JP2003155389A - Hydrolysable silyl group-containing curable composition - Google Patents

Hydrolysable silyl group-containing curable composition

Info

Publication number
JP2003155389A
JP2003155389A JP2001357597A JP2001357597A JP2003155389A JP 2003155389 A JP2003155389 A JP 2003155389A JP 2001357597 A JP2001357597 A JP 2001357597A JP 2001357597 A JP2001357597 A JP 2001357597A JP 2003155389 A JP2003155389 A JP 2003155389A
Authority
JP
Japan
Prior art keywords
fiber
curable composition
silyl group
hydrolyzable silyl
isobutylene
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.)
Pending
Application number
JP2001357597A
Other languages
Japanese (ja)
Inventor
Shunsuke Fukatsu
俊輔 深津
Masaaki Murase
雅明 村瀬
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sunstar Engineering Inc
Original Assignee
Sunstar Engineering Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sunstar Engineering Inc filed Critical Sunstar Engineering Inc
Priority to JP2001357597A priority Critical patent/JP2003155389A/en
Publication of JP2003155389A publication Critical patent/JP2003155389A/en
Pending legal-status Critical Current

Links

Abstract

PROBLEM TO BE SOLVED: To provide a hydrolysable silyl group-containing curable composition which prevents stringing and sagging caused by the hydrolysable silyl group- containing isobutylene-based polymer as a main component. SOLUTION: This hydrolysable silyl group-containing curable composition is characterized by compounding organic fibers.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は加水分解性シリル基
含有硬化性組成物、更に詳しくは、主成分である加水分
解性シリル基含有イソブチレン系ポリマーに起因する糸
曳きや垂れ落ちを防止せしめ、作業性の改善を目的とし
た、特に建築用シーリング材として有用な硬化性組成物
に関する。
TECHNICAL FIELD The present invention relates to a curable composition containing a hydrolyzable silyl group, and more specifically, to prevent stringing and sagging caused by a hydrolyzable silyl group-containing isobutylene polymer as a main component, The present invention relates to a curable composition for improving workability, which is particularly useful as a sealing material for construction.

【0002】[0002]

【従来の技術と発明が解決しようとする課題】この種、
建築用シーリング材の主成分として、たとえば加水分解
性シリル基含有イソブチレン系ポリマーが使用されてお
り、該イソブチレン系ポリマーは、分子両末端に加水分
解性シリル基を含有し、一般に、水分および空気中の湿
分(水分)による加水分解反応に伴い硬化を起す(湿気
硬化性を具備)。しかしながら、このイソブチレン系ポ
リマーは、加水分解性シリル基(たとえばアルコキシシ
リル基)の位置が分子末端にコントロールされているの
で、その硬化物物性は良好であるが、側鎖部の大きい分
子量と、ポリプロピレンオキサイト鎖のようにエーテル
結合を持たないC−C結合であるリジッドな主鎖部から
高粘度となり、シーリング材塗布時の糸曳き(曳糸性)
や垂れ落ち(垂下性)が生じたりして作業効率が悪い。
この改善に可塑剤の使用が考えられるが、多量に用いる
と表面残留タックやゴム弾性を悪化させ、さらにポリマ
ー含有率が低下し耐候性が下がる。
[Prior Art and Problems to be Solved by the Invention]
As a main component of a building sealing material, for example, a hydrolyzable silyl group-containing isobutylene-based polymer is used, and the isobutylene-based polymer contains a hydrolyzable silyl group at both ends of the molecule and is generally used in water and air. Curing occurs due to the hydrolysis reaction by the moisture (moisture) (having moisture curability). However, since the position of the hydrolyzable silyl group (eg, alkoxysilyl group) is controlled at the molecular end of this isobutylene polymer, the physical properties of the cured product are good, but the molecular weight of the side chain is large and the polypropylene A rigid main chain, which is a C—C bond that does not have an ether bond, such as an oxite chain, has a high viscosity, which causes stringing when the sealing material is applied (spinability).
Work efficiency is poor due to dripping or drooping.
The use of a plasticizer may be considered for this improvement, but if used in a large amount, the surface residual tack and the rubber elasticity are deteriorated, and further, the polymer content is lowered and the weather resistance is lowered.

【0003】[0003]

【課題を解決するための手段】本発明者らは、上記イソ
ブチレン系ポリマーの欠点を解消するため鋭意検討を進
めたところ、セルロース繊維などの有機質繊維を配合す
れば、粘弾性でチクソトロピックな性状を有し、糸曳き
や垂れ落ちがなく、かつ高粘度化が抑えられ、作業性が
改善されることを見出し、本発明を完成させるに至っ
た。すなわち、本発明は、加水分解性シリル基含有イソ
ブチレン系ポリマーを主成分とする硬化性組成物におい
て、有機質繊維を配合したことを特徴とする加水分解性
シリル基含有硬化性組成物を提供するものである。
[Means for Solving the Problems] The inventors of the present invention have made extensive studies in order to solve the drawbacks of the above isobutylene-based polymer. As a result, when an organic fiber such as cellulose fiber is blended, the viscoelastic and thixotropic properties are exhibited. Therefore, the present invention has been completed, and it was found that there is no stringing and drooping, the increase in viscosity is suppressed, and the workability is improved, and the present invention has been completed. That is, the present invention provides a curable composition containing a hydrolyzable silyl group-containing isobutylene-based polymer as a main component, and a hydrolyzable silyl group-containing curable composition characterized by containing an organic fiber. Is.

