JP2000234013A - One-pack moisture-curable polyurethane composition and its production - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a polyurethane composition which can react with atmospheric moisture to give a cured product excellent in yellowing resistance, flexibility, and elongation by including an isocyanato-terminated urethane prepolymer obtained by reacting a polycyclic aliphatic diisocyanate with an active hydrogen compound. SOLUTION: A polycyclic aliphatic diisocyanate is reacted with an active hydrogen compound to obtain an isocyanato-terminated urethane prepolymer having an NCO content of 0.5-8.0 wt.%. The prepolymer is optionally combined with e.g. a reaction promoting catalyst to obtain a one-package moisture-curable polyurethane composition. It is desirable that the polycyclic aliphatic diisocyanate contains either 2,5-diisocyanatomethylbicyclo[2,2,1]heptane or 2,6- diisocyanatomethylbicyclo[2.2.1]heptane. The active hydrogen compound used is a polyhydric alcohol, a polyether polyol, a polytetramethylene ether glycol or the like.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a one-part moisture-curable polyurethane composition suitably used for construction, vehicles, and the like.
The present invention relates to a sealing material containing the one-component moisture-curable polyurethane composition and a method for producing the same.

[0002]

2. Description of the Related Art Conventionally, polyurethane resins have been particularly used in recent years as sealing materials because of their excellent properties such as rubber elasticity, cold resistance and durability. The production methods of these polyurethane resins include diphenylmethane diisocyanate (MDI) and tolylene diisocyanate (TD).
I), xylylene diisocyanate (XDI), aromatic diisocyanates such as tetramethyl xylylene diisocyanate (TMXDI), isophorone diisocyanate (IPDI), hexamethylene diisocyanate (H
DI), a one-part type in which the terminal isocyanate groups of the polyurethane prepolymer obtained by the reaction of an aliphatic diisocyanate such as hydrogenated diphenylmethane diisocyanate (hydrogenated MDI) with an active hydrogen compound are cured by atmospheric moisture after construction. And a two-component type in which a main agent containing a polyurethane prepolymer and a curing agent containing a polyol and an amine are mixed and hardened at the time of construction. Of these, the two-pack type is easy to adjust the curing speed, but the work is more complicated than the one-pack type, and it is necessary to measure and mix each component at the time of work. For this reason, an operation error of measurement and stirring and mixing may result in poor curing or deterioration of the properties of the cured product. For these reasons, recently, a one-component moisture-curing type, which eliminates the trouble of mixing two components, has been increasingly used.

[0003]

However, in these compositions, when an aromatic diisocyanate is used, the composition is gradually oxidized by exposure to sunlight and causes yellowing. In addition, a sealing material using an aromatic diisocyanate has low flexibility due to its excellent high cohesive force derived from its benzene ring, and has a high modulus upon elongation. There is a problem of destruction. On the other hand, in general, when an aliphatic diisocyanate is used, yellowing due to sunlight is suppressed, and the cured product tends to have high flexibility and low modulus.
A urethane prepolymer using hexamethylene diisocyanate having relatively high cohesive force among aliphatic diisocyanates cannot obtain sufficient flexibility, has a high modulus, and has the problem of destroying joints as described above. Further, the urethane prepolymer using isophorone diisocyanate or hydrogenated diphenylmethane diisocyanate has a problem in that the reactivity is extremely slow and hardly hardens.

