JPH03169543A - Synthetic resin-glass laminate - Google Patents
Synthetic resin-glass laminateInfo
- Publication number
- JPH03169543A JPH03169543A JP31204289A JP31204289A JPH03169543A JP H03169543 A JPH03169543 A JP H03169543A JP 31204289 A JP31204289 A JP 31204289A JP 31204289 A JP31204289 A JP 31204289A JP H03169543 A JPH03169543 A JP H03169543A
- Authority
- JP
- Japan
- Prior art keywords
- synthetic resin
- glass
- coupling agent
- adhesive layer
- amino group
- 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
Links
- 239000005340 laminated glass Substances 0.000 title claims abstract description 31
- 239000010410 layer Substances 0.000 claims abstract description 30
- 229920005989 resin Polymers 0.000 claims abstract description 28
- 239000011347 resin Substances 0.000 claims abstract description 28
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 27
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 26
- 239000007822 coupling agent Substances 0.000 claims abstract description 21
- 239000012790 adhesive layer Substances 0.000 claims abstract description 18
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 14
- 239000000057 synthetic resin Substances 0.000 claims abstract description 14
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims abstract description 9
- 125000003277 amino group Chemical group 0.000 claims abstract description 6
- 239000011521 glass Substances 0.000 abstract description 17
- 239000006087 Silane Coupling Agent Substances 0.000 abstract description 4
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 11
- 239000000853 adhesive Substances 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 230000007423 decrease Effects 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- -1 polyethylene terephthalate Polymers 0.000 description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 239000000805 composite resin Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- MGWAVDBGNNKXQV-UHFFFAOYSA-N diisobutyl phthalate Chemical compound CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C MGWAVDBGNNKXQV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000005033 polyvinylidene chloride Substances 0.000 description 2
- JEYLQCXBYFQJRO-UHFFFAOYSA-N 2-[2-[2-(2-ethylbutanoyloxy)ethoxy]ethoxy]ethyl 2-ethylbutanoate Chemical compound CCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CC JEYLQCXBYFQJRO-UHFFFAOYSA-N 0.000 description 1
- ALKCLFLTXBBMMP-UHFFFAOYSA-N 3,7-dimethylocta-1,6-dien-3-yl hexanoate Chemical compound CCCCCC(=O)OC(C)(C=C)CCC=C(C)C ALKCLFLTXBBMMP-UHFFFAOYSA-N 0.000 description 1
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000005266 casting Methods 0.000 description 1
- KRGNPJFAKZHQPS-UHFFFAOYSA-N chloroethene;ethene Chemical group C=C.ClC=C KRGNPJFAKZHQPS-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000005329 float glass Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- SPBCHCVRFZZHQI-UHFFFAOYSA-N n'-(4-trimethoxysilylbutan-2-yl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCC(C)NCCN SPBCHCVRFZZHQI-UHFFFAOYSA-N 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、合成樹脂−ガラス積層体に関し、詳しくは、
最外層の少なくとも一層が合成樹脂層からなると共に、
可塑化ビニル系樹脂シートからなる中間接着層を有する
合或樹脂一ガラス積層体に関する。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to a synthetic resin-glass laminate.
At least one of the outermost layers is made of a synthetic resin layer, and
The present invention relates to a composite resin-glass laminate having an intermediate adhesive layer made of a plasticized vinyl resin sheet.
（従来の技術）
従来、複数のガラスを積層接着してなる合わせガラスは
、貫通防止やガラス片飛散防止のために、広く用いられ
ている。しかし、合わせガラスといえども、人体が大き
い衝撃強度で合わせガラスに衝突した場合、例えば、損
傷されたガラス面によって、顔面や眼が傷付けられるお
それがある。(Prior Art) Conventionally, laminated glass made by laminating and bonding a plurality of glasses has been widely used to prevent penetration and scattering of glass pieces. However, even with laminated glass, if a human body collides with the laminated glass with a high impact strength, the damaged glass surface may cause injury to the face or eyes, for example.
そこで、近年、従来の合わせガラスに代わるものとして
、最外層の少なくとも一層が合成樹脂層からなる合或樹
脂一ガラス積層体が提案されている。Therefore, in recent years, as an alternative to conventional laminated glass, a laminated glass or resin-glass laminate, in which at least one outermost layer is a synthetic resin layer, has been proposed.
このような合成樹脂−ガラス積層体は、最外層が合成樹
脂層からなるために、従来の合わせガラスに比べて、一
層の安全性が確保されるものの、従来の合わせガラスに
おけると同様に、中間接着層として可塑化ボリビニルブ
チラールシ一トを用い、これによって最外層の合或樹脂
層とガラスや、或いはガラスを相互に接着するとき、最
外層の合威樹脂層から内部に水分が侵入しやすく、その
結果、可塑化ポリビニルブチラールシ一トと合成樹脂層
との界面や可塑化ボリビニルブチラールとガラスとの界
面で接着力が低下するので、積層体としての構造を保持
させ難いと共に、安全性の維持にも問題がある。Since the outermost layer of such a synthetic resin-glass laminate is made of a synthetic resin layer, it is safer than conventional laminated glass, but as with conventional laminated glass, the middle layer Plasticized polyvinyl butyral sheet is used as the adhesive layer, and when the outermost resin layer is bonded to glass or glass is bonded to each other, moisture does not enter the interior from the outermost bonded resin layer. As a result, the adhesive strength decreases at the interface between the plasticized polyvinyl butyral sheet and the synthetic resin layer and the interface between the plasticized polyvinyl butyral sheet and the glass, making it difficult to maintain the structure of the laminate and making it safer. There are also problems with maintaining sexuality.
