JPS6226349B2 - - Google Patents
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- Publication number
- JPS6226349B2 JPS6226349B2 JP53109390A JP10939078A JPS6226349B2 JP S6226349 B2 JPS6226349 B2 JP S6226349B2 JP 53109390 A JP53109390 A JP 53109390A JP 10939078 A JP10939078 A JP 10939078A JP S6226349 B2 JPS6226349 B2 JP S6226349B2
- Authority
- JP
- Japan
- Prior art keywords
- weight
- parts
- group
- moisture
- polymer
- 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.)
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- 239000000203 mixture Substances 0.000 claims description 21
- 229920000642 polymer Polymers 0.000 claims description 12
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000000565 sealant Substances 0.000 claims description 10
- 239000011347 resin Substances 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 229920000728 polyester Polymers 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 3
- 229920000620 organic polymer Polymers 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid Chemical class OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- -1 oligomers Substances 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- BYLSIPUARIZAHZ-UHFFFAOYSA-N 2,4,6-tris(1-phenylethyl)phenol Chemical compound C=1C(C(C)C=2C=CC=CC=2)=C(O)C(C(C)C=2C=CC=CC=2)=CC=1C(C)C1=CC=CC=C1 BYLSIPUARIZAHZ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- 239000004359 castor oil Substances 0.000 description 3
- 235000019438 castor oil Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 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 3
- 239000000178 monomer Substances 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 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
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- IPKKHRVROFYTEK-UHFFFAOYSA-N dipentyl phthalate Chemical compound CCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCC IPKKHRVROFYTEK-UHFFFAOYSA-N 0.000 description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 229920002601 oligoester Polymers 0.000 description 2
- 239000003504 photosensitizing agent Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- AVAGDIXDPQCKCQ-UHFFFAOYSA-N 1-nitro-1,2-dihydroacenaphthylene Chemical compound C1=CC(C([N+](=O)[O-])C2)=C3C2=CC=CC3=C1 AVAGDIXDPQCKCQ-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- OVOUKWFJRHALDD-UHFFFAOYSA-N 2-[2-(2-acetyloxyethoxy)ethoxy]ethyl acetate Chemical compound CC(=O)OCCOCCOCCOC(C)=O OVOUKWFJRHALDD-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 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
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical class [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 1
- 150000001540 azides Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical class CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003254 radicals Chemical group 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Description
本発明は加水分解性珪素基含有重合体を含む湿
分硬化性シーラント組成物に関する。
大気中水分に曝露するとゴム状物質へと硬化し
得る珪素基含有重合体の配合物は、例えば建築物
のシーラントなどに利用できる。この場合、施工
后のシーラント表面の残存タツク（ベトツキ）と
いう問題が、ほこりの付き易さを左右するので非
常に重視される。
本発明者らは、既に特開昭52−73998で強度、
伸びにもすぐれ、接着性良好な硬化性組成物を提
供したが、残存タツクの多い点が問題であつた。
そこで、この問題を解決するため鋭意研究を進め
た結果、本発明に到達した。
即ち、本発明は、
〔A〕：主鎖がポリエーテルまたはポリエステル
であり、重合体１分子当たり少なくとも１つの
加水分解性ケイ素基を有する分子量300〜15000
の有機重合体100重量部
〔B〕：光硬化性物質0.01〜10重量部を含有する表
面の残存タツクを画期的に少なくした湿分硬化