[0004]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies in order to solve the above-mentioned problems of the urethane sealing material, and as a result, have found that a reaction between a polycyclic aliphatic diisocyanate and an active hydrogen compound has resulted. It has been found that these problems can be solved by using the obtained isocyanate-terminated urethane prepolymer, and the present invention has been completed. That is, the present invention provides the following (1) to (5). (1) NCO content obtained by reaction of polycyclic aliphatic diisocyanate with active hydrogen compound 0.5 to 8.
A one-part moisture-curable polyurethane composition comprising 0% by weight of an isocyanate-terminated urethane prepolymer. (2) The polycyclic aliphatic diisocyanate is 2,5-
Diisocyanatomethylbicyclo [2,2,1] heptane or 2,6-diisocyanatomethylbicyclo [2,2
[1] The one-part moisture-curable polyurethane composition according to (1), which comprises any one of heptane. (3) A one-liquid composition comprising reacting a polycyclic aliphatic diisocyanate with an active hydrogen compound to produce an isocyanate-terminated urethane prepolymer such that the NCO content is 0.5 to 8.0% by weight. A method for producing a moisture-curable polyurethane composition. (4) A one-component sealing material comprising the one-component moisture-curable polyurethane composition according to (1) or (2). (5) A one-part moisture-curable polyurethane composition comprising an isocyanate-terminated urethane prepolymer prepared so that a reaction product of a polycyclic aliphatic diisocyanate and an active hydrogen compound has an NCO content of 0.5 to 8.0% by weight. A method for producing a one-pack sealing material, characterized in that it is produced using a material.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. (Polycyclic aliphatic diisocyanate) The polycyclic aliphatic diisocyanate used in the present invention is, for example, 2,2.
5 (6) -diisocyanatomethylbicyclo [2,2
1] heptane, 2-isocyanatomethyl-5 (6)-
Isocyanatoethylbicyclo [2,2,1] heptane, 2,5 (6) -diisocyanatoethylbicyclo [2,2,1] heptane, 2,5 (6) -diisocyanatopropylbicyclo [2,2,1] heptane, 2,5
(6) -diisocyanatobutylbicyclo [2,2,
1] heptane, 2,5 (6) -diisocyanatopentylbicyclo [2,2,1] heptane, 5 (6) -diisocyanatomethylbicyclo [2,2,2] octane, 2
-Isocyanatomethyl-5 (6) -isocyanatoethylbicyclo [2,2,2] octane, 2,5 (6)-
Diisocyanatoethylbicyclo [2,2,2] octane, 2,5 (6) -diisocyanatopropylbicyclo [2,2,2] octane, 2,5 (6) -diisocyanatobutylbicyclo [2,2,2] octane, 2,5
(6) -Diisocyanate pentylbicyclo [2,2,
1] octane, 3 (4), 8 (9) -diisocyanatomethyltricyclo [5,2,1,0 ^2,6 ] decane, 3
(4) -isocyanatomethyl-8 (9) -isocyanatoethyltricyclo [5,2,1,0 ^2,6 ] decane,
3 (4), 8 (9) -diisocyanatoethyltricyclo [5,2,1,0 ^2,6 ] decane, 3 (4), 8 (9)
-Diisocyanatopropyltricyclo [5,2,1,
0 ^2,6 ] decane, 3 (4), 8 (9) -diisocyanatobutyltricyclo [5,2,1,0 ^2,6 ] decane, 3
(4), 8 (9) - diisocyanate pen tilt Li cyclo [5,2,1,0 ^{2, 6]} decane,

[0006] 3 (4), 7 (8) - diisocyanatomethyl bicyclo [4,3,0 ^1,6] nonane, 3 (4) - isocyanatomethyl--7 (8) - isocyanatoethyl bicyclo [4,3,0 ^1,6 ] nonane, 3 (4), 7
(8) -diisocyanatoethylbicyclo [4,3,0
^1,6] nonane, 3 (4), 7 (8) - diisocyanate propyl bicyclo [4,3,0 ^1,6] nonane, 3
(4), 7 (8) - diisocyanate butyl bicyclo [4,3,0 ^1,6] nonane, 3 (4), 7 (8) - with a diisocyanate pentylbicyclo [4,3,0 ^1,6] nonane And these may be used alone or as a mixture thereof.
Among these polycyclic aliphatic diisocyanates, particularly preferred is 2,5-diisocyanatomethylbicyclo [2,2,1] heptane or 2,6-diisocyanatomethylbicyclo [2,2,1] heptane. They may be used alone or in combination as a mixture.

(Active Hydrogen Compound) The active hydrogen compound used in the present invention is, for example, a compound having two or more hydroxyl groups at the molecular terminals, such as ethylene glycol, diethylene glycol, propylene glycol, glycerin, glucose, sorbitol and shoe. Polyether polyols and tetrahydrofurans obtained by addition polymerization of one or more polyhydric alcohols such as sucrose, trimethylolpropane, pentaerythritol, etc. with one or more of ethylene oxide, propylene oxide, butylene oxide and the like. And polytetramethylene ether glycol obtained by ring polymerization.

