JP2002020686A - Two-component polyurethane coated film waterproof material - Google Patents
Two-component polyurethane coated film waterproof materialInfo
- Publication number
- JP2002020686A JP2002020686A JP2000212561A JP2000212561A JP2002020686A JP 2002020686 A JP2002020686 A JP 2002020686A JP 2000212561 A JP2000212561 A JP 2000212561A JP 2000212561 A JP2000212561 A JP 2000212561A JP 2002020686 A JP2002020686 A JP 2002020686A
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- mass
- parts
- curing
- imidazole
- waterproof material
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- Polyurethanes Or Polyureas (AREA)
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Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、常温で硬化し、重金属
系の触媒を使用しなくても優れた硬化性を有し、かつ充
分な可使時間を保持でき、さらに硬化後の塗膜外観およ
び機械強度に優れた二液型ポリウレタン系塗膜防水材に
関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a coating film which cures at room temperature, has excellent curability even without using heavy metal catalysts, can maintain a sufficient pot life, and has a cured coating film. The present invention relates to a two-pack type polyurethane waterproof coating material having excellent appearance and mechanical strength.
【０００２】[0002]
【従来の技術】ポリウレタンエラストマーは、その優れ
た柔軟性により、防水材、床材、シーリング材、弾性舗
装材などの幅広い建材用途に用いられている。2. Description of the Related Art Due to its excellent flexibility, polyurethane elastomers are used for a wide range of building materials such as waterproofing materials, flooring materials, sealing materials, and elastic pavement materials.
【０００３】このポリウレタンエラストマーは、通常、
イソシアネート基末端ポリウレタンプレポリマーを主成
分とする主剤成分と、活性水素化合物からなる硬化剤成
分とからなる常温で硬化する二液型組成物である。防水
材の用途においてはポリオキシプロピレンポリオールと
トリレンジイソシアネートとの反応により得られるイソ
シアネート基末端ポリウレタンプレポリマーを主成分と
する主剤成分と、ポリオキシプロピレンポリオールおよ
び４，４’−メチレンビス（２−クロロアニリン）を主
成分とする硬化剤成分からなり、硬化触媒として２−エ
チルヘキサン酸鉛（オクチル酸鉛）を使用する二液型が
現在でも主流である。[0003] This polyurethane elastomer is usually
It is a two-part composition that cures at room temperature and comprises a main component mainly composed of an isocyanate group-terminated polyurethane prepolymer and a curing agent component composed of an active hydrogen compound. In the use of a waterproofing material, a main component mainly composed of an isocyanate group-terminated polyurethane prepolymer obtained by reacting a polyoxypropylene polyol with tolylene diisocyanate, a polyoxypropylene polyol and 4,4′-methylenebis (2-chloroform) The two-component type, which comprises a curing agent component containing aniline as a main component and uses lead 2-ethylhexanoate (lead octylate) as a curing catalyst, is still in use today.
【０００４】[0004]
【発明が解決しようとする課題】しかし、従来の硬化剤
に使用されている４，４’−メチレンビス（２−クロロ
アニリン）とポリオキシプロピレンポリオールの組み合
わせでは、特にポリオールの方が主剤成分のイソシアネ
ート基との反応性があまり高くないため、常温での反応
を完結させるために上記のように２−エチルヘキサン酸
鉛などの重金属系の硬化触媒を使用する必要があるが、
このような硬化触媒を使用してもその硬化性は必ずしも
充分とはいえなかった。また、環境や人体への安全性の
点から、重金属系の硬化触媒の使用は好ましいものでは
なかった。However, in the combination of 4,4'-methylenebis (2-chloroaniline) and polyoxypropylene polyol, which have been used as a conventional curing agent, the polyol is particularly the main component of isocyanate. Since the reactivity with the group is not so high, it is necessary to use a heavy metal-based curing catalyst such as lead 2-ethylhexanoate as described above to complete the reaction at room temperature,
Even if such a curing catalyst was used, its curability was not always sufficient. Further, from the viewpoint of safety to the environment and the human body, the use of a heavy metal-based curing catalyst has not been preferable.
【０００５】さらに、従来の二液型ポリウレタン系塗膜
防水材は、たとえば２０℃においては塗布してから約１
６時間後には歩行可能な程度に硬化するが、さらに硬化
速度を速くしたい場合（たとえば５〜１０時間で歩行可
能にする場合）、充分な可使時間を保持できなくなり、
使用しにくくなるという問題があった。[0005] Furthermore, the conventional two-pack type polyurethane film waterproofing material is applied at, for example, 20 ° C., and then applied for about 1 hour.