【0004】本発明における上記イソブチレン系ポリマ
ーとは、主鎖骨格が少なくともイソブチレン単位で構成
され(要すればイソブチレン単位以外に、イソブチレン
と共重合しうる単量体(たとえば炭素数4〜12のオレ
フィン、ビニルエーテル、芳香族ビニル化合物、ビニル
シラン類、アリルシラン類など)の単位が含まれていて
もよい)、分子両末端にたとえば式:
In the present invention, the isobutylene-based polymer means that the main chain skeleton is composed of at least isobutylene units (if necessary, in addition to the isobutylene units, a monomer copolymerizable with isobutylene (for example, an olefin having 4 to 12 carbon atoms). , Vinyl ether, aromatic vinyl compounds, vinyl silanes, allyl silanes, etc.) may be contained), and both ends of the molecule have, for example, the formula:

【化1】 [式中、RとR'は同一もしくは異なって、炭素数1〜
5の低級アルキル;およびaは1〜3の整数である]の
アルコキシシリル基を含有し、かつ分子量1000〜4
0000で常温ワックス状ないし高粘度液状のものを指
称し、一般に、イニファー法と呼ばれるカチオン重合法
で得られる全末端官能型イソブチレン系重合体を用いる
ことにより製造することができる(特開平8−2317
58号公報参照)。代表的な市販品としては、式:
[Chemical 1] [In the formula, R and R ′ are the same or different,
Lower alkyl of 5; and a is an integer of 1 to 3], and has a molecular weight of 1000 to 4
It is referred to as a room temperature waxy or highly viscous liquid at 0000 and can be generally produced by using an all-terminal functional isobutylene polymer obtained by a cationic polymerization method called an inifer method (JP-A-8-2317).
58). A typical commercial product has the formula:

【化2】 [式中、nは5〜400およびmは5〜400である]
の化学構造を有する、鐘淵化学工業(株)製の「エピオ
ン」シリーズが例示される。
[Chemical 2] [In the formula, n is 5 to 400 and m is 5 to 400]
An example is the "Epion" series manufactured by Kanegafuchi Chemical Industry Co., Ltd., which has a chemical structure of

【0005】本発明で用いる有機質繊維としては、たと
えばポリプロピレン繊維、ポリエチレン繊維、ポリエー
テルアミド繊維、アクリロニトリル系繊維、ポリアクリ
ル繊維、ポリビニルアルコール繊維およびセルロース繊
維が挙げられ、特に低粘度および垂れ止め効果の点で短
繊維長のものが好ましい。配合量は通常、上記イソブチ
レン系ポリマー100部(重量部、以下同様)に対し
0.5〜10部、好ましくは1〜7.5部の範囲で選定す
ればよい。0.5部未満では、糸曳き防止や垂れ止めお
よび低粘度の効果が発現せず、また10部を越えると、
シーリング材の外観が悪化する傾向となる。
The organic fibers used in the present invention include, for example, polypropylene fibers, polyethylene fibers, polyetheramide fibers, acrylonitrile fibers, polyacrylic fibers, polyvinyl alcohol fibers and cellulose fibers, which have particularly low viscosity and anti-sagging effect. From the viewpoint, short fiber length is preferable. The compounding amount may be usually selected in the range of 0.5 to 10 parts, preferably 1 to 7.5 parts based on 100 parts of the isobutylene polymer (parts by weight, the same applies hereinafter). If it is less than 0.5 part, the effects of stringing prevention, sag prevention and low viscosity are not exhibited, and if it exceeds 10 parts,
The appearance of the sealing material tends to deteriorate.

【0006】[0006]

【発明の実施の形態】本発明に係る加水分解性シリル基
含有硬化性組成物は、上述のイソブチレン系ポリマーを
主成分とし、かつ所定量の有機質繊維を配合する以外
は、通常の成分、たとえば充填剤、可塑剤、添加ポリマ
ー、硬化触媒、その他添加剤等を適量範囲で配合した系
で構成される。なお、特に二液型とする場合には通常、
上記イソブチレン系ポリマー、充填剤および可塑剤を含
有する主剤と、硬化触媒を含有する硬化剤とを組合せ、
主剤側に有機質繊維を配合することによって構成すれば
よい。
BEST MODE FOR CARRYING OUT THE INVENTION A hydrolyzable silyl group-containing curable composition according to the present invention is a conventional component except that the above-mentioned isobutylene polymer is used as a main component and a predetermined amount of organic fiber is added. It is composed of a system in which a filler, a plasticizer, an added polymer, a curing catalyst, other additives and the like are mixed in an appropriate amount range. In addition, especially when it is a two-component type,
A combination of a main agent containing the above isobutylene-based polymer, a filler and a plasticizer, and a curing agent containing a curing catalyst,
It may be constituted by blending an organic fiber on the main agent side.

【0007】上記充填剤としては、重質炭酸カルシウ
ム、脂肪酸処理炭酸カルシウム、多孔質炭酸カルシウ
ム、珪酸カルシウム、ヒュームシリカ、沈降性シリカ、
カーボンブラック、タルク、酸化チタン、アスベスト、
ガラス繊維、マイカ、グラファイト、ケイソウ土、白
土、無水ケイ酸、クレー、炭酸マグネシウム、石英、ア
ルミニウム微粉末、フリント粉末、亜鉛末、クリストバ
ライト(特に平均粒径0.1〜20μm)等が挙げられ
る。
As the above-mentioned filler, heavy calcium carbonate, fatty acid-treated calcium carbonate, porous calcium carbonate, calcium silicate, fume silica, precipitated silica,
Carbon black, talc, titanium oxide, asbestos,
Examples thereof include glass fiber, mica, graphite, diatomaceous earth, clay, anhydrous silicic acid, clay, magnesium carbonate, quartz, fine aluminum powder, flint powder, zinc dust, and cristobalite (especially average particle size 0.1 to 20 μm).