In addition to the above, ethylene glycol, propylene glycol, butanediol, pentanediol,
One or two of hexanediol, glycerin, trimethylolpropane, and other low molecular weight polyols
Condensation polymerization of at least one species with glutaric acid, adipic acid, sebacic acid, terephthalic acid, isophthalic acid, dimer acid, or one or more other low molecular dicarboxylic acids or oligomeric acids, and ring-opening polymerization such as caprolactone. Polyester polyol obtained by: Higher fatty acid esters containing a hydroxyl group such as castor oil can also be used. Furthermore, polycarbonate polyols, 1,2- or 1,4-polybutadiene polyols or hydrogenated products thereof, acrylic polyols and ethylenically unsaturated compounds such as acrylonitrile, styrene, methyl methacrylate, etc. Polymer polyols obtained by graft-polymerizing the above can also be used. One or two of these active hydrogen compounds may be used.
A mixture of more than one species can be used. Further, if necessary, for example, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, butanediol, pentanediol, hexanediol, glycerin, sorbitol, sucrose trimethylolpropane, hexanetriol, etc. Can be used by mixing with the polyol.

(Isocyanate-terminated urethane prepolymer) The isocyanate-terminated urethane prepolymer used in the present invention is obtained by mixing a polycyclic aliphatic diisocyanate and an active hydrogen compound with an NCO content of the isocyanate-terminated urethane prepolymer of 0.5 to 8.0. It was reacted so as to be 0% by weight. The method for producing an isocyanate-terminated urethane prepolymer of the present invention is a method in which the polycyclic aliphatic diisocyanate and the active hydrogen compound are collectively blended or one of them is charged first, and the other is added later, and then added at 10 to 120 ° C. For 1 to 150 hours. In order to speed up the reaction, a known catalyst may be added and reacted for production. When the NCO% of the isocyanate-terminated urethane prepolymer is 0.5% by weight or more, the cured product is excellent in terms of hardness and 8.0.
When the content is not more than% by weight, foaming during curing is suppressed, and a cured product having excellent flexibility and extensibility can be obtained, and the generation of cracks can be prevented. That is, the NCO% of the isocyanate-terminated urethane prepolymer is 0.5%.
What is within the range of -8.0% is preferable for sealing materials, and the NCO% of the range of 1.2-5.0% is more preferable.

(One-component moisture-curable polyurethane composition) In the present invention, the one-component moisture-curable polyurethane composition contains the isocyanate-terminated urethane prepolymer. The method for producing a one-pack moisture-curable polyurethane composition according to the present invention is characterized in that the polycyclic aliphatic diisocyanate and the active hydrogen are mixed so that the NCO content of the isocyanate-terminated urethane prepolymer is 0.5 to 8.0% by weight. It is produced by reacting with a compound. The polycyclic aliphatic diisocyanate is preferably either 2,5-diisocyanatomethylbicyclo [2,2,1] heptane or 2,6-diisocyanatomethylbicyclo [2,2,1] heptane or a mixture thereof. . It goes without saying that when the polycyclic aliphatic diisocyanate is reacted with the active hydrogen compound, another diisocyanate compound may be used in combination, so long as it does not contradict the gist of the present invention. Further, in order to accelerate the curability, a known reaction-promoting catalyst may be added and mixed for production.

As the reaction-promoting catalyst, there is a catalyst generally used as a curing catalyst for polyurethane, and examples thereof include tin, zinc, lead, bismuth, and the like such as tin octylate, tin naphthenate, dibutyltin dilaurate, and zinc octylate. Organic metal salts such as cobalt, manganese, iron and the like or triethylamine, triethylenediamine, N, N-dimethylcyclohexylamine, 1,8-diazabicyclo [5,
[4,0] undecene-7, tertiary amines such as N, N, N ', N'-tetramethylethylenediamine and diethylbenzylamine. The amount added is in the range of 0.01 to 3% by weight in the composition. The one-part moisture-curable polyurethane composition of the present invention is usefully used, for example, as a one-part sealing material for buildings or vehicles.

(Additive of one-pack sealing material) The one-pack moisture-curable polyurethane composition of the present invention may have a thixotropy-imparting agent, a filler, a plasticizer, and other auxiliary agents depending on the intended use of the one-pack sealing material. It is also possible to add an agent for use. Examples of the thixotropic agent include colloidal silica, fatty acid amide wax, aluminum stearate, surface-treated bentonite, polyethylene staple fiber, and phenol resin staple fiber, and are used in an amount of 3 to 10% by weight in the composition. As the filler, for example, calcium carbonate, titanium oxide, calcium oxide, talc, clay,
There are aluminum sulfate, kaolin, zeolite, diatomaceous earth, carbon black, vinyl chloride paste resin, glass balloon, phenolic resin balloon, vinylidene chloride resin balloon, etc., which are used in the range of 5 to 50% by weight in the formulation.