After 6 hours, it cures to the extent that it can be walked, but if it is desired to further increase the curing speed (for example, if it is possible to walk in 5 to 10 hours), it will not be possible to maintain a sufficient pot life,
There was a problem that it became difficult to use.
【０００６】したがって、本発明の目的は、重金属系の
硬化触媒を使用することなく、優れた硬化性を有すると
共に充分な可使時間を保持できる二液型ポリウレタン系
塗膜防水材を提供することにある。SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a two-pack polyurethane film waterproofing material which has excellent curability and can maintain a sufficient pot life without using a heavy metal curing catalyst. It is in.
【０００７】[0007]
【課題を解決するための手段】上記目的を達成するた
め、本発明の二液型ポリウレタン系塗膜防水材は、ポリ
イソシアネート化合物を主成分とする主剤と、芳香族ポ
リアミンを含む活性水素化合物とからなる硬化剤を混合
して常温で反応硬化させる二液型ポリウレタン系塗膜防
水材であって、硬化触媒としてイミダゾール化合物と有
機酸とからなる塩を用いることを特徴とする。Means for Solving the Problems To achieve the above object, a two-pack type polyurethane coating waterproofing material of the present invention comprises a main agent mainly composed of a polyisocyanate compound and an active hydrogen compound containing an aromatic polyamine. A two-component polyurethane coating waterproofing material which is cured by mixing at room temperature by mixing a curing agent comprising: a salt comprising an imidazole compound and an organic acid as a curing catalyst.
【０００８】本発明においては、前記塩が１，２−ジメ
チル−イミダゾールと２−エチルヘキサン酸との塩であ
ることが好ましい。In the present invention, the salt is preferably a salt of 1,2-dimethyl-imidazole and 2-ethylhexanoic acid.
【０００９】本発明によれば、重金属系の硬化触媒を使
用することなく、優れた硬化性を有すると共に充分な可
使時間を保持できる二液型ポリウレタン系塗膜防水材を
提供できる。この二液型ポリウレタン系塗膜防水材は、
重金属系の硬化触媒を使用しないので環境や人体にも安
全である。According to the present invention, there can be provided a two-pack type polyurethane coating waterproofing material which has excellent curability and can maintain a sufficient pot life without using a heavy metal-based curing catalyst. This two-pack polyurethane film waterproofing material,
It does not use heavy metal curing catalysts, so it is safe for the environment and the human body.
【００１０】[0010]
【発明の実施の形態】本発明の二液型ポリウレタン系塗
膜防水材は、ポリイソシアネート化合物を主成分とする
主剤と、芳香族ポリアミンを含む活性水素化合物からな
る硬化剤からなり、硬化触媒としてイミダゾール化合物
と有機酸とからなる塩が用いられる。以下、各成分につ
いて説明する。BEST MODE FOR CARRYING OUT THE INVENTION The two-pack type polyurethane coating waterproofing material of the present invention comprises a curing agent comprising a main component mainly composed of a polyisocyanate compound and an active hydrogen compound containing an aromatic polyamine. A salt comprising an imidazole compound and an organic acid is used. Hereinafter, each component will be described.
【００１１】１．主剤 主剤に含まれるポリイソシアネート化合物としては、低
分子量ポリイソシアネートおよび低分子量ポリイソシア
ネートとポリオールとを反応させて得られるイソシアネ
ート基末端プレポリマーが好ましい。低分子量ポリイソ
シアネートとしては、４，４’−ジフェニルメタンジイ
ソシアネート（以下、ＭＤＩという。）、ポリフェニル
ポリメチレンポリイソシアネート（クルードＭＤＩ）、
カルボジイミド変性ジフェニルメタンジイソシアネート
などの液状ＭＤＩが好ましい。また、イソシアネート基
末端プレポリマーとしては、ポリオールとトリレンジイ
ソシアネート、ＭＤＩなどを反応させて得られるイソシ
アネート基末端プレポリマーが好ましい。本発明におい
ては、トリレンジイソシアネートとポリオールを反応さ
せて得られるイソシアネート基末端プレポリマーが特に
好ましい。1. Main Agent The polyisocyanate compound contained in the main agent is preferably a low molecular weight polyisocyanate or an isocyanate group-terminated prepolymer obtained by reacting a low molecular weight polyisocyanate with a polyol. Examples of the low molecular weight polyisocyanate include 4,4′-diphenylmethane diisocyanate (hereinafter, referred to as MDI), polyphenylpolymethylene polyisocyanate (crude MDI),
Liquid MDI such as carbodiimide-modified diphenylmethane diisocyanate is preferred. As the isocyanate group-terminated prepolymer, an isocyanate group-terminated prepolymer obtained by reacting a polyol with tolylene diisocyanate, MDI or the like is preferable. In the present invention, an isocyanate group-terminated prepolymer obtained by reacting tolylene diisocyanate with a polyol is particularly preferred.
