JPS6352679B2 - - Google Patents
Info
- Publication number
- JPS6352679B2 JPS6352679B2 JP55027839A JP2783980A JPS6352679B2 JP S6352679 B2 JPS6352679 B2 JP S6352679B2 JP 55027839 A JP55027839 A JP 55027839A JP 2783980 A JP2783980 A JP 2783980A JP S6352679 B2 JPS6352679 B2 JP S6352679B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- parts
- sealant composition
- photocurable substance
- acrylic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 15
- 239000000565 sealant Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 9
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 claims description 5
- 229940114081 cinnamate Drugs 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- 229920002601 oligoester Polymers 0.000 claims description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 238000004132 cross linking Methods 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 239000006229 carbon black Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000003566 sealing material Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- -1 unsaturated acrylic compound Chemical class 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 150000001540 azides Chemical class 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000012975 dibutyltin dilaurate Substances 0.000 description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004588 polyurethane sealant Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
Landscapes
- Graft Or Block Polymers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Description
本発明はウレタンプレポリマーを含む室温硬化
性シーリング材組成物に関する。
大気中水分に曝露するとゴム状物質へと硬化し
得るウレタンプレポリマー含有組成物は、例えば
建築物のシーリング材などに利用できる。この場
合、施工后のシーリング材表面の残存タツク（べ
とつき）及び耐候接着性（光があたる時の接着
性）という問題が、ほこりの付き易さやガラス面
との接着性を左右するので非常に重視されるが、
ポリウレタンシーリング材はこれらの点で満足の
いく水準になかつた。そこで本発明者は、これら
の問題を解決すべく鋭意研究した結果、本発明に
到達した。
本発明は〔Ａ〕ウレタンプレポリマー100重量
部と、〔Ｂ〕光によつて高分子化或いは架橋して
不溶化する光硬化性物質0.01〜30重量部とを含有
してなる室温硬化性シーリング材組成物である。
即ち、本発明は光硬化性物質を添加することに
より表面の残存タツクを画期的に少なくし、かつ
又耐候接着性を大巾に改良した室温硬化性シーリ
ング材組成物を提供するものである。
光硬化性物質は、光の当たるところ、つまりシ
ーリング材の表面やガラス板との接着面において
のみ反応するので、強度、伸びなどの物性や耐久
性には何ら悪影響しないで、残存タツクと耐候接
着性を極めて効果的に改良する。
本発明でいう光硬化性物質とは光によつて高分
子化、あるいは架橋して不溶化するもので、代表
的なものとして不飽和アクリル系化合物、ポリ桂
皮酸ビニル又はアジド基含有化合物などが使用で
きる。
不飽和アクリル系化合物は、アクリル又はメタ
クリル不飽和基を１〜数個有するモノマー、オリ
ゴマー或いはそれらの混合物であつて、特に好ま
しくはエステル結合などを分子鎖にもち２個以上
のアクリル不飽和結合を有するアクリル酸誘導体
である多官能性オリゴエステルアクリレート、又
はその混合物である。
ポリ桂皮酸ビニルはシンナモイル基を感光基と
する光硬化性物質で、ポリビニルアルコールを桂
皮酸でエステル化したものの他多くのポリ桂皮酸
ビニル誘導体が知られている。
アジド基含有化合物はアジド基を感光基とする
もので、アジド他ゴム、アジド基含有ポリオルガ
ノシロキサン等が知られている。
本発明において光硬化性物質の使用量は、ウレ
タンプレポリマー100重量部に対して0.01〜30重
量部が好適で、0.01重量部未満では効果が小さ
く、又30重量部を超えると物性への悪影響がでる
ことがある。特に、好ましくは0.1〜10重量部の
量がよい。
本発明の室温硬化性シーリング材組成物は、例
えばウレタンプレポリマー100重量部に対して光
硬化性物質0.01〜30重量部を添加し、これにジブ
チルフタレートなどの可塑剤；タルクなどの充て
ん剤；酸化チタン、カーボンブラツクなどの顔
料；水添ひまし油などのタレ防止剤；紫外線吸収
剤、ラジカル連鎖禁止剤などの老化防止剤；その
他を適当に加えた后、ニーダーやペイントロール
によつて充分均一に混練することによつて製造で
きる。もし１液型シーラントにするならば該組成
物に硬化触媒を混合后、充分に脱水して作る。
又、２液型の場合は硬化触媒を別の容器に入れて
おき、施工時に該組成物と混合する方法をとる。
本発明のウレタンプレポリマーの硬化触媒とし
ては、オクチル酸錫、ジブチル錫ジラウレートな
どの錫化合物やトリエチレンジアミン、Ｎ―エチ
ルモルフオリンなどのアミンが利用できる。又、
２液型の場合はポリエーテルポリオールなどの活
性水素を有する化合物を硬化剤成分として用いる
ことができる。
以下具体的に実施例を挙げるが、本発明はこれ
らに限定されるものでない。
実施例 １
平均分子量3000でNCO含量2.0％のウレタンプ
レポリマー100重量部を基剤とする。又、ポリエ
ーテルポリオール（平均分子量3000）60重量部；
ルチル型酸化チタン30重量部；カーボンブラツク
0.5重量部；炭酸カルシウム100重量部；水添ひま
し油６重量部；チオ尿素誘導体１重量部；オクチ
ル酸スズ0.1重量部；多官能性オリゴエステルア
クリレート（東亜合成化学工業、商品名アロニツ
クスＭ―8060）５重量部を充分に混合混練して硬
化剤とする。
次に、基剤と硬化剤を１：２（重量比）でとり、
スパチユラで充分混合后ガラス板上に塗り、その
后屋外の光の当たる場所に置く。
施工后７〜30日の残存タツクと耐候接着性の状
態を第１表に示すが、オリゴエステルアクリレー
ト無添加の比較例に比べて大巾に改良されるのが
わかる。