Examples of the plasticizer include dioctyl phthalate (DOP), dibutyl phthalate (DBP), dilauryl phthalate (DLP), butyl benzyl phthalate (BBP), dioctyl adipate (DOA), diisodecyl adipate (DIDA), and trioctyl. There are oligomer plasticizers such as phosphate (TOP) and polyester, urethane polyether and the like.
Used in the range of ５０50% by weight. In addition to the above components, solvents (aromatic hydrocarbons, aliphatic hydrocarbons, petroleum solvents, esters, ketones, ether esters, etc.), adhesion promoters (silane couplers, titanium couplers, aluminum couplers, etc.), An antisettling agent, a stabilizer, a coloring agent (eg, a pigment or a dye), an antifoaming agent, or the like may be used as necessary.

There is no particular limitation on the method of producing a one-part sealing material by blending necessary additives such as the above-mentioned filler, plasticizer, thixotropy-imparting agent, and other auxiliaries. In other known methods, for example, a filler, a plasticizer, a thixotropy-imparting agent, and other necessary additives such as auxiliaries are stirred and mixed using a mixer such as a planetary mixer or a dissolver, and then mixed with the isocyanate terminal. The urethane prepolymer can be added and mixed well. In this case, it should be noted that when the water content of various additives is high, it is appropriate to perform dehydration in advance or to add a dehydrating agent such as zeolite. The one-part moisture-curable polyurethane composition thus obtained is stored in a sealed can in a nitrogen atmosphere.

[0015]

The present invention will be described below with reference to examples and comparative examples, but the present invention is not limited to these examples. In the present invention, “%” and the like indicate weight basis unless otherwise specified. <Test method> Modulus at 100% elongation, tensile strength,
The elongation at break is determined by measuring a sheet having a thickness of 2 mm according to JIS K-6301.
Was measured by That is, the curable composition was cured at 23 ° C. and 50% relative humidity for 7 days.
100% modulus, tensile strength, and elongation at break when left in place for 7 days were measured.

The curability of the curable composition is 23 ° C.
The time required to become tack-free at a relative humidity of 50% was examined. The presence or absence of foaming during curing was visually observed when the curable composition had passed for 7 days at 23 ° C. and 50% relative humidity.

(Example 1) 126.2 g of 2,5 (6) while flowing nitrogen into a 1-liter separable flask
-Diisocyanatomethylbicyclo [2,2,1] heptane (also called norbornane diisocyanate methyl (hereinafter abbreviated as NBDI) Cosmonate NBDI manufactured by Mitsui Chemicals, Inc.) and 624.0 g of Diol-3
000 (polyoxypropylene diol having an average molecular weight of 3000, manufactured by Mitsui Chemicals, Inc.) and 199.8 g of MN
-3050 (polyoxypropylene triol having an average molecular weight of 3000, manufactured by Mitsui Chemicals, Inc.) was gradually added, and 80
To 100 ° C. while heating and stirring.
After completing the reaction by reacting for 0 hour, 60 ° C
, 50 g of xylene was added, and NCO% = 2.5.
% Isocyanate-terminated urethane prepolymer (P-
1) was obtained. Urethane prepolymer (P-1) 500 while flowing nitrogen into a 1 liter separable flask
g and dibutyltin dilaurate (0.1 g) were added and stirred and mixed at ordinary temperature and ordinary pressure for 30 minutes to obtain a one-pack moisture-curable polyurethane composition (R-1) of the present invention. As shown in Table 1, this one-component moisture-curable polyurethane composition (R-1) exhibited good curability and did not cause foaming. In addition, mechanical properties such as low modulus, tensile strength and elongation were excellent.