【００１２】イソシアネート基末端プレポリマーの原料
となるポリオールとしては、ポリエステルポリオール
や、ポリオキシプロピレンポリオール、ポリオキシプロ
ピレンオキシエチレンポリオール、ポリオキシテトラメ
チレングリコールなどのポリエーテルポリオールが挙げ
られる。本発明においては、ポリエーテルポリオールが
好ましく、ポリオキシプロピレンポリオールが特に好ま
しい。Examples of the polyol used as a raw material of the isocyanate group-terminated prepolymer include polyester polyols and polyether polyols such as polyoxypropylene polyol, polyoxypropyleneoxyethylene polyol, and polyoxytetramethylene glycol. In the present invention, polyether polyols are preferred, and polyoxypropylene polyols are particularly preferred.
【００１３】ポリオールの水酸基数は２〜４が好まし
い。また、水酸基価は２０〜８０が好ましく、４０〜７
０が特に好ましい。The number of hydroxyl groups of the polyol is preferably 2 to 4. Further, the hydroxyl value is preferably 20 to 80, and 40 to 7
0 is particularly preferred.
【００１４】２．硬化剤 硬化剤は活性水素化合物として芳香族ポリアミンを含
む。芳香族ポリアミンとしては、４，４’−メチレンビ
ス（２−クロロアニリン）、ビス（メチルチオ）トルエ
ンジアミンなどが挙げられ、４，４’−メチレンビス
（２−クロロアニリン）が特に好ましい。2. Curing agent The curing agent contains an aromatic polyamine as an active hydrogen compound. Examples of the aromatic polyamine include 4,4′-methylenebis (2-chloroaniline) and bis (methylthio) toluenediamine, and 4,4′-methylenebis (2-chloroaniline) is particularly preferable.
【００１５】また、硬化剤は上記芳香族ポリアミンのほ
かに活性水素化合物としてポリオールを含んでいてもよ
い。ポリオールとしては、ポリオキシプロピレンポリー
ル、ポリオキシテトラメチレングリコールなどのポリエ
ーテルポリオールが好ましい。The curing agent may contain a polyol as an active hydrogen compound in addition to the aromatic polyamine. As the polyol, polyether polyols such as polyoxypropylene polyl and polyoxytetramethylene glycol are preferable.
【００１６】硬化剤には、上記基本成分の他に充填剤、
顔料、安定剤、可塑剤および溶剤から選ばれる少なくと
も１種の添加剤を含有することが好ましい。本発明にお
いては、充填剤、可塑剤が特に好ましく用いられる。[0016] The curing agent includes a filler,
It is preferable to contain at least one additive selected from pigments, stabilizers, plasticizers and solvents. In the present invention, a filler and a plasticizer are particularly preferably used.
【００１７】充填剤としては、炭酸カルシウム、タル
ク、クレー、シリカ、カーボンなどが挙げられる。本発
明においては炭酸カルシウムが特に好ましい。充填剤を
用いることにより、適度な揺変性を付与できると共に、
硬化性と硬化後の塗膜性能（硬度や強度）を良好にでき
る。硬化剤における充填剤の配合量は４０〜７０質量％
が好ましく、５０〜６０質量％がより好ましい。充填剤
の添加量を増やすことで硬化性が速くなり、硬度や強度
を高くすることができる。しかし、添加量が７０質量％
超では混練が困難になり、防水材として使用しにくくな
り、４０質量％未満では硬化性および塗膜の機械強度が
不充分になる。Examples of the filler include calcium carbonate, talc, clay, silica, carbon and the like. In the present invention, calcium carbonate is particularly preferred. By using a filler, a suitable thixotropic property can be imparted,
Curability and coating film performance (hardness and strength) after curing can be improved. The amount of the filler in the curing agent is 40 to 70% by mass.