The present invention relates to a room temperature curable sealant composition containing a urethane prepolymer. Compositions containing urethane prepolymers that can harden into rubber-like materials on exposure to atmospheric moisture can be used, for example, as sealants for buildings. In this case, issues such as residual tack (stickiness) on the surface of the sealant after installation and weather-resistant adhesion (adhesion when exposed to light) are important issues as they affect the ease with which dust adheres and the adhesion to the glass surface. However,
Polyurethane sealants have not reached a satisfactory level in these respects. Therefore, the present inventor conducted extensive research to solve these problems, and as a result, arrived at the present invention. The present invention is a room-temperature curable sealing material containing [A] 100 parts by weight of a urethane prepolymer and [B] 0.01 to 30 parts by weight of a photocurable substance that becomes insolubilized by polymerizing or crosslinking with light. It is a composition. That is, the present invention provides a room-temperature-curable sealant composition that dramatically reduces residual tack on the surface by adding a photocurable substance, and also greatly improves weather-resistant adhesive properties. . Photo-curable substances react only where light hits them, that is, on the surface of the sealant and on the adhesive surface with the glass plate, so it does not have any negative effects on physical properties such as strength and elongation, or durability, and it maintains residual tack and weather-resistant adhesion. Improves sex very effectively. The photocurable substance used in the present invention is one that polymerizes or crosslinks to become insolubilized by light, and typical examples include unsaturated acrylic compounds, polyvinyl cinnamate, and azide group-containing compounds. can. The unsaturated acrylic compound is a monomer, oligomer, or a mixture thereof having one to several acrylic or methacrylic unsaturated groups, and particularly preferably one having an ester bond or the like in the molecular chain and two or more acrylic unsaturated bonds. polyfunctional oligoester acrylate, which is an acrylic acid derivative, or a mixture thereof. Polyvinyl cinnamate is a photocurable material having a cinnamoyl group as a photosensitive group, and many polyvinyl cinnamate derivatives are known, including those obtained by esterifying polyvinyl alcohol with cinnamic acid. Azide group-containing compounds have an azide group as a photosensitive group, and include azide rubbers, azide group-containing polyorganosiloxanes, and the like. In the present invention, the amount of photocurable substance used is preferably 0.01 to 30 parts by weight per 100 parts by weight of the urethane prepolymer; less than 0.01 parts by weight will have little effect, and more than 30 parts by weight will have an adverse effect on physical properties. may appear. Particularly preferred is an amount of 0.1 to 10 parts by weight. The room temperature curable sealant composition of the present invention can be prepared by adding, for example, 0.01 to 30 parts by weight of a photocurable substance to 100 parts by weight of a urethane prepolymer; a plasticizer such as dibutyl phthalate; a filler such as talc; After adding pigments such as titanium oxide and carbon black; anti-sagging agents such as hydrogenated castor oil; anti-aging agents such as ultraviolet absorbers and radical chain inhibitors; and others, it is thoroughly uniformed using a kneader or paint roll. It can be manufactured by kneading. If a one-component sealant is to be made, the composition is mixed with a curing catalyst and then thoroughly dehydrated.