Example 2 A 1-liter separable flask was charged with 97.2 g of NBDI while flowing nitrogen, and 552.2 g of Diol-3000 and 552.2 g of Diol-3000 were added thereto.
00.5 g of MN-5000 (polyoxypropylene triol having an average molecular weight of 5,000, manufactured by Mitsui Chemicals, Inc.) was gradually added, and the mixture was heated to 80 ° C. and gradually stirred while heating at 80 ° C.
After the temperature was raised to 0 ° C. and the reaction was completed by reacting for 10 hours, the temperature was lowered to 60 ° C., and 50 g of xylene was added to obtain an isocyanate-terminated urethane prepolymer (P-2) having NCO% = 1.6%. Obtained. In the same manner as in Example 1 except that the urethane prepolymer was changed to P-2 in Example 1, the one-part moisture-curable polyurethane composition (R-
2) was obtained. As shown in Table 1, this one-part moisture-curable polyurethane composition (R-2) shows good curability,
No foaming occurred. In addition, low modulus, tensile strength,
Excellent mechanical properties such as elongation.

Example 3 168.3 g of NBDI was charged into a 1-liter separable flask while flowing nitrogen, and 527.0 g of Diol-2000 (polyoxypropylene diol having an average molecular weight of 2,000, manufactured by Mitsui Chemicals, Inc.) )) And 254.7 g of MN-3050 were gradually added, and the mixture was heated to 80 ° C. and gradually stirred for 10 minutes.
The temperature was raised to 0 ° C., and the reaction was completed by reacting for 10 hours. Then, the temperature was lowered to 60 ° C., 50 g of xylene was added, and an NCO% = 3.5% isocyanate-terminated urethane prepolymer (P-3) was obtained. Obtained. In the same manner as in Example 1 except that the urethane prepolymer was changed to P-3, the one-part moisture-curable polyurethane composition (R-
3) was obtained. As shown in Table 1, this one-part moisture-curable polyurethane composition (R-3) exhibited good curability,
No foaming occurred. In addition, mechanical properties such as tensile strength and elongation were excellent.

(Comparative Example 1) 135.5 g of IPDI (manufactured by Huls Japan KK) was charged into a 1-liter separable flask while flowing nitrogen, and 617.0 g of IPDI was added thereto.
g Diol-3000 and 197.5 g MN-3
050 is gradually added, the temperature is gradually raised to 100 ° C. while heating and stirring at 80 ° C., and the reaction is completed by reacting for 10 hours. The isocyanate-terminated urethane prepolymer (P- 4) was obtained. A one-part moisture-curable polyurethane composition (R-4) was obtained in the same manner as in Example 1 except that the urethane prepolymer was changed to P-4. As shown in Table 1, the one-part moisture-curable polyurethane composition (R-4) had extremely low curability. There was also a tendency for the elongation to be low.

COMPARATIVE EXAMPLE 2 125.7 g of Cosmonate T-100 (tolylene diisocyanate having a content of 2,4 units of 100%, manufactured by Mitsui Chemicals, Inc.) was introduced into a 1-liter separable flask while flowing nitrogen. Preparation, here 55
5.8 g Diol-3000 and 268.5 g M
N-4000 was gradually added, the temperature was gradually increased to 100 ° C. while heating and stirring at 80 ° C., and the reaction was completed by reacting for 10 hours. The isocyanate-terminated urethane prepolymer (NCO% = 2.5%) was obtained. P-5) was obtained. The above-mentioned urethane prepolymer (P-5) was directly used as a one-part moisture-curable polyurethane composition (R-5). As shown in Table 1, the one-part moisture-curable polyurethane composition (R-5) was foamed, and the cured product tended to have a high modulus and a low elongation.

(Comparative Example 3) 284.0 g of NBDI was charged into a 1-liter separable flask while flowing nitrogen, and 482.7 g of Diol-2000 and 233.3 g of MN-3050 were gradually added thereto. The temperature was gradually raised to 100 ° C. while heating and stirring at 10 ° C., and the reaction was completed by reacting for 10 hours.
5% isocyanate terminated urethane prepolymer (P-
6) was obtained. A one-part moisture-curable polyurethane composition (R-6) was obtained in the same manner as in Example 1 except that the urethane prepolymer was changed to P-6. As shown in Table 1, the one-component moisture-curable polyurethane composition (R-6) foamed during curing. Also, the cured product tended to have a high modulus and a low elongation.

