,785, U.S. Patent 3,401,190);
hexahydrotolylene-2,4- and -2,6-diisocyanate and mixtures
of these isomers; hexahydrophenylene-1,3- and/or -1,4-
diisocyanate; perhydrodiphenylmethane-2,4'- and/or 4,4'-
diisocyanate; phenylene-1,3- and -1,4-diisocyanate;
tolylene-2,4- and -2,6-diisocyanate and mixture~ of these
isomers; diphenylmethane-2,4'- and/or -4,4'-diisocyanate;
naphthylene-1,5-diisocyanate; triphenylmethane-4,4',4"-
triisocyanate; polyphenyl-polymethylene polyisocyanates,
which may be obtained by aniline-formaldehyde condensati.on
followed by phosgenation and which have been described,
for example, in British Patents 874,430 and 848,671;
lS _- and p-isocyanatophenyl-sulphonylisocyanates as described
in U.S. Patent 3,454,606; perchlorinated aryl polyisocyanates,
such as the compounds described in U.S. Patent 3,277,138;
polyisocyanates containing carbodiimide groups as described
in U.S. Patent 3,152,162; the diisocyanates described in
U.S. Patent 3,492,330; polyisocyanates containing allopha-
nate groups as described, for exampl.e, in British Patent
994,890, Belgian Patent 761,626 and published Dutch Patent
Application No. 7,102,524; polyisocyanates containing iso-
cyanurate groups as described, for example, in U.S. Patent
3,001,973, in German Patents 1,022,789; 1,222,0fi7 and
1,027,,94 and in German Offenlegungcschriften 1,929,034
and 2,004,048; polyisocyanates containinq urethane groups
as described in Belgian Patent 752,261 or in U.S. Patent
3,394,164; polyisocyanates containirq acylated urea groups
as described in German Patent No. 1,210,/78 ~ol~isocyanates
LeA 16,442 -lA-
~093244
containing biuret groups as described in U.S. Patents
3,124,605 and 3,201,372 and in British Patent 889,050;
polyisocyanates prepared by telomerization reactions as
described in U.S. Patent 3,644,106; polyisocyanates con-
taining ester groups, such as those described in BritishPatents ~65,474 and 1,072,956, in U.S. Patent 3,567,763
and in German Patent 1,231,688; reaction products of the
above-mentioned isocyanates with acetals as described in
German Patent No. 1,072,385; and polyisocyanates containing
polymeric fatty acid residues as described in U.S. Patent
3,455,883.
The distillation residues obtained from commercial
production of isocyanates and still containing isocyanate
groups may also be used, if desired as solutions in one
or more of the above-mentioned polyisocyanates. Mixtures
of the above-mentioned polyisocyanates may also be used.
As a rule, it is particularly preferred to use
readily available polyisocyanates such as tolylene-2,4-
and -2,6-diisocyanate and mixtures of these isomers ("TDI");
polyphenyl-polymethylene polyisocyanates which may be pre-
pared by aniline-formaldehyde condensation followed by
phosgenation ("crude MDI"); and, polyisocyanate containing
carbod imide groups, urethane groups, allophanate groups,
isocyanurate groups, urea groups or biuret groups ("modi~ied
polyisocyanates").
According to the present invention, water and/or
readily volatile organic substances may be added as blowing
agents. Suitable organic blowing agent1 inclu-le: acetone,
LeA 16,442
~1 ..
1093244
ethyl acetate; halogenated alkanes, such as methylene
chloride, chloroform, ethylidene chloride, vinylldene~
chloride, monofluorotrichloromethane, chlorodifluoro-
methane and dichlorodifluoromethane; butane; hexane;
heptane; diethyl ether; and the like. Compounds which
decompose at temperatures above room temperature to
liberate gases, such as nitrogen, may also act as blowing
agents. Examples include azo compounds, such a~s azoiso-
butyric acid nitrile. Other examples of blowing agents
and details concerning the use of blowing agents may be
found in Kunststoff-Handbuch, Volume VII, published by
Vieweg and ~ochtlen, Carl-Hanser-Verlag, Munich 1966, on
pages 108 and 109, 453 to 45S and 507 to 510.