【0008】上記可塑剤としては、炭化水素系オイル、
ジアルキルフタレート(ジオクチルフタレート、ジイソ
ノニルフタレート、ジイソデシルフタレートなど)、α
−オレフィンオキサイド、トリメリット酸のC−C
12アルキルエステル、二塩基酸エステル類(ジオクチ
ルアジペート、ジオクチルセバケートなど)、脂肪酸エ
ステル類、ポリアルキレングリコールのエステル類(ジ
エチレングリコールジベンゾエート、トリエチレングリ
コールジベンゾエートなど)、リン酸エステル類(トリ
クレジルホスフェート、トリブチルホスフェートなど)
等が挙げられる。
As the plasticizer, a hydrocarbon oil,
Dialkyl phthalates (dioctyl phthalate, diisononyl phthalate, diisodecyl phthalate, etc.), α
- olefin oxide, C 6 -C trimellitic
12 alkyl esters, dibasic acid esters (dioctyl adipate, dioctyl sebacate, etc.), fatty acid esters, polyalkylene glycol esters (diethylene glycol dibenzoate, triethylene glycol dibenzoate, etc.), phosphoric acid esters (tricresyl) (Phosphate, tributyl phosphate, etc.)
Etc.

【0009】上記添加ポリマーとしては、変成シリコー
ンポリマー(ポリオキシプロピレンエーテルを主鎖と
し、分子量8000〜15000のものが好ましい)
(相溶化剤としてα−ポリオレフィン系オイル、オレフ
ィン系プロセスオイル、パラフィン系プロセスオイルを
併用);アルコキシシリル基含有アクリル系ポリマー
[たとえば特公平3−80829号公報に開示の、
(a)アクリル酸アルキルエステル(アルキル炭素数は
好ましくは2〜4)(たとえばエチルアクリレート、プ
ロピルアクリレート、n−ブチルアクリレート、イソブ
チルアクリレート、アミルアクリレート、ヘキシルアク
リレート、2−エチルヘキシルアクリレート、シクロヘ
キシルアクリレート、n−オクチルアクリレート等)
と、(b)ビニルアルコキシシラン(たとえばビニルト
リメトキシシラン、ビニルメチルジメトキシシラン、ビ
ニルトリエトキシシラン、ビニルジメチルメトキシシラ
ン等)および(メタ)アクリロキシアルコキシシラン
(たとえばγ−メタクリロキシプロピルトリメトキシシ
ラン、γ−メタクリロキシプロピルメチルジメトキシシ
ラン等)の群から選ばれる1種または2種以上の混合物
とを、連鎖移動剤としてメルカプトアルコキシラン
(c)(たとえばγ−メルカプトプロピルメチルジメト
キシシラン、γ−メルカプトプロピルトリメトキシシラ
ン等)の存在下で、ラジカル共重合[通常、α,α'−ア
ゾビスイソブチロニトリル(AIBN)、α,α'−アゾ
ビスイソバレロニトリル、過酸化ベンゾイル、メチルエ
チルケトンパーオキシドなど重合開始剤を用いて公知の
塊状重合、溶液重合などの手法;あるいはレドックス触
媒、たとえば、遷移金属塩、アミン等と過酸化物系開始
剤を組合せたレドックス重合法により]させることによ
って製造されるもの(通常、平均分子量3000〜10
0000、1分子中の平均アルコキシシリル基数1.5
〜3個)];吸水性樹脂[架橋カルボキシメチルセルロ
ースもしくはその誘導体、デンプン−アクリル酸(また
はその塩)共重合体の架橋物、架橋ポリアクリル酸(ま
たはその塩)、架橋ポリアクリルアミド、酢酸ビニル−
アクリル酸メチル共重合体のケン化物、ポリアクリル酸
ソーダ架橋物、架橋ポリアクリル酸(またはその塩)−
スルホン酸(またはその塩)共重合体、前記架橋ポリア
クリル酸(またはその塩)のアクリル酸および/または
アクリル酸塩の一部をリン酸基含有モノマー(たとえば
メタクリロイドキシエチルホスフェート、アクリロイド
キシエチルホスフェート)で置換したもの]等が挙げら
れる。
As the above-mentioned added polymer, a modified silicone polymer (polyoxypropylene ether as a main chain and a molecular weight of 8,000 to 15,000 is preferable)
(A-polyolefin-based oil, olefin-based process oil, and paraffin-based process oil are used in combination as a compatibilizer); alkoxysilyl group-containing acrylic polymer [for example, disclosed in Japanese Patent Publication No. 3-80829].
(A) Acrylic acid alkyl ester (alkyl carbon number is preferably 2 to 4) (for example, ethyl acrylate, propyl acrylate, n-butyl acrylate, isobutyl acrylate, amyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, cyclohexyl acrylate, n- Octyl acrylate etc.)
And (b) vinylalkoxysilane (eg vinyltrimethoxysilane, vinylmethyldimethoxysilane, vinyltriethoxysilane, vinyldimethylmethoxysilane, etc.) and (meth) acryloxyalkoxysilane (eg γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, etc.) and a mixture of one or more selected from the group consisting of mercaptoalkoxylane (c) (eg, γ-mercaptopropylmethyldimethoxysilane, γ-mercaptopropyl) as a chain transfer agent. Radical copolymerization [usually α, α'-azobisisobutyronitrile (AIBN), α, α'-azobisisovaleronitrile, benzoyl peroxide, methyl ethyl ketone peroxide, etc. Heavy Known methods such as bulk polymerization and solution polymerization using an initiator; or a redox catalyst, for example, a redox polymerization method in which a peroxide initiator is combined with a transition metal salt, amine or the like] (Usually, the average molecular weight is 3000 to 10
0000, average number of alkoxysilyl groups in one molecule is 1.5
Water-absorbent resin [crosslinked carboxymethylcellulose or its derivative, crosslinked product of starch-acrylic acid (or its salt) copolymer, crosslinked polyacrylic acid (or its salt), crosslinked polyacrylamide, vinyl acetate-
Saponified Methyl Acrylate Copolymer, Crosslinked Sodium Polyacrylate, Crosslinked Polyacrylic Acid (or salt thereof)-
Sulfonic acid (or salt thereof) copolymer, acrylic acid and / or a part of acrylic acid salt of the cross-linked polyacrylic acid (or salt thereof) is used as a phosphate group-containing monomer (for example, methacryloidoxyethyl phosphate, acryloidoxy). Substituted with ethyl phosphate)] and the like.

