BACKGROUND OF THE INVENTION 
1. Field of the Invention 
The present invention relates to cold-curing, solvent-free, duroplastic 
two- and one-component polyurethane-polyurea compounds (hereinafter 
abbreviated as PUR/PU), comprising primary and/or secondary di- and/or 
polyamines, where optionally the primary amino groups can be present in 
blocked form, e.g., as ketimines, and polyisocyanates, whose free NCO 
groups are blocked with specific piperidine derivatives, for coatings, 
sealing and encapsulating compounds. 
2. Discussion of the Background 
It is known that polyamines react so fast with polyisocyanates that they 
cannot be processed, when duroplastic PUR/PU compounds are formed. In 
contrast, diamines can be processed with polyisocyanates into 
thermoplastic PUR/PU compounds either in solution or in the melt. In the 
case of the latter PUR/PU systems that can be processed like a 
thermoplastic, the properties of the PUR/PU elastomers are improved by 
introducing urea segments. 
Thus, it is not possible to prepare cross-linked PUR/PU systems, e.g., by 
reacting a diamine with a triisocyanate or vice versa by reacting a tri- 
or higher functional amine with a diisocyanate. In the DE-OS 10 86 372, 
coating agents or catalyzed lacquers are disclosed. They are prepared at 
room temperature by reacting a phenol-blocked aromatic diisocyanate and an 
amide group-containing amine. 
##STR1## 
A prerequisite for this reaction--reduction of the NCO reactivity with 
respect to the NH.sub.2 groups by blocking the NCO groups--is that the 
blocking agent is bonded only so strongly that it can be displaced by the 
amino group at room temperature, as is the case, of course, for the 
phenol-blocked aromatic NCO groups. At the 1980 Fatipec Convention 
(FatipecKonoressbuch II, pp. 293-306), flexible, cross-linked 
two-component PUR elastomer systems were presented that were prepared 
according to the same principle - reduction of the NCO reactivity through 
blocking. These cross-linked 2-component-PUR elastomers are a polymeric 
network, which is obtained by reacting a nonyl phenol-blocked isocyanate 
adduct comprising 1 mole of polypropylene ether triol (molecular weight: 
approximately 3,000) and 3 mole of toluylene-diisocyanate (TDI) with a 
diamine, e.g., LAROMIN.RTM. C 260 of BASF 
(3,3'-dimethyl-4,4'-diaminedicyclohexyl-methane) at room temperature in a 
NCO:NH.sub.2 ratio of 1:1. 
Both of the above-described PUR systems cross-linked by a NCO/NH.sub.2 
reaction have the drawback that they are not light resistant, since they 
utilize aromatic polyurethanes, which tend, as is well-known, to discolor 
during weathering. 
It is not possible to eliminate this drawback of the aromatic PUR systems 
through simple substitution of the aromatic diisocyanate with a 
(cyclo)aliphatic one (aliphatic polyurethanes exhibit, as is well-known, 
excellent light resistance and weathering resistance), since 
phenol-blocked (cyclo)aliphatically bonded NCO groups do not react with 
amino groups at room temperatures, i.e., the deblocking of these NCO 
groups by the amino groups does not take place. 
SUMMARY OF THE INVENTION 
Accordingly, one object of the present invention is to provide novel 
cold-curing, solvent-free, duroplastic two- and one-component PUR/PU 
elastomers, based on blocked (cyclo)aliphatic polyisocyanates and primary 
and/o secondary di- and/or polyamines, where optionally the primary amino 
groups can be present in blocked form as ketimines. 
It is another object of the present invention to provide novel cold-curing, 
solvent-free, duroplastic two- and one-component PUR/PU elastomers, which 
are characterized by light and weathering resistance. 
It is another object of the present invention to provide a method of 
coating, sealing, or encapsulating a substrate with such an elastomer. 
It is another object of the present invention to provide articles which 
comprise a substrate which has been coated, sealed, or encapsulated with 
such an elastomer. 