性シーラント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
ーラントの表面部においてのみ反応するので、強
度、伸びなどの物性には何ら影響しないで、表面
の残存タツクを効果的に低減する働きをする。
本発明で用いる光硬化性化合物とは、光の作用
によつてかなり短時間に分子構造が化学変化をお
こし硬化などの物性的変化を生ずるものである。
この種の化合物には有機単量体、オリゴマー、樹
脂或いはそれらを含む組成物等多くのものが知ら
れており、市販の任意のものを採用し得る。代表
的なものとしては不飽和アクリル系化合物、ポリ
ケイ皮酸ビニル類あるいはアジド化樹脂等が使用
できる。
不飽和アクリル系化合物は、アクリル系又はメ
タクリル系不飽和基を１ないし数個有するモノマ
ー、オリゴマー或いはそれ等の混合物であつて、
プロピレン（又はブチレン、エチレン）グリコー
ルジ（メタ）アクリラート、ネオペンチルグリコ
ールジ（メタ）ジメタクリラート等の単量体又は
分子量10000以下のオリゴエステルである。
ポリケイ皮酸ビニル類は、シンナモイル基を感
光基とする感光性樹脂でありポリビニルアルコー
ルをケイ皮酸でエステル化したものの他、多くの
ポリケイ皮酸ビニル誘導体が知られている。
アジド化樹脂は、アジド基を感光基とする感光
性樹脂として知られており、通常はジアジド化合
物を感光剤として加えたゴム感光液の他、「感光
性樹脂」（昭和47年３月17日出版、印刷学会出版
部発行、第93頁〜、第106頁〜、第117頁〜）に詳
細な例示があり、これらを単独又は混合し、必要
に応じて増感剤を加えて使用することができる。
使用量は、本発明の珪素基含有重合体100重量
部に対して0.01〜10重量部が好適で、0.01重量部
未満では効果が小さく、また10重量部をこえると
物性への悪影響が出ることがある。尚、ケトン
類、ニトロ化合物などの増感剤やアミン類などの
促進剤を添加すると、効果が高められる場合があ
る。
本発明の珪素基含有重合体とは、主鎖がポリエ
ーテルまたはポリエステルであり、重合体１分子
当たり少なくとも１つの加水分解性珪素基を有す
る分子量300〜15000の有機重合体をいうが、特に
特公昭46−30711、特公昭45−36319、特公昭46−
12154、特開昭50−156599、特願昭52−49174、特
願昭52−71411などに記されている。例えば、建
築用シーラントに本発明を利用する場合、該珪素
基含有重合体100重量部に対して本発明の光硬化
性物質0.01〜10重量部用い、必要に応じてベンゾ
フエノン、ベンゾイン、ベンジル、ベンゾインエ
チルエーテル、ジエトキシアセトフエノン等の増
感剤０〜10重量部やジメチルアミノエタノール、
トリエタノールアミン等の促進剤０〜10重量部添
加し、これにジオクチルフタレート、塩素化パラ
フイン等の可塑剤、炭酸カルシウム、タルク等の
充てん剤、酸化チタン、カーボンブラツク等の顔
料、水添ひまし油等のタレ防止剤、紫外線吸収
剤、ラジカル連鎖禁止剤等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、十分に脱水して作る。ま
た、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。
本発明の珪素基含有重合体の硬化触媒として
は、オクチル酸錫、ジブチル錫ラウレートなどの
錫化合物；カプリン酸、ステアリン酸などのカル
ボン酸；ラウリルアミン、エタノールアミンなど
のアミン；アルキルチタン酸塩、有機珪素チタン
酸塩などが単独もしくは混合して使用できる。こ
れらの硬化触媒は該珪素基含有重合体100部に対
し、0.001〜10重量部使用するのが好ましい。
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
全未端の80％に
The present invention relates to moisture curable sealant compositions containing hydrolyzable silicon group-containing polymers. Blends of silicon-based polymers that can harden to rubber-like materials on exposure to atmospheric moisture can be used, for example, as building sealants. In this case, the problem of remaining tack on the sealant surface after application is very important because it affects the ease with which dust will adhere to it. The present inventors have already demonstrated strength and
Although a curable composition with excellent elongation and good adhesion was provided, the problem was that there was a large amount of residual tack.
Therefore, as a result of intensive research to solve this problem, we have arrived at the present invention. That is, the present invention provides: [A]: The main chain is polyether or polyester, the molecular weight is 300 to 15,000, and the polymer has at least one hydrolyzable silicon group per molecule.
100 parts by weight of an organic polymer [B]: A moisture-curable sealant composition containing 0.01 to 10 parts by weight of a photocurable substance and which has a revolutionary reduction in residual tack on the surface. Since the photocurable material reacts only where it is exposed to light, that is, on the surface of the sealant, it effectively reduces residual tack on the surface without affecting physical properties such as strength and elongation. The photocurable compound used in the present invention is one whose molecular structure undergoes a chemical change in a fairly short period of time due to the action of light, resulting in physical changes such as hardening.