【0010】上記硬化触媒としては、スズ系化合物(オ
クチル酸スズ、ジオクチル酸スズ、ナフテン酸スズ、ジ
ブチルスズジラウレート、ジブチルスズマレエート、ジ
ブチルスズジアセテート、ジブチルスズビスアセチルア
セトナートなど)、アミン系化合物[ブチルアミン、オ
クチルアミン、ラウリルアミン、ジブチルアミン、モノ
エタノールアミン、ジエタノールアミン、トリエタノー
ルアミン、ジエチレントリアミン、トリエチレンテトラ
ミン、オレイルアミン、シクロヘキシルアミン、ベンジ
ルアミン、ジエチルアミノイソプロピルアミン、キシリ
レンジアミン、トリエチレンジアミン、グアニジン、ジ
フェニルグアニジン、2,4,6−トリス(ジメチルアミ
ノメチル)フェノール、モルホリン、N−メチルモルホ
リン、2−エチル−4−メチルイミダゾール、1,8−
ジアザビシクロ(5.4.0)ウンデセン−7など]、チ
タン酸エステル類(テトラブチルチタネート、テトラプ
ロピルチタネートなど)、有機アルミニウム化合物(ア
ルミニウムトリスアセチルアセトナート、アルミニウム
トリスエチルアセトアセテート、ジイソプロポキシアル
ミニウムエチルアセトアセテートなど)、キレート化合
物(ジルコニウムテトラアセチルアセトナート、チタン
テトラアセチルアセトナートなど)、オクチル酸鉛、有
機カルボン酸ビスマス塩(オクチル酸ビスマス、ネオデ
カン酸ビスマス、ナフテン酸ビスマスなど)等が挙げら
れる。
As the curing catalyst, tin compounds (tin octylate, tin dioctylate, tin naphthenate, dibutyltin dilaurate, dibutyltin maleate, dibutyltin diacetate, dibutyltin bisacetylacetonate, etc.), amine compounds [butylamine, Octylamine, laurylamine, dibutylamine, monoethanolamine, diethanolamine, triethanolamine, diethylenetriamine, triethylenetetramine, oleylamine, cyclohexylamine, benzylamine, diethylaminoisopropylamine, xylylenediamine, triethylenediamine, guanidine, diphenylguanidine, 2 , 4,6-Tris (dimethylaminomethyl) phenol, morpholine, N-methylmorpholine, 2-ethyl 4-methylimidazole, 1,8
Diazabicyclo (5.4.0) undecene-7, etc.], titanic acid esters (tetrabutyl titanate, tetrapropyl titanate, etc.), organic aluminum compounds (aluminum trisacetylacetonate, aluminum trisethylacetoacetate, diisopropoxyaluminum ethyl) Acetoacetate), chelate compounds (zirconium tetraacetylacetonate, titanium tetraacetylacetonate, etc.), lead octylate, organic carboxylic acid bismuth salts (bismuth octylate, bismuth neodecanoate, bismuth naphthenate, etc.) and the like.

【0011】上記その他添加剤としては、密着剤(エポ
キシ化合物、シランカップリング剤など)、老化防止剤
(ヒンダードフェノール類、メルカプタン類、スルフィ
ド類、ジチオカルボン酸塩類、チオウレア類、チオホス
フェイト類、チオアルデヒド類など)、垂れ止め剤(水
添ヒマシ油誘導体;ステアリン酸カルシウム、ステアリ
ン酸アルミニウム、ステアリン酸バリウムなどの金属石
ケン類)、着色剤(無機・有機顔料、染料等)、物性調
整剤(各種シランカップリング剤)、水分保給剤(水、
無機塩類の水和物など)、紫外線吸収剤(ヒンダードア
ミン類、ベンゾトリアゾール類など)、オゾン劣化防止
剤、光安定剤、トーナー等が挙げられる。
The above-mentioned other additives include adhesives (epoxy compounds, silane coupling agents, etc.), antiaging agents (hindered phenols, mercaptans, sulfides, dithiocarboxylic acid salts, thioureas, thiophosphates). , Thioaldehydes, etc.), dripping inhibitor (hydrogenated castor oil derivative; metal soap such as calcium stearate, aluminum stearate, barium stearate), colorant (inorganic / organic pigments, dyes, etc.), physical property modifier (Various silane coupling agents), water retention agent (water,
Hydrates of inorganic salts, etc.), ultraviolet absorbers (hindered amines, benzotriazoles, etc.), antiozonants, light stabilizers, toners and the like.