These and other objects, which will become apparent during the following 
detailed description have been achieved by the inventors' discovery that 
when the NCO groups of the (cyclo)aliphatic polyisocyanate are blocked 
with specific piperidine derivatives, the NCO/NH.sub.2 reaction is 
controllable.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS 
Thus, one aspect of the present invention relates to cold-curing, 
solvent-free, duroplastic two- and one-component polyurethane polyurea 
compounds, comprising: 
(a) a (cyclo)aliphatic polyisocyanate, in which NCO groups are blocked with 
a piperidine derivative of the following formula: 
##STR2## 
wherein: R.sup.1 =H, CH.sub.3 
##STR3## 
n=1 or 2 R.sup.3 =a C.sub.1-18, preferably C.sub.1-4, alkyl group, if n=1 
and 
R.sup.3 =a C.sub.2-18, preferably C.sub.2-4, alkylene group, if n=2 
R.sup.4 =H, or a C.sub.1-20, preferably C.sub.1-4, alkyl group, and 
(b) a primary and/secondary di-and/or polyamine, where--in the case of a 
one-component system--the primary amino groups are present in a blocked 
form as ketimines and 
(c) a polyester polyol and/or polyether polyol. 
The ether- and ester bonds according to formula (II) can also be added in 
bifunctional form such as bis-(2,2,6,6-tetramethyl-4-piperidyl)-sebacate. 
For the PUR/PU compounds of the invention, reaction products comprising 
linear and/or branched polyether- and/or polyester polyols and 
(cyclo)aliphatic dissocyanates are suitable, where the OH/NCO ratio can be 
1:1 to 1:1.2, preferably 1:1 and the free NCO groups of the diisocyanate 
prepolymers are blocked with piperidine derivatives. Suitable linear or 
branched polyether polyols are the polyalkylene-polyether-polyols with an 
average molecular weight ranging from 200 to 7,000, as obtained through 
copolymerization, block polymerization or anionic polymerization of 
alkylene oxides, such as in particular ethylene and/or propylene oxide 
with di- and polyfunctional alcohol, such as ethylene glycol, 
1,3-propanediol, butanediol, trimethylolpropane or amines, such as 
ethylenediamine or hexamethylenediamine as starting components or cationic 
polymerization and copolymerization of cyclic ethers, such as 
tetrahydrofuran, ethylene- and propylene oxide with acidic catalysts. 
Polyester polyols are also suitable. They represent reaction products of 
polyvalent alcohols with polyvalent carboxylic acids. Instead of free 
polycarboxylic acids, the appropriate anhydrides or carboxylates of low 
alcohols or their mixtures can also be used. The polycarboxylic acids can 
be of an aliphatic, cycloaliphatic, aromatic and/or heterocyclic nature 
and, optionally, e.g., be substituted with halide atoms. Examples of 
suitable polycarboxylic acids or polycarboxylic acid derivatives are 
succinic acid, adipic acid, sebacic acid, phthalic acid, and isophthalic 
acid, phthalic acid anhydride, hexahydrophthalic acid anhydride, 
tetrahydrophthalic acid anhydride and tetrachlorophthalic acid anhydride, 
dimeric fatty acids and terephthalic acid dimethyl ester. 
Suitable polyvalent alcohols are, e.g., ethylene glycol, 1,2- and 1,3- 
propylene glycol, butanediol, 1,6-hexanediol, 1,8-octanediol, neopentyl 
glycol, 2,2,4(2,4,4)-trimethyl-1,6-hexanediol, cyclohexane-1,4-dimethanol, 
3-methyl-1,5-pentanediol, glycerol, trimethylolpropane, trimethylolethane, 
1,2,6-hexanetriol, diethylene glycol, triethylene glycol, tetraethylene 
glycol, dipropylene glycol or dibutylene glycol. 
Lactones, e.g., .epsilon.-caprolactone or hydroxycarboxylic acids, e.g., 
hydroxycapronic acid can also serve as the raw material component to 
prepare the polyester. 
Suitable (cyclo)aliphatic diisocyanates are: hexamethylene-1,6-diisocyanate 
(HDI), 2-methyl-pentamethylene-1,5-diisocyanate, 
2,2,4(2,4,4)-trimethyl-hexamethylene-1,6-diisocyanate (TMDI), isophorone 
diisocyanate (IPDI), methylene-bis-(4-cyclohexyl isocyanate), 
tetramethyl-xylylene-diisocyanate, 1,4-bis-(isocyanatomethyl)-cyclohexane. 