Is preferable, and 50 to 60% by mass is more preferable. By increasing the amount of the filler, the curability is increased, and the hardness and strength can be increased. However, the addition amount is 70% by mass.
If the amount is too large, kneading becomes difficult, making it difficult to use as a waterproof material. If the amount is less than 40% by mass, the curability and the mechanical strength of the coating film become insufficient.
【００１８】顔料としては、酸化クロム、酸化チタンな
どの無機顔料およびフタロシアニン顔料などの有機顔料
が挙げられる。Examples of the pigment include inorganic pigments such as chromium oxide and titanium oxide, and organic pigments such as phthalocyanine pigment.
【００１９】可塑剤としては、フタル酸ジオクチル、フ
タル酸ジブチル、フタル酸ジノニル、フタル酸ジイソノ
ニル、アジピン酸ジオクチル、塩素化パラフィン、石油
系可塑剤などが挙げられる。本発明においては、フタル
酸ジオクチルが特に好ましい。可塑剤を用いることによ
り、上記充填剤をより均一に効率よく混練することがで
き、硬化塗膜の表面外観を良好にできる。硬化剤におけ
る可塑剤の添加量は２０質量％以下が好ましく、１０〜
１５質量％がより好ましい。Examples of the plasticizer include dioctyl phthalate, dibutyl phthalate, dinonyl phthalate, diisononyl phthalate, dioctyl adipate, chlorinated paraffin, petroleum plasticizer and the like. In the present invention, dioctyl phthalate is particularly preferred. By using a plasticizer, the filler can be more uniformly and efficiently kneaded, and the surface appearance of the cured coating film can be improved. The amount of the plasticizer in the curing agent is preferably 20% by mass or less,
15 mass% is more preferable.
【００２０】溶剤としては、トルエン、キシレンなどの
芳香族炭化水素およびｎ−ヘプタン、ｎ−デカンなどの
脂肪族炭化水素が挙げられる。Examples of the solvent include aromatic hydrocarbons such as toluene and xylene, and aliphatic hydrocarbons such as n-heptane and n-decane.
【００２１】安定剤としては、ポリウレタン樹脂に一般
的に使用される酸化防止剤、紫外線吸収剤、脱水剤など
が挙げられる。Examples of the stabilizer include an antioxidant, an ultraviolet absorber and a dehydrating agent generally used for polyurethane resins.
【００２２】３．硬化触媒 硬化触媒としては、イミダゾール化合物と有機酸とから
なる塩が用いられる。イミダゾール化合物としては、イ
ミダゾール環の１位と２位に置換基を有するものが好ま
しい。置換基としてはアルキル基、アセチル基、アリー
ル基、アミノ基などが挙げられる。具体的には、１，２
−ジメチル−イミダゾール、１−メチル−イミダゾー
ル、１−アセチル−イミダゾール、１−｛（３−ジメチ
ルアミノプロピル）｝−イミダゾール、１−ベンジル−
２−メチルイミダゾールなどが挙げられる。本発明にお
いては、１，２−ジメチル−イミダゾールが好ましい。3. Curing Catalyst As the curing catalyst, a salt composed of an imidazole compound and an organic acid is used. As the imidazole compound, those having a substituent at the 1-position and 2-position of the imidazole ring are preferable. Examples of the substituent include an alkyl group, an acetyl group, an aryl group, and an amino group. Specifically, 1, 2,
-Dimethyl-imidazole, 1-methyl-imidazole, 1-acetyl-imidazole, 1-{(3-dimethylaminopropyl)}-imidazole, 1-benzyl-
2-methylimidazole and the like. In the present invention, 1,2-dimethyl-imidazole is preferred.
【００２３】また、有機酸としては、酢酸、プロピオン
酸、オレイン酸、２−エチルヘキサン酸などが挙げられ
る。The organic acid includes acetic acid, propionic acid, oleic acid, 2-ethylhexanoic acid and the like.
【００２４】本発明においては、触媒活性がより高く、
可使時間も長い２−エチルヘキサン酸と１，２−ジメチ
ル−イミダゾールとの塩が特に好ましい。In the present invention, the catalytic activity is higher,
Salts of 2-ethylhexanoic acid and 1,2-dimethyl-imidazole, which have a long pot life, are particularly preferred.