Many compounds of this type are known, including organic monomers, oligomers, resins, and compositions containing them, and any commercially available compounds may be used. Typical examples include unsaturated acrylic compounds, vinyl polycinnamates, and azidized resins. The unsaturated acrylic compound is a monomer, oligomer, or a mixture thereof having one or several acrylic or methacrylic unsaturated groups,
Monomers such as propylene (or butylene, ethylene) glycol di(meth)acrylate, neopentyl glycol di(meth)dimethacrylate, or oligoesters with a molecular weight of 10,000 or less. Polyvinyl cinnamate is a photosensitive resin having a cinnamoyl group as a photosensitive group, and many polyvinyl cinnamate derivatives are known in addition to those obtained by esterifying polyvinyl alcohol with cinnamic acid. Azide resin is known as a photosensitive resin that uses an azide group as a photosensitive group, and is usually used in addition to rubber photosensitive liquids containing diazide compounds as photosensitizers. (Published by Printing Society Publishing Department, pages 93~, 106~, 117~) have detailed examples, and these can be used alone or in combination, with a sensitizer added if necessary. Can be done. The amount used is preferably 0.01 to 10 parts by weight per 100 parts by weight of the silicon group-containing polymer of the present invention; less than 0.01 parts by weight will have little effect, and more than 10 parts by weight may have an adverse effect on physical properties. There is. Note that the effect may be enhanced by adding a sensitizer such as ketones or nitro compounds or an accelerator such as amines. The silicon group-containing polymer of the present invention refers to an organic polymer having a main chain of polyether or polyester and having a molecular weight of 300 to 15,000 and having at least one hydrolyzable silicon group per molecule of the polymer. 1977-30711, 1977-36319, 1973-36319, 46-
12154, Japanese Patent Application Publication No. 50-156599, Japanese Patent Application No. 52-49174, Japanese Patent Application No. 71411-1983, etc. For example, when the present invention is used in a construction sealant, 0.01 to 10 parts by weight of the photocurable material of the present invention is used per 100 parts by weight of the silicon group-containing polymer, and benzophenone, benzoin, benzyl, benzoin, etc. are used as necessary. 0 to 10 parts by weight of sensitizers such as ethyl ether, diethoxyacetophenone, dimethylaminoethanol,
Add 0 to 10 parts by weight of an accelerator such as triethanolamine, and to this add a plasticizer such as dioctyl phthalate or chlorinated paraffin, a filler such as calcium carbonate or talc, a pigment such as titanium oxide or carbon black, hydrogenated castor oil, etc. It can be produced by appropriately adding anti-sagging agents, ultraviolet absorbers, anti-aging agents such as radical chain inhibitors, etc., and then thoroughly and uniformly kneading the mixture using a kneader or paint roll. 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 construction. As curing catalysts for the silicon group-containing polymer of the present invention, tin compounds such as tin octylate and dibutyltin laurate; carboxylic acids such as capric acid and stearic acid; amines such as laurylamine and ethanolamine; alkyl titanates; Organosilicon titanates and the like can be used alone or in combination. These curing catalysts are preferably used in an amount of 0.001 to 10 parts by weight per 100 parts of the silicon group-containing polymer. Examples will be specifically described below, but the present invention is not limited thereto. Example 1: 80% of all cases
【式】基を有する平
均分子量8500のオキシプロピレン重合体100重量
部に対して、アクリル系不飽和基を数個有するオ
リゴエステルアクリラート（東亜合成化学工業、
商品名アロニツクスＭ−8060）を５重量部、増感
剤ベンゾフエノン１重量部添加し、これに可塑剤
ジオクチルフタレート30重量部、充てん剤炭酸カ
ルシウム100重量部、顔料酸化チタン25重量部、
タレ防止剤水添ひまし油３重量部、老化防止剤ス
チレン化フエノール１重量部を加え、ヘラで充分
混合后ペイントロールを３回通して混練する。
該組成物を265重量部とり、これにオクチル酸
錫１重量部とラウリルアミン１重量部を加え、ス
パチユラで充分混合后ガラス板上に塗り、その
後、光の当たる場所に放置する。約３日后の残存
タツクは第１表のように全くなかつた。[Formula] Based on 100 parts by weight of an oxypropylene polymer having an average molecular weight of 8500, an oligoester acrylate having several acrylic unsaturated groups (Toagosei Chemical Co., Ltd.,
5 parts by weight of Aronix M-8060 (trade name), 1 part by weight of benzophenone sensitizer, 30 parts by weight of plasticizer dioctyl phthalate, 100 parts by weight of filler calcium carbonate, 25 parts by weight of titanium oxide pigment,
Add 3 parts by weight of hydrogenated castor oil as an anti-sag agent and 1 part by weight of styrenated phenol as an anti-aging agent, mix thoroughly with a spatula, and then knead by passing through a paint roll three times. Take 265 parts by weight of the composition, add 1 part by weight of tin octylate and 1 part by weight of laurylamine, mix thoroughly with a spatula, apply on a glass plate, and then leave in a place exposed to light. After about 3 days, there was no remaining tack as shown in Table 1.