Naturally, the dimeric and trimeric forms of the polyisocyanate, like 
uretediones or ureas and isocyanurates or biurets, which are prepared 
according to known methods, are also suitable in the context of the 
present invention. 
Of course, the aforementioned compounds can also be added in a mixture with 
the monomeric diisocyanates, as defined by the invention. 
The terminal NCO groups of the bi- or polyfunctional compounds are 
subsequently converted in such a manner with the piperidine derivatives 
(I) and (II) at 50.degree. to 100.degree. C. that preferably about one 
mole of piperidine compound per NCO equivalent is made to react. 
Of the piperidine derivatives added according to the present invention 
preferably 2,2,6,6-tetramethyl-4-dimethylamino-piperidine, 
2,2,6,6-tetramethyl-4-oxo-piperidine (TAA) and the bifunctional piperidine 
derivative, bis-(2,2,6,6-tetramethyl-4-piperidyl)sebacate are used. 
It is to be understood that when R.sup.2 is (--O).sub.2 --R.sup.3 and 
R.sup.3 is an alkylene group, the two oxygen atoms are singly bonded to 
the carbon atom bearing R.sup.2, and R.sup.3 forms an alkylene bridge 
between the two oxygen atoms. Similarly, when R.sup.2 is 
##STR4## 
R.sup.3 forms an alkylene bridge between the two carbonyl carbon atoms. 
The preparation of the NCO group-containing polyisocyanates and also their 
blocking can be performed in substance (neat) or in suitable plasticizers 
and flame retardants that are inert with respect to the NCO groups and 
typical in PUR chemistry. 
Suitable plasticizers or flame retardants are dicarboxylates, e.g., benzyl 
butyl phthalate, phosphates, e.g., trioctyl phosphate, tricresyl 
phosphate, phosphorus chloride ester, e.g., trichloroethylene phosphate, 
sulfonate or chlorinated paraffins. 
The di- and/or polyamines that can be added according to the present 
invention are well-known organic compounds with at least two primary amino 
groups, linked preferably with primary and/or secondary carbon atoms, and 
optionally other secondary amino groups. 
They are preferably (cyclo)aliphatic primary and/or secondary di- and/or 
polyamines. According to the invention, araliphatic diamines can also be 
regarded as aliphatic diamines. The di- and/or polyamines to be used 
according to the invention exhibit a molecular weight ranging from 60 to 
500, preferably 100 to 300. 
Examples of suitable primary and/or secondary di- and/or polyamines are: 
ethylenediamine, propylenediamine, butylenediamine, 
2,2,4,(2,4,4)-trimethylhexamethylene-1,6-diamine (TMD), 
2-methyl-pentamethylene-1,5-diamine (DA51), 1,4-diaminocyclohexane 
1,4-bis-(aminomethyl)-cyclohexane, isophorone diamine (IPD), 
methylene-bis-(4-cyclohexylamine) (HMDA) and 
3,3'-dimethyl-4,4'-diaminodicyclohexyl-methane and diethylene triamine 
(DETA), triethylene tetramine (TETA), tetraethylene pentamine (TEPA), 
pentaethylene hexamine (PEHA) and dipropylene triamine. 
According to the present invention, the primary amino groups of the 
aforementioned di- and/or polyamines can be added in their blocked form as 
ketimines, which are prepared, according to known methods, through 
condensation with ketones, e.g., acetone, methyl ethyl ketone, methyl 
isobutyl ketone (MIBK), diisobutyl ketone, and cyclohexanone. 
According to the present invention, storage-stable one-component PUR/PU 
compounds can now be synthesized due to the blocking of the NCO groups 
with the piperidine derivatives in combination with the blocked diamines, 
without the known competitive reactions between isocyanate and ketimine 
groups being possible. These one component systems also cure at room 
temperature by first hydrolyzing the ketimine with atmospheric humidity, 
water, and the released primary amino groups cause subsequently the 
cross-linking by deblocking the NCO groups. 
The blocked NCO groups are mixed with the amino groups, also in blocked 
form, in a NCO/NH ratio of 0.8 to 1.4, preferably 0.9 to 1.1 and in 
particular in a stoichiometric ratio. 
