JPH02311586A - Adhesion acceleration and method of using it - Google Patents
Adhesion acceleration and method of using itInfo
- Publication number
- JPH02311586A JPH02311586A JP13145489A JP13145489A JPH02311586A JP H02311586 A JPH02311586 A JP H02311586A JP 13145489 A JP13145489 A JP 13145489A JP 13145489 A JP13145489 A JP 13145489A JP H02311586 A JPH02311586 A JP H02311586A
- Authority
- JP
- Japan
- Prior art keywords
- adhesion promoter
- light
- coupling agent
- adhesion
- silane coupling
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 11
- 230000001133 acceleration Effects 0.000 title 1
- 230000001070 adhesive effect Effects 0.000 claims abstract description 32
- 239000000853 adhesive Substances 0.000 claims abstract description 31
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 15
- 239000012952 cationic photoinitiator Substances 0.000 claims abstract description 10
- 239000003973 paint Substances 0.000 claims abstract description 8
- 239000002318 adhesion promoter Substances 0.000 claims description 24
- 230000001678 irradiating effect Effects 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract description 3
- 239000012954 diazonium Substances 0.000 abstract description 3
- 150000001989 diazonium salts Chemical class 0.000 abstract description 3
- 150000003839 salts Chemical class 0.000 abstract description 3
- MASNVFNHVJIXLL-UHFFFAOYSA-N ethenyl(ethoxy)silicon Chemical compound CCO[Si]C=C MASNVFNHVJIXLL-UHFFFAOYSA-N 0.000 abstract description 2
- 230000009257 reactivity Effects 0.000 abstract description 2
- PLHMBEJEQKLRMH-UHFFFAOYSA-N silyloxymethyl 2-methylprop-2-enoate Chemical compound C(C(=C)C)(=O)OCO[SiH3] PLHMBEJEQKLRMH-UHFFFAOYSA-N 0.000 abstract description 2
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000010586 diagram Methods 0.000 description 11
- 230000000694 effects Effects 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 230000001737 promoting effect Effects 0.000 description 8
- 238000000862 absorption spectrum Methods 0.000 description 6
- 239000004593 Epoxy Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- -1 etc. Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 229910000077 silane Inorganic materials 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- 238000000691 measurement method Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- 125000005372 silanol group Chemical group 0.000 description 3
- 239000012756 surface treatment agent Substances 0.000 description 3
- 239000007848 Bronsted acid Substances 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 230000008094 contradictory effect Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 2
- 238000002834 transmittance Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- MGFYSGNNHQQTJW-UHFFFAOYSA-N iodonium Chemical compound [IH2+] MGFYSGNNHQQTJW-UHFFFAOYSA-N 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000002990 reinforced plastic Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、保存安定性と反応活性の両立を図った接着促
進剤及びその使用方法に関する。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an adhesion promoter that achieves both storage stability and reaction activity, and a method for using the same.
従来の接着促進剤としてはシランカップリング剤が使用
されていた。Silane coupling agents have been used as conventional adhesion promoters.
強化プラスチックの分野でガラス繊維の表面処理剤とし
て開発されたシランは、ガラス等の無機物や金属等と樹
脂との両方に強固な結合をする化合物として知られてい
る。接着の分野においても、このシランは、被着体と接
着剤の両方に強固な結合をする化合物として活用され、
接着強度を増大させることが認められている。Silane, which was developed as a surface treatment agent for glass fibers in the field of reinforced plastics, is known as a compound that strongly bonds to both inorganic materials such as glass, metals, etc., and resin. In the field of adhesives, this silane is also used as a compound that forms a strong bond to both adherends and adhesives.
It has been found to increase adhesive strength.
接着では、主にブライマーとして表面処理剤として用い
られたが、接着剤に直接混合しても接着強度向上効果が
認められたので、接着剤に直接添加して用いられるよう
になった。In adhesion, it was mainly used as a surface treatment agent as a brimer, but since it was found to be effective in improving adhesive strength even when mixed directly with adhesives, it came to be used by directly adding it to adhesives.
シラン系カップリング剤は、次の化学式で示されるシリ
コーン化合物である。The silane coupling agent is a silicone compound represented by the following chemical formula.