【0012】[0012]

【実施例】実施例1〜5および比較例1 (1)主剤 下記部数の各成分を配合して、主剤とする。 実施例 比較例 成分 1〜5 イソブチレン系ポリマー(注1) 150 150 エポキシ系密着剤 5 5 光硬化性樹脂 3 3 ヒンダードフェノール系老化防止剤 1 1 ベンゾトリアゾール系光安定剤 1 1 ヒンダードアミン系光安定剤 1 1 α−ポリオレフィン系オイル 70 60 脂肪酸処理炭酸カルシウム 80 80 重質炭酸カルシウム 60 60 水 5 5 有機質繊維(注2) 計 381 計 366 [Examples] Examples 1 to 5 and Comparative Example 1 (1) Main agent The following parts of the respective components were blended to obtain a main agent. Examples Comparative Examples Components 1 to 5 1 Isobutylene-based polymer (Note 1) 150 150 Epoxy adhesive 5 5 Photocurable resin 3 3 Hindered phenol anti-aging agent 1 1 Benzotriazole light stabilizer 1 1 Hindered amine light Stabilizer 11 α-Polyolefin oil 70 60 Fatty acid-treated calcium carbonate 80 80 Heavy calcium carbonate 60 60 Water 55 5 Organic fiber (Note 2) 5 - Total 381 Total 366

【0013】注1:鐘淵化学工業(株)製の「エピオン
EP505S」(分子量約20000、ポリマー分/炭
化水素系オイル=100/50) 注2:実施例1〜3ではいずれもセルロース繊維(日本
製紙(株)製の「KCフロック」)で、その粒度グレー
ドとして、100メッシュパス品(実施例1)、50メ
ッシュパス品(実施例2)および40メッシュパス品
(実施例3)を用い;実施例4,5ではいずれもポリエ
チレン繊維(三井化学(株)製の「ケミベスト」)で、
その品番として、FDSS−2(実施例4、平均繊維長
0.6mm)およびFDSS−5(実施例5、平均繊維長
0.1mm)を用いた。
Note 1: "Epion EP505S" manufactured by Kanebuchi Chemical Co., Ltd. (molecular weight of about 20,000, polymer content / hydrocarbon-based oil = 100/50) Note 2: In Examples 1 to 3, all of the cellulose fibers ( "KC Flock" manufactured by Nippon Paper Industries Co., Ltd., and a 100 mesh pass product (Example 1), a 50 mesh pass product (Example 2) and a 40 mesh pass product (Example 3) were used as the particle size grades. In Examples 4 and 5, polyethylene fiber (“Chemist” manufactured by Mitsui Chemicals, Inc.) was used.
As the product numbers, FDSS-2 (Example 4, average fiber length 0.6 mm) and FDSS-5 (Example 5, average fiber length 0.1 mm) were used.

【0014】(2)硬化剤 下記部数の各成分を配合して、硬化剤とする。 成分 ジオクチル酸スズ 3 ラウリルアミン 0.75 重質炭酸カルシウム(平均粒径2μm) 10 α−オレフィンオキサイド 6.25 揺変剤 0.4 計 20.4 (2) Hardener A hardener is prepared by mixing the following parts in the respective components. Component parts of dioctyl stannous 3 laurylamine 0.75 Heavy calcium carbonate (average particle diameter 2 [mu] m) 10 alpha-olefin oxide 6.25 thixotropic 0.4 meter 20.4

【0015】(3)二液型硬化性組成物の調製 上記主剤100部に対し、硬化剤10部およびトナー
(顔料/可塑剤等混合物)4部を加え、撹拌混合し、次
いで真空脱泡する。 (4)性能試験(結果を下記表1に示す) i)粘度測定 上記主剤単独と、二液混合後の粘度(×10mPa・
s)に関し、B型粘度計にてローターNo.7および回転
数10rpmを用い、20℃で測定する。 ii)垂下性 ミル試験方法に準じ、20℃にて垂れ落ち長さを測定す
る。 ○:10mm未満 △:10〜15mm ×:15mmを越える iii)糸曳き性 一定量200ccのシーリング材を入れたビーカーに20
℃にて、ガラス棒を先端から一定深さ(5cm)まで浸漬
せしめた状態でガラス棒を固定し、ビーカーを自然落下
させながら、ガラス棒先端からの糸曳き長さ(mm)を測
定する。一般に150mm以下が合格値である。
(3) Preparation of two-pack type curable composition To 100 parts of the main component, 10 parts of a curing agent and 4 parts of a toner (mixture of pigment / plasticizer) are added, mixed by stirring, and then degassed in vacuum. . (4) Performance test (results are shown in Table 1 below) i) Viscosity measurement Viscosity after mixing the above-mentioned main components alone and two liquids (× 10 4 mPa ·
s) is measured at 20 ° C. with a B type viscometer using a rotor No. 7 and a rotation speed of 10 rpm. ii) According to the hanging mill test method, measure the sagging length at 20 ° C. ○: less than 10 mm △: 10 to 15 mm ×: more than 15 mm iii) Stringability 20 in a beaker containing a constant amount of 200 cc of sealing material.
The glass rod is fixed in a state where the glass rod is dipped from the tip to a certain depth (5 cm) at ℃, and the length (mm) of the string pulled from the tip of the glass rod is measured while allowing the beaker to drop naturally. In general, 150 mm or less is a pass value.