The two- and one-component PUR/PU compounds of the invention are useful to 
prepare cold-curing coatings, sealing, and encapsulating compounds. The 
auxiliary substances and additives required for the respective application 
like fillers, pigments, catalysts, defoamers can be admixed, where in the 
case of one-component systems it must be observed that the mixture is 
anhydrous. 
As substrate for the PUR/PU compounds of the present invention, any 
substrate like concrete, metal, wood, glass, ceramic, stone and plastics 
is suitable. The application is conducted by known method through knife 
application, casting, injecting, rolling. 
Having generally described this invention, a further understanding can be 
obtained by reference to certain specific examples which are provided 
herein for purposes of illustration only and are not intended to be 
limiting unless otherwise specified. 
EXAMPLES 
The following examples demonstrate the PUR/PU compounds of the invention. 
The percentages relate to the percent by weight; the data in parts to 
parts by weight. 
Preparation of polyurethane-polyurea compounds of the invention 
A Two-component systems 
Example 1 
2,000 parts by weight of a linear polyoxypropylene glycol having an OH 
number of 56 mg of KOH/g were heated with 444 parts by weight of IPDI at 
80.degree. C. until the NCO content of the reaction mixture was at 
approximately 3.4 wt. %. Subsequently, 282 parts by weight of 
2,2,4,6-tetramethyl piperidine were added in portions to the reaction 
mixture while stirring intensively and further heated at 80.degree. C. 
until the NCO content of the mixture had dropped to approximately 0.2 wt. 
%. The viscosity of the reaction product was 54,000 mPa.multidot.s at 
25.degree. C. 
The blocked IPDI prepolymer is homogenized with the equivalent quantity of 
polyamine and optionally with 0.05-0.1 wt. % of a defoamer and 
subsequently, if necessary, extensively degassed until free of bubbles. 
The casting compound is poured into molds and cured at room temperature. 
______________________________________ 
Example 
1.1 1.2 1.3 1.4 
______________________________________ 
polyamine DETA TETA TEPA PEHA 
pot life in hours 
2-3 2-3 2-3 2.5-3 
Shore A 
after 
1 day 8 15 30 39 
3 days 12 19 36 44 
7 days 16 25 39 47 
______________________________________ 
The abbreviations in the tables mean: 
Shore A: hardness testing according to DIN 53 505 
DISFLAMOLL .RTM. TKP = tricresyl phosphate 
MESAMOLL .RTM. = alkyl sulfonate of phenol 
DISFLAMOLL .RTM.TOF = trioctyl phosphate 
Example 2 
2,000 parts by weight of a linear polyoxypropylene glycol having an OH 
number of 56 mg of KOH/g were heated with 444 parts by weight of IPDI at 
80.degree. C. until the NCO content had reached 3.4 wt. %. Subsequently, 
310 parts by weight of TAA were added in portions while stirring 
intensively and further heated for approximately 4 hours. The reaction 
product had, at 25.degree. C., a viscosity of 8,100 mPa.multidot.s and a 
free NCO content of approximately 0.2 wt. %. 
According to Example 1, the blocked IPDI prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
2.1 2.2 2.3 2.4 2.5 
______________________________________ 
polyamine DETA TETA TEPA PEHA PEHA/IPD/ 
1:1 
pot life in hours 
1.5-2.5 1.5-2.5 1-2 1.5-2.5 
2-3 
Shore A 
after 
1 day 10 14 32 37 42 
3 days 14 19 39 44 47 
7 days 19 27 41 49 55 
______________________________________ 
Example 3 
3,000 parts by weight of a branched polyoxypropylene glycol having an OH 
number of 56 mg of KOH/g were made to react with 666 parts by weight of 
IPDI, according to Example 1. Subsequently, the NCO groups were blocked 
with 423 parts by weight of 2,2,4,6-tetramethyl piperidine. The reaction 
product had, at 25.degree. C., a viscosity of 35,000 mPa.multidot.s. 