Ｒ−８ｉＸ ３
ココで、Ｒは反応性の有機基（ビニル、エポキシ、メタ
クリロキシプロピル等）、Ｘは加水分解性基（ハロゲン
、アルコキシ基等）である。R-8iX 3 Here, R is a reactive organic group (vinyl, epoxy, methacryloxypropyl, etc.), and X is a hydrolyzable group (halogen, alkoxy group, etc.).
シランの一端の加水分解性基は、水と反応してシラノー
ルを生じ、ガラス、金属等の表面と反応し、シロキサン
結合又は水素結合を形成する。また、他方の反応性の有
機基は、接着剤と反応することで、接着剤と被着体との
強固な結合を形成する。この結合によって、接着強度は
著しく向上すると言われている。The hydrolyzable group at one end of the silane reacts with water to produce silanol, which reacts with the surface of glass, metal, etc. to form a siloxane bond or a hydrogen bond. Further, the other reactive organic group forms a strong bond between the adhesive and the adherend by reacting with the adhesive. It is said that this bonding significantly improves adhesive strength.
以上のように、シラン系カップリング剤は、加水分解性
基が水と反応してシラノール基となり始めて効力を発揮
するものであるが、水との反応性が高い加水分解性基を
有するシランは、大気中の水蒸気等によりシラノール化
し易く、生成したシラノール基同士の反応によりシロキ
サン結合を形成してしまい（シロキサン・オリゴマーと
なり）、接着促進剤としての効果が消滅し易いという、
保存安定性上に問題があった。As mentioned above, silane coupling agents become effective when their hydrolyzable groups react with water to become silanol groups, but silanes that have hydrolyzable groups that are highly reactive with water It is said that it is easily converted into silanol by water vapor in the atmosphere, and the reaction between the generated silanol groups forms a siloxane bond (forming a siloxane oligomer), and its effect as an adhesion promoter is easily lost.
There were problems with storage stability.
一方、水との反応性が低い加水分解性基を有するシラン
は、使用時に加水分解させるために、ｐＨを３から５の
範囲に調製する必要があり、また、調製した試料液はで
きる限り速やかに使用する必要があった。On the other hand, for silanes that have hydrolyzable groups with low reactivity with water, the pH must be adjusted to a range of 3 to 5 in order to be hydrolyzed during use, and the prepared sample solution must be prepared as soon as possible. It was necessary to use it.
このように、シランカップリング剤を接着促進剤として
使用する場合には、保存安定性と反応活性の両立を図れ
ないという問題があった。As described above, when a silane coupling agent is used as an adhesion promoter, there is a problem in that storage stability and reaction activity cannot be achieved at the same time.
本発明の目的は、相反する保存安定性と反応活性を両立
できるように改良し使用しやすい接着促進剤を提供する
ことにある。An object of the present invention is to provide an adhesion promoter that is improved and easy to use so that it can achieve both the conflicting properties of storage stability and reaction activity.
本発明を概説すれば、本発明の第１の発明は接着促進剤
に関する発明であって、シランカップリング剤１００重
量部に対して、カチオン系光開始剤０．１〜１００重量
部を配合したことを特徴とする。To summarize the present invention, the first invention of the present invention relates to an adhesion promoter, in which 0.1 to 100 parts by weight of a cationic photoinitiator is blended with 100 parts by weight of a silane coupling agent. It is characterized by
また、本発明の第２の発明は接着促進剤の使用方法に関
する発明であって、第１の発明の接着促進剤を接着剤あ
るいは塗料に充てんした充てん物を、被着体表面あるい
は塗装面に塗布し、その後光を照射することを特徴とす
る。A second invention of the present invention relates to a method of using an adhesion promoter, in which a filler in which an adhesive or paint is filled with the adhesion promoter of the first invention is applied to the surface of an adherend or a painted surface. It is characterized in that it is applied and then irradiated with light.
そして、本発明の第３の発明は他の接着促進剤の使用方
法に関する発明であって、第１の発明の接着促進剤を被
着体表面あるいは塗装面に塗布し、その後光を照射した
後、接着剤あるいは塗料を該接着促進剤上に塗布するこ
とを特徴とする。The third invention of the present invention relates to another method of using an adhesion promoter, in which the adhesion promoter of the first invention is applied to the surface of an adherend or a painted surface, and then irradiated with light. , an adhesive or a paint is applied onto the adhesion promoter.
