JPH11240932A5

JPH11240932A5 -

Info

Publication number: JPH11240932A5
Application number: JP1997060696A
Authority: JP
Filing date: 1997-03-14
Publication date: 2004-12-24
Anticipated expiration: 2017-03-14

Description

【０００７】
すなわち本発明の第１の発明は、ポリイソシアネートを主成分とする主剤と、ＤＥＴＤＡを主成分とする芳香族ポリアミン架橋剤および可塑剤を含有する硬化剤とを、混合して塗工、硬化せしめる常温硬化型ポリウレタン防水材において、ａ）ポリイソシアネートとして、ＴＤＩとポリオールとの反応によって得られるイソシアネート末端プレポリマーと、脂肪族または脂環族ジイソシアネートモノマー、オリゴマーまたは脂肪族または脂環族ジイソシアネートモノマーとポリオールとの反応によって得られるイソシアネート末端プレポリマーとの混合物を使用し、ｂ）該混合物の混合割合は、それぞれのイソシアネート基に基づくモル比が９８／２〜７０／３０の割合とし、ｃ）主剤と硬化剤とを、主剤中のイソシアネート基と硬化剤中のアミノ基との当量比が０．８〜２．０となるように混合して塗工、硬化せしめることを特徴とする、常温硬化型ポリウレタン防水材の製造方法であり、第２の発明は、第１の発明の脂肪族または脂環族ジイソシアネートとしてイソホロンジイソシアネートを使用するものであり、第３の発明は、第１の発明のトリレンジイソシアネートとして、２，４−トリレンジイソシアネートを８５重量％以上含有するＴＤＩを使用するものである。[0007]
That is, the first invention of the present invention is a room temperature curing polyurethane waterproofing material which is prepared by mixing a base resin mainly composed of polyisocyanate with a curing agent containing an aromatic polyamine crosslinking agent mainly composed of DETDA and a plasticizer, and then coating and curing the mixture, and the mixture comprises: a) as the polyisocyanate, a mixture of an isocyanate-terminated prepolymer obtained by the reaction of TDI with a polyol, and an isocyanate-terminated prepolymer obtained by the reaction of an aliphatic or alicyclic diisocyanate monomer, oligomer, or aliphatic or alicyclic diisocyanate monomer with a polyol; and b) a mixing ratio of the mixture. a) mixing the base resin and the curing agent so that the equivalent ratio of the isocyanate groups in the base resin to the amino groups in the curing agent is 0.8 to 2.0, and then coating and curing the mixture. The second invention uses isophorone diisocyanate as the aliphatic or alicyclic diisocyanate of the first invention, and the third invention uses TDI containing 85% by weight or more of 2,4-tolylene diisocyanate as the tolylene diisocyanate of the first invention.

【００１７】
【実施例】
以下に実施例および比較例を挙げて本発明をさらに説明する。実施例および比較例に使用した材料および試験項目はそれぞれ下記の通りである。
（主剤）
ＴＤＩプレポリマー：２リットルのガラスコルベンに、１４８．２ｇのＴＤＩ（実施例１のみ２，４−／２，６異性体含有率８０／２０重量比のものを使用、他はすべて２，４−異性体１００％のものを使用）を仕込み、６８１．４ｇのアクトコールＰ−２０２０（分子量２０００のポリオキシプロピレンジオール、武田薬品工業社製）と、１７０．４ｇのアクトコールＰ−３０３０（分子量３０００のポリオキシプロピレントリオール、武田薬品工業社製）を徐々に加え、８０℃に加熱し攪拌しながら９０〜１００℃に昇温し、この温度で５時間保ち反応を完結させ、ＮＣＯ含有率３．５重量％のＮＣＯ末端ＴＤＩプレポリマー１０００ｇを調製した。実施例および比較例のＴＤＩプレポリマーはすべてこれを用いた。
ＩＰＤＩモノマー：イソホロンジイソシアネート、ヒユルス社製
ＩＰＤＩプレポリマー：２リットルのガラスコルベンに１８３．２ｇのＩＰＤＩ、６５３．４ｇのアクトコールＰ−２０２０および１６３．４ｇのアクトコールＰ−３０３０を仕込み、攪拌しながら０．０１ｇのジブチル錫ジラウレートを加え、徐々に加温して８０〜１００℃に昇温し、この温度で４時間攪拌して反応を完結させ、ＮＣＯ含有率３．５重量％のＮＣＯ末端ＩＰＤＩプレポリマー１０００ｇを調製した。実施例および比較例のＩＰＤＩプレポリマーはすべてこれを用いた。
ＨＤＩイソシアヌレート：ヘキサメチレンジイソシアネートの三量体、日本ポリウレタン工業社製、商品名コロネートＨＸ、ＮＣＯ含有率２１．４重量％。
（硬化剤）
ＤＥＴＤＡ：ジエチルトルエンジアミン、商品名エタキユア１００、エチルコーポレーション社製。
ＤＯＰ：フタル酸ジオクチル、可塑剤、大八化学工業所製。
炭酸カルシウム：無機充填材、丸尾カルシウム社製。[0017]
[Example]
The present invention will be further explained below with reference to examples and comparative examples. The materials and test items used in the examples and comparative examples are as follows.
(Main ingredient)
TDI prepolymer: A 2-liter glass flask was charged with 148.2 g of TDI ( 2,4-/2,6-isomer content of 80/20 by weight was used in Example 1, while all others were 100% 2,4-isomer), and 681.4 g of Actocol P-2020 (polyoxypropylene diol having a molecular weight of 2,000, manufactured by Takeda Pharmaceutical Co., Ltd.) and 170.4 g of Actocol P-3030 (polyoxypropylene triol having a molecular weight of 3,000, manufactured by Takeda Pharmaceutical Co., Ltd.) were gradually added. The mixture was heated to 80°C and then heated to 90-100°C with stirring. This temperature was maintained for 5 hours to complete the reaction, yielding 1,000 g of NCO-terminated TDI prepolymer with an NCO content of 3.5 wt%. This TDI prepolymer was used for all the TDI prepolymers in the Examples and Comparative Examples.
IPDI monomer: isophorone diisocyanate, manufactured by Huelss IPDI prepolymer: 183.2 g of IPDI, 653.4 g of Actocol P-2020, and 163.4 g of Actocol P-3030 were charged into a 2-liter glass flask, and 0.01 g of dibutyltin dilaurate was added with stirring. The mixture was gradually heated to 80 to 100° C. and stirred at this temperature for 4 hours to complete the reaction, yielding 1,000 g of an NCO-terminated IPDI prepolymer with an NCO content of 3.5 wt %. This IPDI prepolymer was used for all of the examples and comparative examples.
HDI isocyanurate : a trimer of hexamethylene diisocyanate, manufactured by Nippon Polyurethane Industry Co., Ltd., trade name: Coronate HX, NCO content: 21.4% by weight.
(hardening agent)
DETDA: diethyltoluenediamine, trade name Ethaquia 100, manufactured by Ethyl Corporation.
DOP: dioctyl phthalate, plasticizer, manufactured by Daihachi Chemical Industry Co., Ltd.
Calcium carbonate: inorganic filler, manufactured by Maruo Calcium Co., Ltd.