【表】 実施例 ２ 全末端の70％に【table】 Example 2 70% of all terminals
【式】基を有し、平
均分子量6000のアジピン酸とプロピレングリコー
ルとからの縮合により得られるポリエステル100
重量部に対し、ポリケイ皮酸ビニル10重量部と５
−ニトロアセナフテン１重量部を添加し、これに
トリエチレングリコールジ酢酸エステル30重量
部、炭酸カルシウム100重量部、酸化チタン25重
量部、水添ひまし油３重量部、スチレン化フエノ
ール１重量部を加え、ヘラで充分混合后、ペイン
トロールを３回通して混練する。
こうして得た組成物270重量部にオクチル酸錫
１重量部とエタノールアミン１重量部を加え、真
空ニーダーで撹拌下減圧脱水する。
該硬化性組成物は屋外で施工すると大気中の水
分と日光によつて硬化し、約５日后には残存タツ
クの全くない硬化物となつた。
実施例 ３
全末端の85％に[Formula] Polyester 100 obtained by condensation of adipic acid with an average molecular weight of 6000 and propylene glycol
10 parts by weight of vinyl polycinnamate and 5 parts by weight
- Add 1 part by weight of nitroacenaphthene, and add 30 parts by weight of triethylene glycol diacetate, 100 parts by weight of calcium carbonate, 25 parts by weight of titanium oxide, 3 parts by weight of hydrogenated castor oil, and 1 part by weight of styrenated phenol. After thoroughly mixing with a spatula, knead by passing through a paint roll three times. 1 part by weight of tin octylate and 1 part by weight of ethanolamine are added to 270 parts by weight of the composition thus obtained, and the mixture is dehydrated under reduced pressure with stirring in a vacuum kneader. When the curable composition was applied outdoors, it was cured by atmospheric moisture and sunlight, and after about 5 days it became a cured product with no residual tack. Example 3 85% of all ends
【式】基を有する平
均分子量9000のオキシプロピレン重合体100重量
部に対して、環化天然ゴム５重量部、感光剤２・
６−ジ−（4′−アジドベンザル）シクロヘキサノ
ン0.25重量部添加し、これに可塑剤ジアミルフタ
レート30重量部、炭酸カルシウム150重量部、ス
チレン化フエノール１重量部を加え、ヘラで混合
后、ペイントロールで混練する。
該組成物を286重量部とり、これにジブチル錫
ラウレート２重量部と活性亜鉛華３重量部を加
え、スパチユラで混合后、塗工する。約１週間
后、水分と日光によつて残存タツクの全くない硬
化物が得られた。[Formula] For 100 parts by weight of an oxypropylene polymer having an average molecular weight of 9000, 5 parts by weight of cyclized natural rubber, 2 parts by weight of photosensitizer,
Add 0.25 parts by weight of 6-di-(4'-azidobenzal)cyclohexanone, add 30 parts by weight of plasticizer diamyl phthalate, 150 parts by weight of calcium carbonate, and 1 part by weight of styrenated phenol, mix with a spatula, and apply with a paint roll. Knead with. Take 286 parts by weight of the composition, add 2 parts by weight of dibutyltin laurate and 3 parts by weight of activated zinc white, mix with a spatula, and then coat. After about a week, a cured product with no residual tack due to moisture and sunlight was obtained.