Known catalysts may, of course, be used in addi-
tion to the compounds according to the present invention.
Surface active additives, such as emulsifiers andfoam stabilizers, may also be used according to the present
invention. Suitable emulsifiers are, for example, the
sodium salts of castor oil sulphonates or salts of fatty
acids with amines, such dS oleic acid diethylamine or
stearic acid diethanolamine. Alkali metal or ammonium
salts of sulphonic acids, such as dodecylbenzenesulphonic
acid or dinaphthylmethane disulphonic acid, or of fatty
acids, such as ricinoleic acid, or of polymeric fatty
acids, may also be used as surface active additives.
Particularly suitable foam stabilizers are the
polyether siloxanes, especially those which are water-
soluble. The structure of these compounds is generally
such that a copolymer of ethylene oxide and propylene
LeA 16,442
1093Z44
oxide is connected to a polydimethylsiloxane group. Foam
stabilizers of this type have be~n described in U.S. Patents
2,834,748; 2,917,480 and 3,629,308.
According to the present invention, the following
substances may also be added: reaction retarders, e.g.
compounds which are acid in reaction, such as hydrochloric
acid or organic acid halides; known cell regulators such
as paraffins or fatty alcohols or dimethylpolysiloxanes;
pigments or dyes; flame retarding agents, such as tris-
chloroethylphosphate, tricresylphosphate or ammonium phc,s-
phate or polyphosphate; stabilizers against ageing and
weathering; plasticizers; fungistatic and bacteriostatic
substances; and fillers, such as barium sulphate, kieselguhr,
carbon black or whiting.
Other examples of surface active additives, foam
stabilizers, cell regulators, reaction retarders, stabilizers,
flame retarding substances, plasticizers, dyes, fillers and
ungistatic and bacteriostatic substances which may also
be used according to the present invention, as well as
methods of using them and their mode of action have been
described in Kunststoff-Handbuch, Volume VII, published by
Vieweg and Hochtlen, Carl-Hanser-Verlag, Munich 1966, on
pages :L03 to 113.
According to the present invention, the starting
materi~lls are reacted together by the known one-shot pro-
cess, prepolymer process or semi-prepolymer process, in
mahy cases using mechanical devices, such as those described
in U.S. Patent 2,764,565. Details concerning processing
apparatus which may also be used according to the present
LeA 16,442 -~
- 1093244
invention may be found in Kunststoff-Handbuch, Volume VII,
published by Vieweg and Hochtlen, Carl-Hanser-Verlag,
Munich, 1966, pages 121 to 205.
According to the present invention, production of
foams is in many cases carried out by the process of foam-
ing in the mold. In this process, the reaction mixture is
introduced into a mold made of a metal, (e.g. aluminum)
or of plastic (e.g. an epoxide resin) in which it foams ~:o
form the shaped product. This process of foaming in the
mold may be carried out to produce a product with a cellular
structure on its surface or it may be carried out so that
the product has a compact skin and cellular core. Accord-
ing to the present invention, either result may be achieved
by either introducing just sufficient foamable reaction
mixture into the mold or by introducing a larger quantity
of reaction mixture than is necessary for filling the
interior of the mold with foam. The latter method is known
as "overcharging". A procedure for carrying it out has
been disclosed, for example, in U.S. Patents 1,178,490 and
3,182,104.
The process of foaming in the mold is in many
cases carried O-lt with the aid of so-called "external mold
release agents" which are known, such as silicon oils, but
so-called "internal mold release agents" may also be used,
if desired as mixtures with external mold release agents,
~or example, those disclosed in German Offenlegungsschriften
2,121,670 and 2,307,589.
Cold setting foams may also be produced according
to the present invention (see, e.g., British Patent No.
1,162,517, German Offenlegungsschrift No. 2,153,086).
A LeA 16,442 -~r
~093244
The foams may, of course, be produced by a
process of block foaming or by the known double conveyor
belt process.