According to Example 1 the blocked prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
__________________________________________________________________________ 
Example 
3.1 3.2 3.3 3.4 3.5 
3.6 3.7 
__________________________________________________________________________ 
polyamine 
DETA 
TETA 
TEPA 
PEHA 
IPD 
HMDA TETA/HMDA 1:1 
pot life in hours 
1.5-2.5 
1.5-2 
1.5-2 
1.5-2 
0.5-1 
0.5-1 
1-1.5 
Shore A after 
1 day 10 19 32 36 28 30 34 
3 days 12 24 35 40 34 38 43 
7 days 14 28 37 45 39 43 46 
__________________________________________________________________________ 
Example 4 
3,666 parts by weight of the NCO prepolymer from Example 3 were reacted, 
according to Example 2 with 465 parts by weight of TAA at 80.degree. C. 
The viscosity of the reaction product was, at 25.degree. C., 9,600 
mPa.multidot.s; the free NCO content was 0.2 wt. %. 
According to Example 1 the blocked prepolymer was reacted in the equivalent 
ratio with polyamine and cured at room temperature. 
______________________________________ 
Example 
4.1 4.2 4.3 4.4 4.5 4.6 
______________________________________ 
polyamine 
DETA TETA TEPA PEHA IPD HMDA 
pot life in 
1-1.5 1-1.5 1-1.2 1 0.5- 0.5-1 
hours 0.75 
Shore A 
after 
1 day 11 18 30 38 30 31 
3 days 14 25 37 42 34 40 
7 days 17 27 39 47 38 45 
______________________________________ 
Example 5 
547 parts by weight of a NCO prepolymer comprising 222 parts by weight of 
IPDI and 325 parts by weight of a polytetrahydrofurandiol (molecular 
weight 650) were reacted, according to Example 1, with 155 parts by weight 
of TAA in 702 parts by weight of DISFLAMOLL.RTM. TKP. The reaction product 
had, at 25.degree. C., a viscosity of 2,800 mPa.multidot.s and a free NCO 
content of 0.2 wt. %. 
According to Example 1, the blocked prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
5.1 5.2 5.3 5.4 
______________________________________ 
polyamine DETA TETA TEPA PEHA 
pot life in hours 
0.6 0.5 0.3 0.2 
Shore A 
after 
1 day 12 25 30 34 
3 days 20 30 40 42 
7 days 25 30 38 46 
______________________________________ 
Example 6 
722 parts by weight of a NCO prepolymer comprising 222 parts by weight of 
IPDI and 500 parts by weight of a polytetrahydrofurandiol (molecular 
weight 1,000) were reacted, according to Example 1, with 155 parts by 
weight of TAA in 877 parts by weight of MESAMOLL.RTM.. The reaction 
product had, at 25.degree. C., a viscosity of 2,400 mPa.multidot.s and a 
free NCO content of 0.2 wt. %. 
According to Example 1, the blocked prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
6.1 6.2 6.3 6.4 6.5 
______________________________________ 
polyamine 
DETA TETA TEPA PEHA TETA/HMDA 
50:50 
pot life in 
0.5 0.5 0.3 0.2 0.4 
hours 
Shore A 
after 
1 day 10 26 31 33 25 
3 days 12 30 35 36 28 
7 days 14 26 37 40 34 
______________________________________ 
Example 7 
566 parts by weight of the trimeric hexamethylene diisocyanate 
(isocyanurate of hexamethylenediisocyanate) were reacted, according to 
Example 1, with 444 parts by weight of TAA in 1,000 parts by weight of 
DISFLAMOLL.RTM. TKP. The reaction product had, at 25.degree. C., a 
viscosity of 14,600 mPa.multidot.s and a free NCO content of 0.2 wt. %. 
According to Example 1, the blocked HDI isocyanurate was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
7.1 7.2 7.3 7.4 7.5 7.6 
______________________________________ 
polyamine 
TMD IPD HMDA LARO- DETA TDM/ 
MIN .RTM. IPD 
C 260 50:50 
pot life 
0.25 1 1.25 1.3 0.5 0.5 
in hours 
Shore A 
after 
1 day 36 77 69 65 60 48 
3 days 35 83 72 67 64 52 
7 days 34 86 75 71 66 56 
______________________________________ 
Example 8 
205.1 parts by weight of the trimeric hexamethylene diisocyanate 
(isocyanurate of hexamethylenediisocyanate) were reacted, according to 
Example 1, with 157 parts by weight of 2,2,4,6-tetramethyl piperidine in 
205.1 parts by weight of DISFLAMMOL.RTM. TKP. The reaction product had, at 
25.degree. C., a viscosity of 25,500 mPa.multidot.s and a free NCO content 
of 0.3 wt. %. 