[0023]

[Table 1]

(Application Example) <Test Method> Modulus at 100% elongation, tensile strength,
The elongation at break, curability, and presence or absence of foaming were performed in the same manner as in the examples. The light resistance was evaluated by irradiating the sheet for evaluating physical properties with a sunshine weatherometer for 250 hours, and then observing the degree of yellowing of the surface.

(Application Example 1) In a 2-liter planetary mixer, 155 g of dioctyl phthalate, 265 g of calcium carbonate, 55 g of titanium oxide, and a weather stabilizer (Irganox 1010, manufactured by Nippon Ciba Geigy Co., Ltd.) 5
g, and kneaded at room temperature for 20 minutes, followed by dehydration for 1 hour under reduced pressure while kneading at 100 ° C. Next, 350 g of the one-component moisture-curable polyurethane composition (R-1) obtained in Example 1 was charged and kneaded at room temperature for 20 minutes. Further, a thixotropic agent (Aerosil # R-97)
2. Nippon Aerosil Co., Ltd. 70 g, xylene 100
g was added and stirred and mixed at room temperature under reduced pressure for 20 minutes to obtain a one-pack sealing material (S-1) of the present invention. As shown in Table 2, this one-part sealing material (S-1) showed good curability and no foaming was observed. In addition, mechanical properties such as low modulus, tensile strength and elongation were excellent. Furthermore, no yellowing of the surface was observed even after irradiation with the sunshine weatherometer for 250 hours.

(Comparative Application Example 1) A one-part sealing material (S-2) was obtained in the same manner as in Application Example 1 except that the urethane prepolymer was changed to R-4. This one-pack sealing material (S-2)
As shown in Table 2, there was a tendency that the curability was extremely low and the elongation was low.

(Comparative Application Example 2) A one-part sealing material (S-3) was obtained in the same manner as in Application Example 1 except that the urethane prepolymer was changed to R-5. This one-pack sealing material (S-3)
As shown in Table 2, foaming was observed, and the modulus of the cured product was high. Further, after 250 hours of irradiation with the sunshine weatherometer, yellowing was observed on the surface.

[0028]

[Table 2]

[0029]

Since the polyurethane composition of the present invention contains an isocyanate-terminated urethane prepolymer comprising a polycyclic aliphatic diisocyanate, it hardens by yellowing, flexibility and elongation by reacting and curing with moisture in the air. Since a one-part moisture-curable polyurethane composition having excellent workability can be provided, a suitable one-part sealing material having excellent workability can be obtained.

 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4H017 AA04 AB04 AB05 AC05 AE03 AE05 4J034 CA03 CA04 CA05 CB03 CB04 CB07 CC03 CC08 CD04 CE01 DA01 DB03 DB07 DF02 DF12 DF16 DF20 DF22 DF27 DF28 DG03 DG04 DG05 DG04 DG05 D09 DQ16 DQ18 EA12 GA06 GA23 GA33 GA55 HA01 HA02 HA07 HC17 HC22 HC45 HC46 HC47 HC53 HC61 HC73 JA42 KA01 KB02 KC08 KC17 KC18 KC23 KC32 KC35 KD02 KD12 KE02 LA08 LA33 QB12 RA08

Claims (5)

[Claims] An NCO content of from 0.5 to 0.5 obtained by reacting a polycyclic aliphatic diisocyanate with an active hydrogen compound.
A one-part, moisture-curable polyurethane composition comprising 8.0% by weight of an isocyanate-terminated urethane prepolymer. 2. The method according to claim 2, wherein the polycyclic aliphatic diisocyanate is 2,2.
The one-part moisture curable composition according to claim 1, which contains either 5-diisocyanatomethylbicyclo [2,2,1] heptane or 2,6-diisocyanatomethylbicyclo [2,2,1] heptane. Polyurethane composition. 3. An NCO content of 0.5 to 8.0 by reacting a polycyclic aliphatic diisocyanate with an active hydrogen compound.
A method for producing a one-part moisture-curable polyurethane composition, which comprises producing an isocyanate-terminated urethane prepolymer in an amount of 1% by weight. 4. A one-component sealing material comprising the one-component moisture-curable polyurethane composition according to claim 1. 5. A reaction product of a polycyclic aliphatic diisocyanate and an active hydrogen compound has an NCO content of 0.5 to 8.0% by weight.
A method for producing a one-part sealing material, comprising using a one-part moisture-curable polyurethane composition comprising an isocyanate-terminated urethane prepolymer adjusted to give