【００２０】
【表１】
[0020]
[Table 1]

【００２１】
【表２】
[0021]
[Table 2]

【００２６】
【発明の効果】
ＴＤＩプレポリマーを主成分とする主剤と、ＤＥＴＤＡと可塑剤とを配合した硬化剤とからなる常温硬化性ポリウレタン防水材においてＴＤＩプレポリマーの他に限定量の脂肪族または脂環族ポリイソシアネートを混合した主剤を使用することによって、上塗り材との接着性を改善することができる。 [0026]
[Effects of the Invention]
In room-temperature curing polyurethane waterproofing materials consisting of a base agent whose main component is TDI prepolymer and a curing agent containing DETDA and a plasticizer, the use of a base agent containing a limited amount of aliphatic or alicyclic polyisocyanate in addition to the TDI prepolymer can improve adhesion to topcoats.

Claims

A method for producing a room-temperature-curing polyurethane waterproofing material, which comprises mixing a base resin containing a polyisocyanate as a main component with a curing agent containing a diethyltoluenediamine-based aromatic polyamine crosslinking agent and a plasticizer, followed by coating and curing, the method comprising the steps of: (a) using, as the polyisocyanate, a mixture of an isocyanate-terminated prepolymer obtained by reacting tolylene diisocyanate with a polyol, and an isocyanate-terminated prepolymer obtained by reacting an aliphatic or alicyclic diisocyanate monomer, oligomer, or aliphatic or alicyclic diisocyanate monomer with a polyol; (b) mixing the mixture in a molar ratio based on the isocyanate groups of from 98/2 to 70/30; and (c) mixing the base resin and the curing agent so that the equivalent ratio of the isocyanate groups in the base resin to the amino groups in the curing agent is from 0.8 to 2.0, followed by coating and curing.

2. The method for producing a room-temperature curing polyurethane waterproofing material according to claim 1, wherein the polyisocyanate is a mixture of an isocyanate-terminated prepolymer obtained by the reaction of tolylene diisocyanate with a polyol and an isocyanate-terminated prepolymer obtained by the reaction of an aliphatic or alicyclic diisocyanate monomer, oligomer, or aliphatic or alicyclic diisocyanate monomer with a polyol, and the NCO content of the polyisocyanate is 1 to 7% by weight.

2. The method for producing a room-temperature curing polyurethane waterproofing material according to claim 1, wherein the polyisocyanate is a mixture of an isocyanate-terminated prepolymer obtained by the reaction of tolylene diisocyanate with a polyol and an isocyanate-terminated prepolymer obtained by the reaction of an aliphatic or alicyclic diisocyanate monomer, oligomer, or aliphatic or alicyclic diisocyanate monomer with a polyol, and the NCO content of the polyisocyanate is 1.5 to 5.0% by weight.

4. A method for producing a room-temperature curing polyurethane waterproofing material according to claim 1, wherein the plasticizer content in the curing agent is 20 to 130 parts by weight per 100 parts by weight of the base material containing the polyisocyanate as a main component.

5. The method for producing a room-temperature-curing polyurethane waterproofing material according to claim 1, wherein a polyoxypropylene polyol or a polyoxyethylene propylene polyol is used as the polyol in producing a polyisocyanate that is a mixture of the isocyanate-terminated prepolymer obtained by the reaction of tolylene diisocyanate with a polyol and an isocyanate-terminated prepolymer obtained by the reaction of an aliphatic or alicyclic diisocyanate monomer, oligomer, or aliphatic or alicyclic diisocyanate monomer with a polyol.

6. The method for producing a room-temperature curing polyurethane waterproofing material according to claim 1, wherein the aliphatic or alicyclic diisocyanate is isophorone diisocyanate.

7. The method for producing a room-temperature curing polyurethane waterproofing material according to claim 1, wherein the tolylene diisocyanate contains 80% by weight or more of 2,4-tolylene diisocyanate.

7. The method for producing a room-temperature curing polyurethane waterproofing material according to claim 1, wherein the tolylene diisocyanate contains 85% by weight or more of 2,4-tolylene diisocyanate.