本発明は、シラン系接着促進剤として、相反する保存安
定性と反応活性を両立できるようにしたことを主な特徴
とする。この接着促進剤は光によって反応活性となるた
め冷暗所等に保存することにより、保存安定性と反応活
性の両特性を満足させることが可能となる。従来のシラ
ン系接着促進剤を使用する時は、保存安定性と反応活性
を考慮する必要があり、取扱に制約があったことが異な
る。The main feature of the present invention is that, as a silane-based adhesion promoter, it is capable of achieving both contradictory properties of storage stability and reaction activity. Since this adhesion promoter becomes reactive when exposed to light, by storing it in a cool, dark place, etc., it becomes possible to satisfy both characteristics of storage stability and reaction activity. The difference is that when using conventional silane-based adhesion promoters, it is necessary to consider storage stability and reaction activity, and there are restrictions on handling.
本発明において使用するシラン系カップリング剤として
は、ビニルエトキシシラン、メタクリロキシメトキシシ
ラン、エポキシシラン、メルカプトシランなどが好適で
ある。As the silane coupling agent used in the present invention, vinyl ethoxysilane, methacryloxymethoxysilane, epoxysilane, mercaptosilane, etc. are suitable.
本発明において使用するカチオン系光開始剤としては、
ジアゾニウム塩、ハロニウム塩、スルホニウム塩などが
好適である。The cationic photoinitiator used in the present invention includes:
Diazonium salts, halonium salts, sulfonium salts, etc. are suitable.
ジアゾニウム塩としては、ニトロフェニル基、メトキシ
フェニル基などのアニオン塩、例エバ、ＢＦ、−、ＰＦ
６−１Ａ、Ｆ、−，５ｂＦ６−などがある。Examples of diazonium salts include anionic salts such as nitrophenyl group and methoxyphenyl group, such as Eva, BF, -, PF.
6-1A, F, -, 5bF6-, etc.
また、ハロニウム塩としては、例えば、ジ（４−ｔｅｒ
−ブチルフェニル）ヨードニウムヘキサフルオロアンチ
モネートなど、スルホニウム塩としては、例えば、ビス
〔４−（ジフェニルスルホニル）フェニル〕スルフィド
−ビス−へキザフルオロホスフエートなどがある。Further, as the halonium salt, for example, di(4-ter
Examples of sulfonium salts such as -butylphenyl)iodonium hexafluoroantimonate include bis[4-(diphenylsulfonyl)phenyl]sulfide-bis-hexafluorophosphate.
カチオン系光開始剤添加量としては、０．１重量部未満
であると、シラン系カップリング剤を活性化（シラノー
ル化）する役割のＨ” （酸）の発生が少なすぎる。ま
た、１００重量部超では、硬化後の性能を低下させる恐
れがある。If the amount of the cationic photoinitiator added is less than 0.1 part by weight, too little H'' (acid), which plays a role in activating the silane coupling agent (silanolization), will be generated. If it exceeds 100%, there is a risk of deteriorating the performance after curing.
本発明の接着促進方法によると、まず、光照射すること
によりシラン系カップリング剤に添加したカチオン系光
開始剤からＨ”（ブレンステッド酸）が発生し、カップ
リング剤を活性化（シラノール化）する。According to the adhesion promotion method of the present invention, H'' (Bronsted acid) is first generated from the cationic photoinitiator added to the silane coupling agent by irradiation with light, which activates the coupling agent (silanolization). )do.
（２〕
活性化（シラノール化）されたカップリング剤は、被着
体表面、例えば金属表面のＯＨ基と水素結合あるいは共
有結合を形成する。また、カップリング剤の一方の官能
基は接着剤や塗料と結合し、接着強度（界面結合力）を
向上させる。(2) The activated (silanolated) coupling agent forms a hydrogen bond or a covalent bond with the OH group on the surface of the adherend, for example, a metal surface.Also, one functional group of the coupling agent forms a bond with the OH group on the surface of the adherend, such as a metal surface. It combines with paints and paints to improve adhesive strength (interfacial bonding strength).