【００２５】硬化触媒の添加量は、主剤および硬化剤の
合計量（質量）に対して０．０１〜０．５質量％が好ま
しい。硬化触媒は、常温で液体なので混合が容易であ
り、予め硬化剤に混合して使用してもよい。The addition amount of the curing catalyst is preferably 0.01 to 0.5% by mass based on the total amount (mass) of the main agent and the curing agent. Since the curing catalyst is liquid at room temperature, mixing is easy, and the curing catalyst may be mixed with a curing agent in advance and used.
【００２６】本発明の二液型ポリウレタン系塗膜防水材
は、上記主剤と上記硬化剤の混合割合が質量比で１／
０．５〜３．０で使用することが好ましく、１／１〜２
で使用することがより好ましい。硬化剤の混合割合が
０．５未満では揺変性が不充分となり、３．０超である
と機械強度が低下しやすいため好ましくない。また、そ
の際、主剤中のイソシアネート基と硬化剤中の活性水素
基とのモル比｛ＮＣＯ／（ＮＨ2＋ＯＨ）｝が１．０〜
１．３が好ましい。In the two-pack type polyurethane coating waterproofing material of the present invention, the mixing ratio of the above-mentioned main agent and the above-mentioned curing agent is 1/100 by mass.
It is preferable to use 0.5 to 3.0, and 1/1 to 2
More preferably, it is used. If the mixing ratio of the curing agent is less than 0.5, thixotropic properties are insufficient, and if it is more than 3.0, the mechanical strength tends to decrease, which is not preferable. At this time, the molar ratio of the isocyanate group in the main agent to the active hydrogen group in the curing agent {NCO / (NH 2 + OH)} is 1.0 to 1.0.
1.3 is preferred.
【００２７】[0027]
【実施例】以下、本発明を実施例（１〜２）、比較例
（１〜３）によって具体的に説明するが、本発明はこれ
らに限定されない。なお、各例においては、表１に示す
ポリオールを用いた。EXAMPLES Hereinafter, the present invention will be described specifically with reference to Examples (1-2) and Comparative Examples (1-3), but the present invention is not limited thereto. In each example, the polyols shown in Table 1 were used.
【００２８】[0028]
【表１】 [Table 1]
【００２９】また、各例で得られたサンプルは、下記の
方法によりその性能を評価し、その結果を表２に示し
た。The performance of the samples obtained in each of the examples was evaluated by the following methods. The results are shown in Table 2.
【００３０】＜可使時間＞２３℃、５０％ＲＨの実験室
にて、主剤と硬化剤とを混合し、混合開始から１００Ｐ
ａ・ｓの粘度に到達する時間（可使時間）（分）を測定
した。可使時間が４０分以上であれば夏場においても充
分施工できると判断した。<Working time> In a laboratory at 23 ° C. and 50% RH, the main agent and the curing agent were mixed, and 100 P from the start of mixing.
The time to reach the viscosity of a · s (pot life) (minute) was measured. If the pot life was 40 minutes or more, it was determined that the construction could be performed sufficiently even in summer.
【００３１】＜硬化性＞２３℃、５０％ＲＨの屋外にお
いて、スレート板上に各防水材を塗布（塗布量２ｋｇ／
ｍ2）し、８時間後の状況（タックの有無と歩行可能
性）を比較した。<Curability> Each waterproof material was applied on a slate plate outdoors at 23 ° C. and 50% RH (application amount: 2 kg /
m 2 ), and the situation after 8 hours (the presence or absence of tack and the possibility of walking) was compared.
【００３２】＜塗膜物性＞ＪＩＳ−Ａ６０２１に準じ、
塗膜の機械物性を測定した。なお、表中、Ｔｓは引張り
強度（単位：Ｎ／ｍｍ2）、Ｅは破断時の伸び（単位：
％）を示す。<Physical Properties of Coating Film> According to JIS-A6021,
The mechanical properties of the coating were measured. In the table, Ts is the tensile strength (unit: N / mm 2 ), and E is the elongation at break (unit:
%).