Claims (1)
テルであり、重合体１分子当たり少なくとも１
つの加水分解性ケイ素基を有する分子量300〜
15000の有機重合体100重量部 〔B〕：光硬化性物質0.01〜10重量部を含有する湿
分硬化性シーラント組成物。 ２ 〔Ｂ〕物質が、不飽和アクリル系化合物、ポ
リケイ皮酸ビニル類およびアジド化樹脂からなる
群から選ばれる化合物である特許請求の範囲第１
項記載の湿分硬化性シーラント組成物。 ３ 加水分解性基が、式【式】（ここで、 ａは０〜２の整数、Ｒは１価の炭化水素基、Ｘは
加水分解性基を示す）で示される基である特許請
求の範囲第１項記載の湿分硬化性シーラント組成
物。[Claims] 1 [A]: The main chain is polyether or polyester, and at least 1 polyester per molecule of the polymer.
Molecular weight 300~ with 2 hydrolyzable silicon groups
100 parts by weight of 15000 organic polymer [B]: Moisture-curable sealant composition containing 0.01 to 10 parts by weight of a photocurable material. 2. Claim 1, wherein the substance [B] is a compound selected from the group consisting of unsaturated acrylic compounds, polyvinyl cinnamates, and azidated resins.
Moisture-curable sealant composition as described in Section 1. 3. A patent claim in which the hydrolyzable group is a group represented by the formula [Formula] (where a is an integer of 0 to 2, R is a monovalent hydrocarbon group, and X is a hydrolyzable group) A moisture curable sealant composition according to scope 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10939078A JPS5536241A (en) | 1978-09-05 | 1978-09-05 | Curable composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10939078A JPS5536241A (en) | 1978-09-05 | 1978-09-05 | Curable composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5536241A JPS5536241A (en) | 1980-03-13 |
| JPS6226349B2 true JPS6226349B2 (en) | 1987-06-08 |
Family
ID=14509014
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10939078A Granted JPS5536241A (en) | 1978-09-05 | 1978-09-05 | Curable composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5536241A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH035172A (en) * | 1989-06-02 | 1991-01-10 | Bridgestone Corp | Precision roll |
| WO2007083709A1 (en) | 2006-01-18 | 2007-07-26 | Kaneka Corporation | Curable composition |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5763351A (en) * | 1980-10-03 | 1982-04-16 | Kanegafuchi Chem Ind Co Ltd | Composition having improved pot life |
| JP2583134B2 (en) * | 1989-11-16 | 1997-02-19 | 鐘淵化学工業株式会社 | Room temperature curable composition |
| JP2508702Y2 (en) * | 1992-05-29 | 1996-08-28 | 株式会社寺岡精工 | Load cell |
| WO1997006212A1 (en) | 1995-08-10 | 1997-02-20 | Kanegafuchi Chemical Industry Co., Ltd. | Curable polymer composition |
| CN1272380C (en) | 1998-10-08 | 2006-08-30 | 钟渊化学工业株式会社 | Curable compositions |
| JP2008156572A (en) | 2006-12-26 | 2008-07-10 | Idemitsu Kosan Co Ltd | Plasticizer for resin and resin composition containing it |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4836922A (en) * | 1971-09-14 | 1973-05-31 |
-
1978
- 1978-09-05 JP JP10939078A patent/JPS5536241A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4836922A (en) * | 1971-09-14 | 1973-05-31 |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH035172A (en) * | 1989-06-02 | 1991-01-10 | Bridgestone Corp | Precision roll |
| WO2007083709A1 (en) | 2006-01-18 | 2007-07-26 | Kaneka Corporation | Curable composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5536241A (en) | 1980-03-13 |
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