Ｍｅ−ＯＨ（金属表面） ＋ Ｒ−３ｉ−ＯＨ−■
Ｍｅ−０−５ｉ−Ｒ＋ Ｒ’ （接着剤や塗料）−Ｍ
ｅ−０−３ｉ−Ｒ・−Ｒ’ （４）噸
しかし、カチオン系光開始剤を添加したシラン系カップ
リング剤は冷暗所においては、反応（１）が起こらず、
Ｈ” （ブレンステッド酸）が発生しないため、安定
である（保存安定性が良い）。Me-OH (metal surface) + R-3i-OH-■ Me-0-5i-R+ R' (adhesive or paint) -M
e-0-3i-R・-R' (4) However, reaction (1) does not occur in a silane coupling agent containing a cationic photoinitiator in a cool and dark place.
It is stable (good storage stability) because it does not generate H'' (Bronsted acid).
本発明における前記接着促進剤の使用方法は、前記した
ように、塗装の常法によって行えばよく、特に制限はな
い。The method of using the adhesion promoter in the present invention is not particularly limited and may be carried out by any conventional painting method, as described above.
以上のように、本発明の接着促進方法によると、相反す
る保存安定性と反応活性を両立できるようにした接着促
進剤を被着体表面処理剤又は添加剤として使用すること
により、接着剤の接着性を向上させることができる。As described above, according to the adhesion promotion method of the present invention, by using an adhesion promoter that can achieve both contradictory properties of storage stability and reaction activity as an adherend surface treatment agent or additive, adhesives can be improved. Adhesion can be improved.
以下、本発明を実施例により更に具体的に説明するが、
本発明はこれらに何ら限定されない。Hereinafter, the present invention will be explained in more detail with reference to Examples.
The present invention is not limited to these in any way.
実施例１及び２
第１表に示した配合成分を用いて、接着促進材料を調製
し′て得られた結果を後記第１表に他の例と共に示す。Examples 1 and 2 Using the ingredients shown in Table 1, adhesion promoting materials were prepared and the results obtained are shown in Table 1 below together with other examples.
第１表に示すように、力、チオン系光開始剤を添加した
接着促進材料は、第１図の光（紫外線）照射前後の赤外
線吸収スペクトルによると、光（紫外線）照射によりシ
ランカップリング剤が明らかに活性化されていることが
判る（シラノール基による３４００ｃ＋ｒｒ ’付近の
ピークが現われる）。すなわち第１図はカチオン系光開
始剤を添加したか添加していない接着促進材料の光（紫
外線）照射前後の赤外線吸収スペクトルを波数（ｃｍ−
’、横軸）と透過率（％、縦軸）との関係で示す図であ
って、第１−１図は実施例１の光照射前、第１−２図は
紫外線を１０ｍＷ／ｃｍ２．０．５分照射後の各ズベク
トル図である。なお、第１−３図は後記比較例である。As shown in Table 1, according to the infrared absorption spectra before and after irradiation of light (ultraviolet light) in Figure 1, the adhesion promoting material to which a thionic photoinitiator was added was able to act as a silane coupling agent when irradiated with light (ultraviolet light). It can be seen that is clearly activated (a peak near 3400c+rr' due to silanol groups appears). In other words, Figure 1 shows the infrared absorption spectra of the adhesion promoting material with and without the addition of a cationic photoinitiator before and after irradiation with light (ultraviolet light) in wavenumbers (cm-
1-1 shows the relationship between the transmittance (%, the vertical axis) and the transmittance (%, the vertical axis), in which FIG. 1-1 is before the light irradiation of Example 1, and FIG. It is each vector diagram after irradiation for 0.5 minutes. In addition, FIGS. 1-3 are comparative examples described later.
また、実施例１の接着促進材料をガラス板に塗布した後
、光（紫外線）照射する。その後に、エポキシ系の紫外
線硬化接着剤（エピコート８２８■／脂環エポキシＢＲ
Ｌ４２０６■／５ｐＦＯ■＝８０／ ２０／ ３）を用
いて、第２図に示すような接着試験片を作製（約１０ｍ
Ｗ／ｃｍ２の紫外線を５分間照射後、６０℃、１時間ア
フタエージングで接着）、初期せん断接着強度及び１０
時間煮沸後のせん断接着強度を測定したところ、いずれ
のせん断接着強度も２００ｋｇｆ／ｃｍ’であり、被着
体のガラスが破壊した。なお第２図は接着試験片の作製
及び接着強度測定法の概要図であって、第２−１図は測
定法の概要図、第２−２図は試験片を示す図である。Moreover, after applying the adhesion promoting material of Example 1 to a glass plate, it is irradiated with light (ultraviolet rays). After that, apply an epoxy ultraviolet curing adhesive (Epicoat 828■/Alicyclic Epoxy BR).