【００３３】実施例１ ポリオールＡ１７質量部と、ポリオールＢ６８質量部
に、１５質量部のトリレンジイソシアネート（２，４−
異性体８０質量％）（ＮＣＯ／ＯＨ比＝２．０３）を反
応させ、ＮＣＯ基含有率３．６質量％のプレポリマーを
得、これを主剤とした。Example 1 To 17 parts by mass of polyol A and 68 parts by mass of polyol B, 15 parts by mass of tolylene diisocyanate (2,4-
(80% by mass of isomer) (NCO / OH ratio = 2.03) was reacted to obtain a prepolymer having an NCO group content of 3.6% by mass, which was used as a main component.
【００３４】４，４’−メチレンビス（２−クロロアニ
リン）（溶融物）７．３０質量部と、ポリオールＢ２
１．０４質量部の混合液に、フタル酸ジオクチル５．４
６質量部、キシレン３質量部、炭酸カルシウム６０質量
部、顔料ペースト３質量部および硬化触媒として２−エ
チルヘキサン酸と１，２−ジメチル−イミダゾールとの
塩０．２質量部を混合した液を硬化剤とした。7.30 parts by mass of 4,4'-methylenebis (2-chloroaniline) (melt) and polyol B2
Dioctyl phthalate (5.4%) was added to 1.04 parts by mass of the mixture.
A liquid obtained by mixing 6 parts by mass, 3 parts by mass of xylene, 60 parts by mass of calcium carbonate, 3 parts by mass of a pigment paste, and 0.2 parts by mass of a salt of 2-ethylhexanoic acid and 1,2-dimethyl-imidazole as a curing catalyst. A curing agent was used.
【００３５】そして、主剤／硬化剤の質量比＝１／１
（ＮＣＯ／（ＮＨ2＋ＯＨ）比＝１．１３）の配合割合
で防水材として使用した。Then, the mass ratio of the main agent / curing agent = 1/1
(NCO / (NH 2 + OH) ratio = 1.13) was used as a waterproof material.
【００３６】実施例２ 実施例１のプレポリマーを主剤として用い、硬化触媒と
してオレイン酸と１−メチル−イミダゾールとの塩を
０．２質量部用いた以外は実施例１と同様の組成の硬化
剤を用いた。Example 2 Curing having the same composition as in Example 1 except that the prepolymer of Example 1 was used as a main component and 0.2 parts by mass of a salt of oleic acid and 1-methyl-imidazole was used as a curing catalyst. Agent was used.
【００３７】そして、主剤／硬化剤の質量比＝１／１
（ＮＣＯ／（ＮＨ2＋ＯＨ）比＝１．１３）の配合割合
で防水材として使用した。Then, the mass ratio of the main agent / curing agent = 1/1
(NCO / (NH 2 + OH) ratio = 1.13) was used as a waterproof material.
【００３８】比較例１ ポリオールＣ２４．１質量部に、２５．９質量部の４，
４’−ジフェニルメタンジイソシアネート（ＮＣＯ／Ｏ
Ｈ比＝３．０）を反応させ、ＮＣＯ基含有率１１．６質
量％のプレポリマーを得、これに５０質量部のカルボジ
イミド変性ＭＤＩを混合した液を主剤（ＮＣＯ基含有率
２０．４質量％）とした。Comparative Example 1 25.9 parts by weight of 4,4 parts by weight of 44.1 parts by weight of polyol C
4'-diphenylmethane diisocyanate (NCO / O
(H ratio = 3.0) to obtain a prepolymer having an NCO group content of 11.6% by mass, and mixing a liquid obtained by mixing 50 parts by mass of carbodiimide-modified MDI with a main agent (NCO group content of 20.4% by mass). %).
【００３９】ポリオールＣ８５．２質量部に、フタル酸
ジオクチル１１．７５質量部、２−エチルヘキサン酸と
１，２−ジメチル−イミダゾールとの塩０．０５質量
部、顔料ペースト３質量部、炭酸カルシウム９０質量部
およびゼオライト１０質量部混合した液を硬化剤とし
た。85.2 parts by mass of polyol C, 11.75 parts by mass of dioctyl phthalate, 0.05 parts by mass of a salt of 2-ethylhexanoic acid and 1,2-dimethyl-imidazole, 3 parts by mass of pigment paste, calcium carbonate A liquid obtained by mixing 90 parts by mass and 10 parts by mass of zeolite was used as a curing agent.