According to Example 1, the blocked HDI isocyanurate was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
8.1 8.2 8.3 8.4 8.5 8.6 
______________________________________ 
polyamine 
IPD HMDA LARO- DETA TETA PEHA 
MIN .RTM. 
C 260 
pot life 
1-1.5 1-1.5 1-1.5 1 1 0.75-1 
in hours 
Shore A 
after 
1 day 76 78 67 59 70 70 
3 days 80 81 69 64 73 78 
7 days 83 84 74 67 78 85 
______________________________________ 
Example 9 
444 parts by weight of IPDI were heated with 1,000 parts by weight of a 
polytetrahydrofurandiol (molecular weight 1,000) in 1,839 parts by weight 
of MESAMOLL.RTM. at 80.degree. C. until the NCO content of the solution 
had reached 2.6 wt. %. Subsequently, the reaction mixture was reacted, 
according to Example 1, with 155 parts by weight of TAA and 240 parts by 
weight of sebacic acid ester of 4-hydroxy-2,2,6,6-tetramethyl piperidine. 
The reaction product had, at 25.degree. C., a viscosity of 5,300 
mPa.multidot.s and a free NCO content of 0.2 wt. %. 
According to Example 1, the blocked IPDI prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
9.1 9.2 9.3 9.4 
______________________________________ 
polyamine DETA TETA TEPA PEHA 
pot life in hours 
0.25 0.25 0.3 0.2 
Shore A 
after 
1 day 5 19 23 27 
3 days 7 22 27 32 
7 days 10 24 29 38 
______________________________________ 
Example 10 
444 parts by weight of IPDI were heated with 1,000 parts by weight of an OH 
group-containing polyester, comprising adipic acid, 1,6-hexanediol and NPG 
having a molecular weight of 1,000 in 1,226 parts by weight of 
MESAMOLL.RTM. at 80.degree. C. until the NCO content of the solution had 
reached 2.6%. Subsequently the reaction mixture was reacted, according to 
Example 1, with 155 parts by weight of TAA and 240 parts by weight of 
sebacic acid ester of 4-hydroxy-2,2,6,6-tetramethylpiperidine. The 
reaction product had, at 25.degree. C., a viscosity of 14,300 
mPa.multidot.s and a free NCO content of 0.2 wt. %. 
According to Example 1, the blocked IPDI prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
10.1 10.2 10.3 10.4 
______________________________________ 
polyamine DETA TETA DETA/IPD DETA/HMDA 
50:50 50:50 
pot life in hours 
0.15 0.1 0.2 0.2 
Shore A 
after 
1 day 16 24 18 21 
3 days 18 26 21 25 
7 days 21 29 24 30 
______________________________________ 
Example 11 
547 parts by weight of a NCO prepolymer comprising 222 parts by weight of 
IPDI and 325 parts by weight of a polytetrahydrofurandiol (molecular 
weight 650) were reacted, according to Example 1, with 240 parts by weight 
of sebacic acid ester of 4-hydroxy-2,2,6,6-tetramethylpiperidine in 787 
parts by weight of DISFLAMOLL.RTM. TOF. The reaction product had, at 
25.degree. C., a viscosity of 5,600 mPa.multidot.s and a free NCO content 
of 0.2 wt. %. 
According to Example 1, the blocked IPDI prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
Example 
11.1 11.2 11.3 11.4 
______________________________________ 
polyamine 
DETA TETA DETA/ DETA/LAROMIN .RTM. 
IPD C 260 
50:50 50:50 
pot life 0.75 0.5 0.5 0.25 
in hours 
Shore A 
after 
1 day 35 38 37 41 
3 days 40 42 41 44 
7 days 41 44 43 49 
______________________________________ 
Example 12 
1,222 parts by weight of the prepolymer from Example 2 were reacted, 
according to Example 1, with 240 parts by weight of sebacic acid ester of 
4-hydroxy-2,2,6,6-tetramethyl piperidine in 365.5 parts by weight of 
DISFLAMOLL.RTM. TOF. The reaction product had, at 25.degree. C., a 
viscosity of 7,400 mPa.multidot.s and a free NCO content of 0.2 wt. %. 