Using L4206■/5pFO■=80/20/3), an adhesive test piece as shown in Figure 2 was prepared (approximately 10m long).
After 5 minutes of UV irradiation at W/cm2, after-aging at 60°C for 1 hour), initial shear adhesive strength and 10
When the shear adhesive strength was measured after boiling for a time, the shear adhesive strength was 200 kgf/cm' in all cases, and the glass of the adherend was destroyed. In addition, FIG. 2 is a schematic diagram of the preparation of the adhesive test piece and the adhesive strength measurement method, FIG. 2-1 is a schematic diagram of the measurement method, and FIG. 2-2 is a diagram showing the test piece.
また、第１表に示した配合成分を用いた接着促進材料を
、６０℃の高温槽中に１週間入れて置いても、Ｓｉ−［
］Ｈ基又はそれが縮合反応したＳｉ−［１−３ｉがほと
んど検出されず（赤外線吸収スペクトルによる）、シラ
ンカップリング剤は活性化されず、保存安定性がよいこ
とが判った。Moreover, even if the adhesion promoting material using the compounded components shown in Table 1 was placed in a high temperature bath at 60°C for one week, Si-[
] H group or Si-[1-3i resulting from a condensation reaction thereof was hardly detected (according to infrared absorption spectrum), the silane coupling agent was not activated, and it was found that storage stability was good.
比較例１及び２
第１表に示した配合成分を用いて接着促進材料を調製し
て得られた結果を第１表に示す。光（紫外線）照射前後
の赤外線吸収スペクトルによると、第１−３図に示した
ように、光（赤外線）照射によりシランカップリング剤
が活性化されていないことが判った。なお、第１−３図
は比較例１のものを紫外線照射（１０ｍＷ／ｃｍ２．０
．５分）した後の赤外線吸収スペクトル図である。 ま
た、比較例１の接着促進材料をガラス板に塗布した後、
光（紫外線）照射する。その後に、エポキシ系の紫外線
硬化接着剤（エピコー）８２８■／脂環エポキシＥＲＬ
４２０６■／５ｐ１５０＠＝ ８０／ ２０／ ３）を
用いて、第２図に示すような接着試験片を作製、せん断
接着強度及び１０時間煮沸後のせん断接着強度を測定し
たところ、それぞれのせん断接着強度は１２０ｋｇｆ／
ｃｍ’及び１０ ｋｇｆ／ｃｍ２以下と小さい。Comparative Examples 1 and 2 Table 1 shows the results obtained by preparing adhesion promoting materials using the ingredients shown in Table 1. According to infrared absorption spectra before and after light (ultraviolet) irradiation, it was found that the silane coupling agent was not activated by light (infrared) irradiation, as shown in Figures 1-3. In addition, Figures 1-3 show the results of Comparative Example 1 when irradiated with ultraviolet light (10 mW/cm2.0
．． It is an infrared absorption spectrum diagram after 5 minutes). In addition, after applying the adhesion promoting material of Comparative Example 1 to a glass plate,
Irradiate light (ultraviolet light). After that, apply epoxy ultraviolet curing adhesive (Epicor) 828■/alicyclic epoxy ERL.
4206■/5p150@=80/20/3) was used to prepare adhesive test pieces as shown in Figure 2, and the shear adhesive strength and shear adhesive strength after 10 hours of boiling were measured. Strength is 120kgf/
cm' and 10 kgf/cm2 or less.
なお、塗料でも同様の硬化が得られた。Note that similar curing was obtained with the paint.