【００４０】そして、主剤／硬化剤の質量比＝１／４
（ＮＣＯ／ＯＨ比＝１．０）の配合割合で防水材として
使用した。Then, the mass ratio of the main agent / curing agent = 1/4
(NCO / OH ratio = 1.0) was used as a waterproofing material.
【００４１】比較例２ 実施例１と同じプレポリマーを主剤として用いた。Comparative Example 2 The same prepolymer as in Example 1 was used as a main component.
【００４２】４，４’−メチレンビス（２−クロロアニ
リン）（溶融物）７．３０質量部、ポリオールＢ２１．
０４質量部の混合液に、フタル酸ジオクチル４．６６質
量部、キシレン３質量部、炭酸カルシウム６０質量部、
顔料ペースト３質量部および２−エチルヘキサン酸鉛
（鉛含有量２４質量％）１質量部を混合した液を硬化剤
とした。7.30 parts by mass of 4,4'-methylenebis (2-chloroaniline) (melt), polyol B21.
To a mixture of 04 parts by mass, 4.66 parts by mass of dioctyl phthalate, 3 parts by mass of xylene, 60 parts by mass of calcium carbonate,
A liquid obtained by mixing 3 parts by mass of the pigment paste and 1 part by mass of lead 2-ethylhexanoate (lead content: 24% by mass) was used as a curing agent.
【００４３】そして、主剤／硬化剤の質量比＝１／１
（ＮＣＯ／（ＮＨ2＋ＯＨ）比＝１．１３）の配合割合
で防水材として使用した。Then, the mass ratio of the main agent / curing agent = 1/1
(NCO / (NH 2 + OH) ratio = 1.13) was used as a waterproof material.
【００４４】比較例３ 実施例１と同じプレポリマーを主剤として用いた。Comparative Example 3 The same prepolymer as in Example 1 was used as a main component.
【００４５】４，４’−メチレンビス（２−クロロアニ
リン）（溶融物）７．３０質量部、ポリオールＢ２１．
０４質量部の混合液に、フタル酸ジオクチル２．６６質
量部、キシレン３質量部、炭酸カルシウム６０質量部、
顔料ペースト３質量部および２−エチルヘキサン酸鉛
（鉛含有量２４質量％）３質量部を混合した液を硬化剤
とした。7.30 parts by weight of 4,4'-methylenebis (2-chloroaniline) (melt), polyol B21.
In a mixture of 04 parts by mass, 2.66 parts by mass of dioctyl phthalate, 3 parts by mass of xylene, 60 parts by mass of calcium carbonate,
A liquid obtained by mixing 3 parts by mass of the pigment paste and 3 parts by mass of lead 2-ethylhexanoate (lead content: 24% by mass) was used as a curing agent.
【００４６】そして、主剤／硬化剤の質量比＝１／１
（ＮＣＯ／（ＮＨ2＋ＯＨ）比＝１．１３）の配合割合
で防水材として使用した。Then, the mass ratio of the main agent / curing agent = 1/1
(NCO / (NH 2 + OH) ratio = 1.13) was used as a waterproof material.
【００４７】[0047]
【表２】 [Table 2]
【００４８】表２から、芳香族ポリアミンを含む活性水
素化合物からなる硬化剤を用い、かつ硬化触媒としてイ
ミダゾール化合物と有機酸との塩を用いた実施例１〜２
の防水材は、優れた硬化性を有すると共に充分な可使時
間を保持していることが分かる。特に硬化触媒として２
−エチルヘキサン酸と１，２−ジメチル−イミダゾール
との塩を用いた実施例１の防水材は、硬化性および硬化
塗膜の物性に優れていることが分かる。Table 2 shows that Examples 1-2 using a curing agent comprising an active hydrogen compound containing an aromatic polyamine and using a salt of an imidazole compound and an organic acid as a curing catalyst.
It can be seen that the waterproof material has excellent curability and has a sufficient pot life. Especially as a curing catalyst 2
It can be seen that the waterproofing material of Example 1 using a salt of -ethylhexanoic acid and 1,2-dimethyl-imidazole has excellent curability and physical properties of a cured coating film.