【0016】[0016]

【表1】 [Table 1]

【0017】[0017]

【発明の効果】表1の結果から、本発明(実施例1〜
5)は、二液混合後の粘度が主剤単独の粘度に比し大き
な低下もなく、垂下性および糸曳き防止に優れることが
認められる。すなわち、作業性において、主剤と硬化剤
の混合が軽く、かつ吐出ガンなどの押出し性も極めて良
好と云える。なお、本発明組成物は主に建築用シーリン
グ材を用途とするが、これ以外に、自動車、電器、土木
用のシーリング材や、その他接着剤、塗料、コーティン
グ材、ポッティング材、成形物などに適用することがで
きる。
From the results of Table 1, the present invention (Examples 1 to 1)
It is recognized that in 5), the viscosity after mixing the two liquids does not significantly decrease as compared with the viscosity of the main agent alone, and is excellent in drooping property and prevention of stringing. That is, in terms of workability, it can be said that the mixing of the main agent and the curing agent is light and the extrudability of a discharge gun or the like is extremely good. The composition of the present invention is mainly used as a sealing material for construction, but in addition to this, it is also used as a sealing material for automobiles, electric appliances, civil engineering, and other adhesives, paints, coating materials, potting materials, molded products, etc. Can be applied.

───────────────────────────────────────────────────── フロントページの続き Fターム(参考) 4H017 AA04 AA14 AB15 AC19 AE03 4J002 AA00X AE00Y BB03X BB12X BB17W BE02X BG10X CL08X DA026 DA036 DA096 DA106 DE136 DE236 DJ006 DJ016 DJ026 DJ046 DJ056 DL006 EC078 EE048 EH038 EH097 EH127 EH147 EN028 EN038 EN048 EN078 EN108 ER028 EU118 EU138 EU238 EW047 EZ048 FA04X FA046 FD016 FD02Y FD027 FD158 GJ02   ─────────────────────────────────────────────────── ─── Continued front page    F-term (reference) 4H017 AA04 AA14 AB15 AC19 AE03                 4J002 AA00X AE00Y BB03X BB12X                       BB17W BE02X BG10X CL08X                       DA026 DA036 DA096 DA106                       DE136 DE236 DJ006 DJ016                       DJ026 DJ046 DJ056 DL006                       EC078 EE048 EH038 EH097                       EH127 EH147 EN028 EN038                       EN048 EN078 EN108 ER028                       EU118 EU138 EU238 EW047                       EZ048 FA04X FA046 FD016                       FD02Y FD027 FD158 GJ02

Claims (5)

【特許請求の範囲】[Claims] 【請求項1】 加水分解性シリル基含有イソブチレン系
ポリマーを主成分とする硬化性組成物において、有機質
繊維を配合したことを特徴とする加水分解性シリル基含
有硬化性組成物。
1. A curable composition containing a hydrolyzable silyl group-containing isobutylene-based polymer as a main component, and an organic fiber incorporated therein, which is a hydrolyzable silyl group-containing curable composition.
【請求項2】 加水分解性シリル基含有イソブチレン系
ポリマー、充填剤および可塑剤を含有する主剤と、硬化
触媒を含有する硬化剤とを組合せて成る二液型である請
求項1に記載の硬化性組成物。
2. The curing according to claim 1, which is a two-pack type comprising a combination of a main agent containing a hydrolyzable silyl group-containing isobutylene polymer, a filler and a plasticizer, and a curing agent containing a curing catalyst. Sex composition.
【請求項3】 有機質繊維が、ポリプロピレン繊維、ポ
リエチレン繊維、ポリエーテルアミド繊維、アクリロニ
トリル系繊維、ポリアクリル繊維、ポリビニルアルコー
ル繊維およびセルロース繊維の群から選ばれる少なくと
も1種である請求項1または2に記載の硬化性組成物。
3. The organic fiber is at least one selected from the group consisting of polypropylene fiber, polyethylene fiber, polyetheramide fiber, acrylonitrile fiber, polyacrylic fiber, polyvinyl alcohol fiber and cellulose fiber. The curable composition described.
【請求項4】 有機質繊維の配合量が、加水分解性シリ
ル基含有イソブチレン系ポリマー100重量部に対し
て、0.5〜10重量部である請求項1乃至3のいずれ
か1つに記載の硬化性組成物。
4. The blending amount of the organic fiber is 0.5 to 10 parts by weight with respect to 100 parts by weight of the hydrolyzable silyl group-containing isobutylene-based polymer. Curable composition.
【請求項5】 垂下性がミル試験方法により10mm未満
である請求項1乃至4のいずれか1つに記載の硬化性組
成物。
5. The curable composition according to any one of claims 1 to 4, which has a drooping property of less than 10 mm according to a mill test method.
JP2001357597A 2001-11-22 2001-11-22 Hydrolysable silyl group-containing curable composition Pending JP2003155389A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2001357597A JP2003155389A (en) 2001-11-22 2001-11-22 Hydrolysable silyl group-containing curable composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2001357597A JP2003155389A (en) 2001-11-22 2001-11-22 Hydrolysable silyl group-containing curable composition

Publications (1)

Publication Number Publication Date
JP2003155389A true JP2003155389A (en) 2003-05-27

Family

ID=19168920

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2001357597A Pending JP2003155389A (en) 2001-11-22 2001-11-22 Hydrolysable silyl group-containing curable composition

Country Status (1)

Country Link
JP (1) JP2003155389A (en)

Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007037484A1 (en) 2005-09-30 2007-04-05 Kaneka Corporation Curable composition
WO2007037485A1 (en) 2005-09-30 2007-04-05 Kaneka Corporation Curable composition
WO2007094273A1 (en) 2006-02-16 2007-08-23 Kaneka Corporation Curable composition
WO2007123167A1 (en) 2006-04-20 2007-11-01 Kaneka Corporation Curable composition
WO2008032539A1 (en) 2006-09-13 2008-03-20 Kaneka Corporation MOISTURE-CURABLE POLYMER HAVING SiF GROUP AND CURABLE COMPOSITION CONTAINING THE SAME
WO2008053875A1 (en) 2006-11-01 2008-05-08 Kaneka Corporation Hardening organic polymer, process for producing the same, and hardening composition containing the polymer
WO2008062866A1 (en) 2006-11-22 2008-05-29 Kaneka Corporation Curable composition and catalyst composition
WO2008078654A1 (en) 2006-12-25 2008-07-03 Kaneka Corporation Curable composition
WO2009011329A1 (en) 2007-07-19 2009-01-22 Kaneka Corporation Curable composition
JP2010059355A (en) * 2008-09-05 2010-03-18 Aisin Chem Co Ltd Ultraviolet ray precuring sealant
WO2010082488A1 (en) 2009-01-16 2010-07-22 株式会社カネカ Curable composition and cured object formed therefrom
WO2011046235A1 (en) 2009-10-16 2011-04-21 Kaneka Corporation Curable composition
WO2011089878A1 (en) 2010-01-19 2011-07-28 株式会社カネカ Curable composition
EP2366733A2 (en) 2005-09-30 2011-09-21 Kaneka Corporation Curable composition improved in curability and storage stability
WO2012057092A1 (en) 2010-10-27 2012-05-03 株式会社カネカ Curable composition
WO2012121288A1 (en) 2011-03-09 2012-09-13 株式会社カネカ Adhesive-bonded structure comprising both adhesive composition and wood material
WO2012141281A1 (en) 2011-04-15 2012-10-18 株式会社カネカ Cladding material for construction
EP2546308A2 (en) 2004-11-10 2013-01-16 Kaneka Corporation Curable composition
WO2013042702A1 (en) 2011-09-22 2013-03-28 株式会社カネカ Curable composition and cured product thereof
WO2013180203A1 (en) 2012-05-31 2013-12-05 株式会社カネカ Polymer having terminal structure including plurality of reactive silicon groups, method for manufacturing same, and use for same
WO2014038656A1 (en) 2012-09-10 2014-03-13 株式会社カネカ Curable composition
WO2014050592A1 (en) 2012-09-28 2014-04-03 株式会社カネカ Structural body
WO2014121007A2 (en) 2013-02-01 2014-08-07 3M Innovative Properties Company Coating compositions and articles made therefrom
WO2014192842A1 (en) 2013-05-30 2014-12-04 株式会社カネカ Curable composition
WO2014192914A1 (en) 2013-05-30 2014-12-04 株式会社カネカ Curable composition, and cured product thereof
WO2014196607A1 (en) 2013-06-07 2014-12-11 株式会社カネカ Curable resin composition, structural adhesive produced using same, coating material or fiber reinforced composite material, foam body produced by foaming same, laminated body produced by curing same, and cured product thereof
WO2015098998A1 (en) 2013-12-26 2015-07-02 株式会社カネカ Curable composition and cured product thereof
WO2015111577A1 (en) 2014-01-23 2015-07-30 株式会社カネカ Curable composition
WO2016019248A1 (en) 2014-08-01 2016-02-04 3M Innovative Properties Company Self sealing permeable air barrier compositions
WO2017111121A1 (en) 2015-12-24 2017-06-29 株式会社カネカ Method for producing laminate, and laminate
US9976028B2 (en) 2015-02-23 2018-05-22 King Industries Curable coating compositions of silane functional polymers
JP6360954B1 (en) * 2017-09-22 2018-07-18 株式会社吉川国工業所 Fiber reinforced composite material
WO2019159972A1 (en) 2018-02-13 2019-08-22 株式会社カネカ Single-component curable composition for working joint
EP3608365A1 (en) 2015-10-02 2020-02-12 Kaneka Corporation Curable composition
WO2020179644A1 (en) 2019-03-04 2020-09-10 株式会社カネカ Polymer blend, composition, sealant, and sealant for tire
US10920073B2 (en) 2015-12-11 2021-02-16 Kaneka Corporation Polyurethane curable composition containing polymer fine particles excellent in mechanical strength