In the case of a two-component type, the curing catalyst is placed in a separate container and mixed with the composition at the time of application. As the curing catalyst for the urethane prepolymer of the present invention, tin compounds such as tin octylate and dibutyltin dilaurate, and amines such as triethylenediamine and N-ethylmorpholine can be used. or,
In the case of a two-component type, a compound having active hydrogen such as polyether polyol can be used as a curing agent component. Examples will be specifically described below, but the present invention is not limited thereto. Example 1 Based on 100 parts by weight of a urethane prepolymer with an average molecular weight of 3000 and an NCO content of 2.0%. Also, 60 parts by weight of polyether polyol (average molecular weight 3000);
30 parts by weight of rutile titanium oxide; carbon black
0.5 parts by weight; 100 parts by weight of calcium carbonate; 6 parts by weight of hydrogenated castor oil; 1 part by weight of thiourea derivative; 0.1 part by weight of tin octylate; polyfunctional oligoester acrylate (Toagosei Chemical Industry Co., Ltd., trade name Aronix M-8060) 5 parts by weight were thoroughly mixed and kneaded to form a curing agent. Next, take the base and curing agent at a ratio of 1:2 (weight ratio),
After mixing thoroughly with a spatula, apply it on a glass plate, and then place it outdoors in a place exposed to sunlight. Table 1 shows the state of the remaining tack and weathering adhesion 7 to 30 days after construction, and it can be seen that it is greatly improved compared to the comparative example without the addition of oligoester acrylate.
【表】
実施例 ２
平均分子量3000でNCO含量1.2％のウレタンプ
レポリマー100重量部；ジブチルフタレート10重
量部；タルク40重量部；ルチル型酸化チタン５重
量部；カーボンブラツク0.1重量部；ニツケルジ
ブチルカルバメート0.5重量部；ジブチル錫ジラ
ウレート0.1重量部；ポリ桂皮酸ビニル（重合度
500）10重量部を真空ニーダーで真空下脱水混合
する。
こうして得られる硬化性組成物は、屋外で施工
すると残存タツクの改良された耐候性良好なシー
リング材となる。
実施例 ３
実施例２においてポリ桂皮酸ビニルの代わりに
アジド化天然ゴム10重量部を用いて硬化性組成物
を作る。該組成物は、残存タツクの少ない耐候性
良好なシーリング材となる。[Table] Example 2 100 parts by weight of a urethane prepolymer with an average molecular weight of 3000 and an NCO content of 1.2%; 10 parts by weight of dibutyl phthalate; 40 parts by weight of talc; 5 parts by weight of rutile titanium oxide; 0.1 part by weight of carbon black; nickel dibutyl carbamate 0.5 parts by weight; dibutyltin dilaurate 0.1 parts by weight; polyvinyl cinnamate (degree of polymerization
500) 10 parts by weight are dehydrated and mixed under vacuum in a vacuum kneader. The curable composition thus obtained becomes a sealing material with improved residual tack and good weather resistance when applied outdoors. Example 3 A curable composition is prepared in Example 2 using 10 parts by weight of azide natural rubber instead of polyvinyl cinnamate. The composition provides a sealing material with good weather resistance and little residual tack.