The products of the process are flexible, semi-
flexible or hard foam resins which contain urethane groups.They are used for the conventional purposes of such pro-
ducts as mattresses and upholstery material for the furni-
ture and motor car industry, for the manufacture of pro-
tective padding of the type used in the motor car industry
and as insulating materials in general and for insulation
against cold or heat in particular in the building indus-
try or the refrigeration industry.
The following Examples illustrate the invention
without restricting it.
(Unless otherwise indicated, the quantities given
are parts by weight or percentages by weight).
LeA 16,442
:~093244
Example 1
178.2 g (1.1 mol) of diethyldicarbonate are added
to 187 g of N,N-bis-(3-dimethylamino-n-propyl)-amine
(degree of purity 87.6%) in an apparatus equipped with
stirrer, condenser, thermometer and dropping funnel in
the course of 22 minutes while the temperature is maintained
at 40C by means of an ice bath. Evolution of carbon
dioxide sets in when about one third of the acylating agent
has béen added and it is completed quantitatively within 12
minutes. Stirring is then continued for 30 minutes at 40C.
35 g of ethanol are distilled off in a water-jet vacuum and
227 g at 0.2 Torr and a temperature of from 95 to 105C.
On redistillation, this distillate yields 183 g of purest
N,N-bis-(dimethyl-amino-n-propyl)-carbamic acid ethyl ester:
CH3
N-(CH2)3
CH3 N- ~
CH3 / \ C2H5
N-(CH2)3
CH3
(= 80.7% of the theoretical yield).
The structure of the compound is confirmed by the IR and
NMR spectra and by elemental analysis.
LeA 16,442-Ca-DIV -17-
10~3Z~4
Example 2
50 parts, by weight, of a polypropylene glycol
wh-ch has been started on trimethylolpropane and modified
with ethylene oxide to result in 60% of primary hydroxyl
end groups and an OH number of 28, 50 parts, by weight, of
a polypropyleneglycol which has been started on trimethylol-
propane and modified with ethylene oxide to result in 70%
of primary hydroxyl end groups and which has been grafted
with acrylonitrile and styrene in proportions of 60:40 and
has an OH number of 28,
2.7 parts, by weight, of water,
1.0 part, by weight, of siloxane 1 from German Offenlegungs-
schrift 2,221,811,
0.1 part, by weight, of a polyether polysiloxane marketed by
TH. Goldschmidt AG, Essen BRD, under the trade name
"Tegostab B 2909",
2.0 parts, by weight, of the catalyst according to Example 1,
34.0 parts, by weight, of a tolylene diisocyanate mixture
(2,4- and 2,6-isomer in proportions, by weight, of 80:20)
and 20.0 parts, by weight, of a polyphenyl-polymethylene
polyisGcyanate which has been obtained by aniline-formaldehyde
condensation followed by phosgenation are reacted together
in a mold.
A molded foam with the following mechanical proper-
ties is obtained:
Gross density DIN 53420 (kg/m3) 42
Tension test DIN 53571 (KPa) 160
Elongation at
break DIN 53571 (%) liO
Compression test DIN 53577 (KPa) 3.9
LeA 16,552-Ca-DIV -18-
_
~0~3244
Example 3
90 g of a polyether having a molecular weight of
4800 which has been prepared by chemical addition of
propylene oxide (87%) and ethylene oxide (13%) to trimethylol-
propane are mixed with 0.5 g of the compound according to
Example 1, 5 g of triethanolamine, 2 g of tall oil and 2.5 g
of water.
This mixture and 60 g of a polyphenylpolymethylene
polyisocyanate which has been obtained by phosgenation of
an aniline-formaldehyde condensate and has an isocyanate
content of 31% are vigorously mixed in a mixing head and
left to foam in a mold. The resulting foam has the following
mechanical properties;
Density (kg/m3) : 61
Tensile strength (KPa) : 155
Elongation at break (~ : 60
Compression resistance (KPa)
at 40~ compression : 16.3
Residual pressure deformation
(%) at 50% compression : 7
LeA 16,442-Ca-DIV -19-