Cited By (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2546308A2 (en) 2004-11-10 2013-01-16 Kaneka Corporation Curable composition
EP2546307A2 (en) 2004-11-10 2013-01-16 Kaneka Corporation Curable composition
WO2007037484A1 (en) 2005-09-30 2007-04-05 Kaneka Corporation Curable composition
WO2007037485A1 (en) 2005-09-30 2007-04-05 Kaneka Corporation Curable composition
EP2366733A2 (en) 2005-09-30 2011-09-21 Kaneka Corporation Curable composition improved in curability and storage stability
WO2007094273A1 (en) 2006-02-16 2007-08-23 Kaneka Corporation Curable composition
WO2007123167A1 (en) 2006-04-20 2007-11-01 Kaneka Corporation Curable composition
WO2008032539A1 (en) 2006-09-13 2008-03-20 Kaneka Corporation MOISTURE-CURABLE POLYMER HAVING SiF GROUP AND CURABLE COMPOSITION CONTAINING THE SAME
WO2008053875A1 (en) 2006-11-01 2008-05-08 Kaneka Corporation Hardening organic polymer, process for producing the same, and hardening composition containing the polymer
WO2008062866A1 (en) 2006-11-22 2008-05-29 Kaneka Corporation Curable composition and catalyst composition
EP2302000A1 (en) 2006-11-22 2011-03-30 Kaneka Corporation Curable composition and catalyst composition
WO2008078654A1 (en) 2006-12-25 2008-07-03 Kaneka Corporation Curable composition
WO2009011329A1 (en) 2007-07-19 2009-01-22 Kaneka Corporation Curable composition
JP2010059355A (en) * 2008-09-05 2010-03-18 Aisin Chem Co Ltd Ultraviolet ray precuring sealant
WO2010082488A1 (en) 2009-01-16 2010-07-22 株式会社カネカ Curable composition and cured object formed therefrom
WO2011046235A1 (en) 2009-10-16 2011-04-21 Kaneka Corporation Curable composition
WO2011089878A1 (en) 2010-01-19 2011-07-28 株式会社カネカ Curable composition
WO2012057092A1 (en) 2010-10-27 2012-05-03 株式会社カネカ Curable composition
WO2012121288A1 (en) 2011-03-09 2012-09-13 株式会社カネカ Adhesive-bonded structure comprising both adhesive composition and wood material
WO2012141281A1 (en) 2011-04-15 2012-10-18 株式会社カネカ Cladding material for construction
WO2013042702A1 (en) 2011-09-22 2013-03-28 株式会社カネカ Curable composition and cured product thereof
WO2013180203A1 (en) 2012-05-31 2013-12-05 株式会社カネカ Polymer having terminal structure including plurality of reactive silicon groups, method for manufacturing same, and use for same
WO2014038656A1 (en) 2012-09-10 2014-03-13 株式会社カネカ Curable composition
WO2014050592A1 (en) 2012-09-28 2014-04-03 株式会社カネカ Structural body
WO2014121007A2 (en) 2013-02-01 2014-08-07 3M Innovative Properties Company Coating compositions and articles made therefrom
WO2014192842A1 (en) 2013-05-30 2014-12-04 株式会社カネカ Curable composition
WO2014192914A1 (en) 2013-05-30 2014-12-04 株式会社カネカ Curable composition, and cured product thereof
US10100195B2 (en) 2013-06-07 2018-10-16 Kaneka Corporation Curable resin composition, structural adhesive, coating material or fiber reinforced composite material using the same, foam body using the same, laminate using the same, and cured material thereof
WO2014196607A1 (en) 2013-06-07 2014-12-11 株式会社カネカ Curable resin composition, structural adhesive produced using same, coating material or fiber reinforced composite material, foam body produced by foaming same, laminated body produced by curing same, and cured product thereof
EP3604371A1 (en) 2013-06-07 2020-02-05 Kaneka Corporation Curable resin composition, structural adhesive, coating material or fiber reinforced composite material using the same, foam body using the same, laminate using the same, and cured material thereof
US10669419B2 (en) 2013-06-07 2020-06-02 Kaneka Corporation Curable resin composition, structural adhesive, coating material or fiber reinforced composite material using the same, foam body using the same, laminate using the same, and cured material thereof
WO2015098998A1 (en) 2013-12-26 2015-07-02 株式会社カネカ Curable composition and cured product thereof
WO2015111577A1 (en) 2014-01-23 2015-07-30 株式会社カネカ Curable composition
WO2016019248A1 (en) 2014-08-01 2016-02-04 3M Innovative Properties Company Self sealing permeable air barrier compositions
US9976028B2 (en) 2015-02-23 2018-05-22 King Industries Curable coating compositions of silane functional polymers
US10640641B2 (en) 2015-02-23 2020-05-05 King Industries Curable coating compositions of silane functional polymers
EP3608365A1 (en) 2015-10-02 2020-02-12 Kaneka Corporation Curable composition
US10920073B2 (en) 2015-12-11 2021-02-16 Kaneka Corporation Polyurethane curable composition containing polymer fine particles excellent in mechanical strength
WO2017111121A1 (en) 2015-12-24 2017-06-29 株式会社カネカ Method for producing laminate, and laminate
JP2019056088A (en) * 2017-09-22 2019-04-11 株式会社吉川国工業所 Fiber-reinforced composite material
JP6360954B1 (en) * 2017-09-22 2018-07-18 株式会社吉川国工業所 Fiber reinforced composite material
WO2019159972A1 (en) 2018-02-13 2019-08-22 株式会社カネカ Single-component curable composition for working joint
WO2020179644A1 (en) 2019-03-04 2020-09-10 株式会社カネカ Polymer blend, composition, sealant, and sealant for tire

Similar Documents

Publication Publication Date Title
JP2003155389A (en) Hydrolysable silyl group-containing curable composition
JP4451915B2 (en) Curable composition
WO2008062866A1 (en) Curable composition and catalyst composition
JP2000186176A (en) Alkoxysilyl group-containing curable composition
WO2015133564A1 (en) Curable composition
JP2007023293A (en) Curable composition and sealant composition
JP2555153B2 (en) Curable composition
JP5254782B2 (en) Curable resin composition
JP2009084386A (en) Adhesive set and bonding method using the same
JP5648888B2 (en) Curable composition with improved heat resistance
JP2011063669A (en) Curable composition
EP0326862B1 (en) Curable polymer composition
JP5966318B2 (en) Solvent-free one-component moisture-curable composition, sealing material comprising this composition, and solar cell module using this sealing material
JP3477120B2 (en) Two-component curable composition
JP2002105265A (en) One-component curable composition
JPS6023405A (en) Cold-setting elastic composition
JP3546523B2 (en) Curable composition
JP5891756B2 (en) One-pack type moisture curable composition, sealing material comprising this composition, and solar cell module using this sealing material
JP4353747B2 (en) Curable composition
JP3406023B2 (en) Method for producing fluoropolymer and curable composition
WO2008059873A1 (en) Sealing material composition
JPH0297562A (en) Curable resin composition
JP2609459B2 (en) Curable composition
JP2002348426A (en) Curing composition
JP2002088267A (en) Curable composition

Legal Events

Date Code Title Description
A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20050120

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20050201

A521 Written amendment

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20050329

A711 Notification of change in applicant

Free format text: JAPANESE INTERMEDIATE CODE: A711

Effective date: 20050706

A521 Written amendment

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20050824

RD02 Notification of acceptance of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7422

Effective date: 20050824

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20060502