【００４９】[0049]
【発明の効果】本発明によれば、重金属系の硬化触媒を
使用することなく、優れた硬化性を有すると共に充分な
可使時間を保持できる二液型ポリウレタン系塗膜防水材
を提供できる。この二液型ポリウレタン系塗膜防水材
は、重金属系の硬化触媒を使用しないので環境や人体に
も安全である。According to the present invention, it is possible to provide a two-pack type polyurethane coating waterproofing material which has excellent curability and can maintain a sufficient pot life without using a heavy metal curing catalyst. Since this two-pack type polyurethane coating film waterproofing material does not use a heavy metal-based curing catalyst, it is safe for the environment and the human body.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 上田 英俊 神奈川県横浜市神奈川区羽沢町1150番地 旭硝子株式会社内 Ｆターム(参考） 4J034 CA12 CC12 CC61 CC67 CD08 CD13 HA01 HA02 HA07 HC12 HC22 HC46 HC63 HC67 HC71 JA41 JA42 KA01 KB02 KD11 KE02 4J038 DG061 DG111 DG131 DG261 JA39 JB32 KA03 KA04 KA06 KA08 NA01 NA04 NA11 NA27 PB05 PC02 PC03 PC04 PC06 PC08 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Hidetoshi Ueda 1150 Hazawa-cho, Kanagawa-ku, Yokohama-shi, Kanagawa Prefecture F-term in Asahi Glass Co., Ltd. 4J034 CA12 CC12 CC61 CC67 CD08 CD13 HA01 HA02 HA07 HC12 HC22 HC46 HC63 HC67 HC71 JA41 JA42 KA01 KB02 KD11 KE02 4J038 DG061 DG111 DG131 DG261 JA39 JB32 KA03 KA04 KA06 KA08 NA01 NA04 NA11 NA27 PB05 PC02 PC03 PC04 PC06 PC08
Claims (2)
る主剤と、芳香族ポリアミンを含む活性水素化合物から
なる硬化剤を混合して常温で反応硬化させる二液型ポリ
ウレタン系塗膜防水材であって、硬化触媒としてイミダ
ゾール化合物と有機酸とからなる塩を用いることを特徴
とする、二液型ポリウレタン系塗膜防水材。1. A two-pack polyurethane waterproofing material comprising a mixture of a main component mainly composed of a polyisocyanate compound and a curing agent composed of an active hydrogen compound containing an aromatic polyamine, and reacting and curing at room temperature. A two-pack polyurethane waterproof coating material, characterized in that a salt comprising an imidazole compound and an organic acid is used as a curing catalyst.
ルと２−エチルヘキサン酸との塩である、請求項１に記
載の二液型ポリウレタン系塗膜防水材。2. The two-pack polyurethane waterproofing material according to claim 1, wherein the salt is a salt of 1,2-dimethyl-imidazole and 2-ethylhexanoic acid.
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| JP2000212561A JP4581195B2 (en) | 2000-07-13 | 2000-07-13 | Two-component polyurethane waterproof membrane |
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| JP4581195B2 JP4581195B2 (en) | 2010-11-17 |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002060684A (en) * | 2000-08-11 | 2002-02-26 | Asahi Glass Co Ltd | Two-pack polyurethane curable composition for spray coating and process for applying waterproof coated film using this |
| JP2009215448A (en) * | 2008-03-11 | 2009-09-24 | San Apro Kk | Catalyst for producing polyurethane foam and method for producing polyurethane foam |
| JP2013511611A (en) * | 2009-11-23 | 2013-04-04 | ビーエーエスエフ ソシエタス・ヨーロピア | Catalysts for polyurethane coating materials |
| EP2602023A1 (en) | 2011-12-07 | 2013-06-12 | Basf Se | Catalyst combination for the preparation of polyurethane foams |
| KR101310615B1 (en) * | 2011-07-22 | 2013-09-24 | 주식회사 케이씨씨 | Polyurethane membranous waterproof composition and spray type coating method using the same |
| JP2014031503A (en) * | 2012-07-13 | 2014-02-20 | I C K Kk | Two-part type urethane waterproof material composition |
| JP2016509531A (en) * | 2013-01-07 | 2016-03-31 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | Catalyst for polyurethane coating material |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002060684A (en) * | 2000-08-11 | 2002-02-26 | Asahi Glass Co Ltd | Two-pack polyurethane curable composition for spray coating and process for applying waterproof coated film using this |
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| KR101310615B1 (en) * | 2011-07-22 | 2013-09-24 | 주식회사 케이씨씨 | Polyurethane membranous waterproof composition and spray type coating method using the same |
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