According to Example 1, the blocked IPDI prepolymer was reacted with the 
equivalent quantity of polyamine and cured at room temperature. 
______________________________________ 
12.1 12.2 12.3 12.4 12.5 
______________________________________ 
polyamine DETA TETA TEPA PEHA/ TETA/ 
HMDA IPD 
50:50 50:50 
pot life in hours 
2 1 0.5 2 2 
Shore A 
after 
1 day 19 23 30 19 17 
3 days 21 26 34 21 24 
7 day 24 28 34 23 24 
______________________________________ 
B One-component systems 
The added bis-ketimes were synthesized according to known methods from 
polyamine and ketone using an entraining agent and p-toluene sulfonic acid 
as the water separator. Upon obtaining the calculated quantity of water, 
the entraining agent was removed by distillation and the corresponding 
bis-ketimine was distilled in a vacuum. 
Example 1 
(a) 1,332 parts by weight of IPDI were heated with 134 parts by weight of 
trimethylolpropane in 1,907 parts by weight of DISFLAMOLL.RTM. TKP at 
80.degree. C. until the NCO content of the solution had reached 11.2%. 
Subsequently, the reaction mixture was reacted, according to Example 1, 
with 1,395 parts by weight of TAA. The reaction product had, at 25.degree. 
C., a viscosity of 21,500 mPa.multidot.s and a free NCO content of 0.3 wt. 
%. 
(b) 50 wt. % of the blocked prepolymer, according to Example B 1a, and 50 
wt. % of the blocked prepolymer, according to Example A 2, were 
homogenized with the equivalent quantity of MIBK-IPD-bis-ketimine and 
applied an concrete slabs. Curing took place at room temperature. After 24 
hours of curing, the surface was tack-free and after seven days the 
coating had cured completely. 
Example 2 
50 wt. % of the blocked prepolymer, according to Example B 1a, and 50 wt. % 
of the blocked prepolymer, according to Example A 1, were homogenized with 
the equivalent quantity of bis-ketimine, according to B 1b, and applied on 
concrete slabs. After 24 hours of curing, the surface was tack-free and 
after seven days the coating had cured completely. 
Example 3 
50 wt. % of the blocked prepolymer, according to Example B 1a, and 50 wt. % 
of the blocked prepolymer, according to Example A 5, were homogenized with 
the equivalent quantity of bis-ketimine, according to B 1b, and applied on 
concrete slabs. After 24 hours of curing, the surface was tack-free and 
after seven days the coating had cured completely. 
Example 4 
(a) 731 parts by weight of IPDI-uretedione were dissolved in 800 parts by 
weight of MESAMOLL.RTM. and subsequently reacted, according to Example 1, 
with 469 parts by weight of TAA. The reaction product had, at 25.degree. 
C., a viscosity of 18,000 mP.multidot.s and a free NCO content of 0.3 wt. 
%. 
(b) 50 wt. % of the blocked IPDI-uretedione, according to Example 4a, and 
50 wt. % of the blocked prepolymer, according to Example A 2 were 
homogenized with the equivalent quantity of bis-ketimine, according to 
Example B 1b, and applied on concrete slabs. After 24 hours of curing at 
room temperature, the surface was tack-free and after seven days the 
coating had cured completely. 
Example 5 
50 wt. % of the blocked IPDI-uretedione, according to Example B 4a, and 50 
wt. % of the blocked prepolymer, according to Example A 6, were 
homogenized with the equivalent quantity of bis-ketimine, according to 
Example B 1b, and applied on concrete slabs. After 24 hours of curing at 
room temperature, the surface was tack-free and after seven days the 
coating had cured completely. 
Example 6 
50 wt. % of the blocked IPDI-uretedione, according to Example B 4a, and 50 
wt. % of the blocked prepolymer, according to Example A 6, were 
homogenized with the equivalent quantity of bis-ketimine, prepared from 
TDM and MIBK, and applied on concrete slabs. After 24 hours of curing at 
room temperature, the surface was tack-free and after seven days the 
coating had cured completely. 
Obviously, numerous modifications and variations of the present invention 
are possible in light of the above teachings. It is therefore to be 
understood that, within the scope of the appended claims, the invention 
may be practiced otherwise than as specifically described herein.