以上説明したように、本発明の接着促進剤を使用すれば
、接着界面結合力を向上でき、かつ従来問題であった保
存安定性等の使用上の制約もなくなる。したがって、本
発明の接着促進剤及び方法は手軽に使用でき、接着強度
や耐久接着性を容易に向上できるので、その効果は極め
て有用なものがあり、関連業界における価値は高い。As explained above, by using the adhesion promoter of the present invention, the adhesive interfacial bonding strength can be improved, and the limitations on use such as storage stability, which have been problems in the past, can be eliminated. Therefore, the adhesion promoter and method of the present invention are easy to use and can easily improve adhesive strength and durable adhesive properties, so the effects are extremely useful and have high value in related industries.
第１図はカチオン系光開始剤を添加したか添加していな
い接着促進材料の光（紫外線）照射前後の赤外線吸収ス
ペクトル図であって、第１−１図は本発明の１実施例の
ものの光照射前、第１−２図はその光照射後、第１−３
図は比較例のものの光照射後の各スペクトル図、第２図
は接着試験片の作製及び接着強度測定法の概要図であっ
て、第２−１図は測定法の概要図、第２−２図は試験片
を示す図である。
１ ： 憾■FIG. 1 shows infrared absorption spectra before and after irradiation with light (ultraviolet light) of adhesion promoting materials with and without addition of a cationic photoinitiator, and FIG. 1-1 shows one example of the present invention. Before light irradiation, Figure 1-2 is after the light irradiation, Figure 1-3
The figure shows each spectrum diagram of a comparative example after light irradiation, Figure 2 is a schematic diagram of the preparation of an adhesive test piece and a method for measuring adhesive strength, Figure 2-1 is a diagram of a schematic diagram of the measurement method, and Figure 2-1 is a diagram of a schematic diagram of the measurement method. Figure 2 shows a test piece. 1: Regret■
Claims (1)
オン系光開始剤０．１〜１００重量部を配合したことを
特徴とする接着促進剤。 ２、請求項１記載の接着促進剤を接着剤あるいは塗料に
充てんした充てん物を、被着体表面あるいは塗装面に塗
布し、その後光を照射することを特徴とする接着促進剤
の使用方法。 ３、請求項１記載の接着促進剤を被着体表面あるいは塗
装面に塗布し、その後光を照射した後、接着剤あるいは
塗料を該接着促進剤上に塗布することを特徴とする接着
促進剤の使用方法。[Scope of Claims] 1. An adhesion promoter characterized in that 0.1 to 100 parts by weight of a cationic photoinitiator is blended with 100 parts by weight of a silane coupling agent. 2. A method of using an adhesion promoter, which comprises applying the adhesion promoter according to claim 1 to an adherend surface or a painted surface, and then irradiating it with light. 3. An adhesion promoter characterized in that the adhesion promoter according to claim 1 is applied to the surface of an adherend or a painted surface, and then irradiated with light, and then an adhesive or paint is applied on the adhesion promoter. How to use.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13145489A JP2663173B2 (en) | 1989-05-26 | 1989-05-26 | Adhesion promoter and method of using the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13145489A JP2663173B2 (en) | 1989-05-26 | 1989-05-26 | Adhesion promoter and method of using the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02311586A true JPH02311586A (en) | 1990-12-27 |
| JP2663173B2 JP2663173B2 (en) | 1997-10-15 |
Family
ID=15058337
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13145489A Expired - Lifetime JP2663173B2 (en) | 1989-05-26 | 1989-05-26 | Adhesion promoter and method of using the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2663173B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007169169A (en) * | 2005-12-19 | 2007-07-05 | Tokuyama Corp | Dental one-pot type primer composition for ceramics |
| JP2007277114A (en) * | 2006-04-03 | 2007-10-25 | Tokuyama Corp | Adhesive composition for dental restored material made form ceramics |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7053521B2 (en) * | 2003-11-10 | 2006-05-30 | General Electric Company | Method for enhancing epoxy adhesion to gold surfaces |
-
1989
- 1989-05-26 JP JP13145489A patent/JP2663173B2/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007169169A (en) * | 2005-12-19 | 2007-07-05 | Tokuyama Corp | Dental one-pot type primer composition for ceramics |
| JP2007277114A (en) * | 2006-04-03 | 2007-10-25 | Tokuyama Corp | Adhesive composition for dental restored material made form ceramics |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2663173B2 (en) | 1997-10-15 |
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