Claims (1)
〔Ｂ〕光によつて高分子化或いは架橋して不溶化
する光硬化性物質0.01〜30重量部とを含有してな
る室温硬化性シーリング材組成物。 ２ 光硬化性物質が不飽和アクリル系化合物、ポ
リケイ皮酸ビニル及びアジド基含有化合物から成
る群から選ばれる一種以上の化合物である特許請
求の範囲第１項記載の室温硬化性シーリング材組
成物。 ３ 光硬化性物質が、多官能性のオリゴエステル
アクリレート、即ちエステル結合などを分子鎖に
もち２個以上のアクリル不飽和結合を有するアク
リル酸誘導体である特許請求の範囲第１項記載の
室温硬化性シーリング材組成物。[Claims] 1 [A] 100 parts by weight of urethane prepolymer;
[B] A room temperature curable sealant composition containing 0.01 to 30 parts by weight of a photocurable substance that becomes insolubilized by polymerizing or crosslinking when exposed to light. 2. The room-temperature-curable sealant composition according to claim 1, wherein the photocurable substance is one or more compounds selected from the group consisting of unsaturated acrylic compounds, polyvinyl cinnamate, and azide group-containing compounds. 3. Room temperature curing according to claim 1, wherein the photocurable substance is a polyfunctional oligoester acrylate, that is, an acrylic acid derivative having an ester bond or the like in its molecular chain and having two or more acrylic unsaturated bonds. Sealant composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2783980A JPS56122822A (en) | 1980-03-04 | 1980-03-04 | Curable composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2783980A JPS56122822A (en) | 1980-03-04 | 1980-03-04 | Curable composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56122822A JPS56122822A (en) | 1981-09-26 |
| JPS6352679B2 true JPS6352679B2 (en) | 1988-10-19 |
Family
ID=12232090
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2783980A Granted JPS56122822A (en) | 1980-03-04 | 1980-03-04 | Curable composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56122822A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6088024A (en) * | 1983-10-21 | 1985-05-17 | Mitui Toatsu Chem Inc | Tack-free curable composition |
| JP3051940B2 (en) * | 1990-09-26 | 2000-06-12 | 鐘淵化学工業株式会社 | Curable composition |
| JP2610746B2 (en) * | 1992-03-30 | 1997-05-14 | 早川ゴム株式会社 | Active energy ray-curable composition |
| JP2002179753A (en) * | 2000-12-13 | 2002-06-26 | Nippon Shiika Kk | Highly weatherable polyurethane-based one-pack type moisture curable composition |
| JP6306556B2 (en) * | 2014-12-04 | 2018-04-04 | 三洋化成工業株式会社 | Polyol composition for polyurethane resin for building materials |
-
1980
- 1980-03-04 JP JP2783980A patent/JPS56122822A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56122822A (en) | 1981-09-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3466626B2 (en) | One component low viscosity moisture curable composition | |
| EP0035049B1 (en) | Curable composition | |
| JPS6352679B2 (en) | ||
| JP2663431B2 (en) | Moisture-curable polyurethane composition | |
| JP3484169B2 (en) | Curable composition and sealing material composition | |
| JPS6226349B2 (en) | ||
| US4322272A (en) | Curable composition | |
| JP3433997B2 (en) | Polysulfide-containing block copolymer, method for producing the same, and curable composition thereof | |
| JP3078226B2 (en) | Finishing method for preventing contamination of coated surface using sealing material | |
| JP2004307556A (en) | Curable composition and sealing material composition | |
| JP2651196B2 (en) | Curable composition | |
| JP4407016B2 (en) | Oxazolidine-containing poly (meth) acrylate resin and one-part moisture-curable resin composition | |
| JP2646107B2 (en) | Anaerobic and moisture-curable resin composition | |
| JPS6076589A (en) | Elastic sealant of one-pack type | |
| JP2643626B2 (en) | Primer composition | |
| JP3751924B2 (en) | Sealant composition | |
| JPH0533263B2 (en) | ||
| JPH07197010A (en) | Two-component acryl-urethane sealant composition | |
| JP2003041085A (en) | Curable composition and sealing material composition | |
| JP2000104044A (en) | One-pack moisture-curing sealing material | |
| JPS59176379A (en) | Elastic sealant | |
| JP4416628B2 (en) | How to apply sealing material for ALC plate top coating | |
| JP2000160133A (en) | Two pack type sealing material composition | |
| JP3051940B2 (en) | Curable composition | |
| JPS61203168A (en) | Polyurethane composition |