（発明が解決しようとする課題）
本発明者らは、上記したような最外層に合成樹脂層を有
する合或樹脂一ガラス積層体における問題を解決するた
めに鋭意研究した結果、特に、可塑化ビニル系樹脂に、
分子末端にアミノ基を有すると共に、分子内に第２級ア
ミノ基を有するカップリング剤を配合して、中間接着層
として用いることによって、予期しないことに、中間接
着層と合或樹脂層又はガラスとの界面における接着力の
低下が軽減された合成樹脂−ガラス積層体を得ることが
できることを見出して、本発明に至ったものである。(Problems to be Solved by the Invention) As a result of intensive research in order to solve the problems in the above-mentioned composite resin-glass laminate having a synthetic resin layer as the outermost layer, the present inventors found that, in particular, plasticization For vinyl resin,
By blending a coupling agent that has an amino group at the end of the molecule and a secondary amino group within the molecule and using it as an intermediate adhesive layer, it is possible to unexpectedly combine with the intermediate adhesive layer or create a resin layer or glass. The inventors have discovered that it is possible to obtain a synthetic resin-glass laminate in which the decrease in adhesive force at the interface with the glass is reduced, leading to the present invention.
（課題を解決するための手段）
本発明は、最外層の少なくとも一層が合或樹脂層からな
ると共に、可塑化ビニル系樹脂シートからなる中間接着
層を有する合成樹脂一ガラス積層体において、上記中間
接着層に末端にアξノ基を有し、且つ、分子内に第２級
アミノ基を有するカップリング剤を含有させてなること
を特徴とする。(Means for Solving the Problems) The present invention provides a synthetic resin-glass laminate in which at least one of the outermost layers is made of a synthetic resin layer and has an intermediate adhesive layer made of a plasticized vinyl resin sheet. It is characterized in that the adhesive layer contains a coupling agent having an ξ group at the end and a secondary amino group in the molecule.
本発明においては、合或樹脂一ガラス積層体の構成とし
ては、ガラス／可塑化ビニル系樹脂シ一ト／ガラス／可
塑化ビニル系樹脂シ一ト／合或樹脂層、ガラス／可塑化
ビニル系樹脂シ一ト／合成樹脂層、合威樹脂Ｎ／可塑化
ビニル系樹脂シ一ト／ガラス／可塑化ビニル系樹脂シ一
ト／合成樹脂層等を挙げることができるが、しかし、こ
れらに限定されるものではない。また、上記合成樹脂層
としては、例えば、ポリエチレンテレフタレート、ポリ
ブチレンテレフタレート、アクリル樹脂、ポリカーボネ
ート、ポリ塩化ビニリデン等、透明性のよいものが好ま
しく用いられる。In the present invention, the composition of the composite resin-glass laminate includes glass/plasticized vinyl resin sheet/glass/plasticized vinyl resin sheet/laminated resin layer, glass/plasticized vinyl resin sheet, Examples include resin sheet/synthetic resin layer, Hewei Resin N/plasticized vinyl resin sheet/glass/plasticized vinyl resin sheet/synthetic resin layer, but are limited to these. It is not something that will be done. Further, as the synthetic resin layer, a material having good transparency such as polyethylene terephthalate, polybutylene terephthalate, acrylic resin, polycarbonate, polyvinylidene chloride, etc. is preferably used.
本発明において、中間接着層として用いる可塑化ビニル
系樹脂シートは、ビニル系樹脂に可塑剤を混練し、これ
をシートに成形してなるものであって、ビニル系樹脂と
しては、例えば、ポリビニルブチラール、ポリ塩化ビニ
ル、塩化ビニルーエチレン共重合体、塩化ビニルーエチ
レンーグリシジルメタクリレート共重合体、塩化ビニル
ーエチレンーグリシジルアクリレート共単量体、塩化ビ
ニルーグリシジルメタクリレート共重合体、塩化ビニル
ーグリシジルアクリレート共重合体、ポリ塩化ビニリデ
ン、塩化ビニリデンーアクリロニトリル共重合体、ポリ
酢酸ビニル、ポリビニルアセタールーボリビニルブチラ
ール混合物等を挙げることができる。これらのなかでは
、特に、ポリビニルブチラール又は塩化ビニルーエチレ
ンーグリシジルメタクリレート共重合体が好ましく用い
られる。In the present invention, the plasticized vinyl resin sheet used as the intermediate adhesive layer is made by kneading a plasticizer with a vinyl resin and molding this into a sheet. Examples of the vinyl resin include polyvinyl butyral, for example. , polyvinyl chloride, vinyl chloride-ethylene copolymer, vinyl chloride-ethylene-glycidyl methacrylate copolymer, vinyl chloride-ethylene-glycidyl acrylate comonomer, vinyl chloride-glycidyl methacrylate copolymer, vinyl chloride-glycidyl acrylate Copolymers, polyvinylidene chloride, vinylidene chloride-acrylonitrile copolymers, polyvinyl acetate, polyvinyl acetal-polyvinyl butyral mixtures, and the like can be mentioned. Among these, polyvinyl butyral or vinyl chloride-ethylene-glycidyl methacrylate copolymer is particularly preferably used.
また、このようなビニル系樹脂に混練する可塑剤は、特
に、限定されるものではないが、具体例として、例えば
、ジオクチルフタレート、ジブチルフタレート、ジイソ
ブチルフタレート、アジピン酸ジー２−エチルヘキシル
、アジピン酸ジイソデシル、エボキシ脂肪酸モノエステ
ル、トリエチレングリコール−２−エチルプチレート、
トリエチレングリコールジー２−エチルヘキソエート、
セバシン酸ジブチル等を挙げることができる。可塑剤の
配合量は、ビニル系樹脂に対して２０〜４０重量％の範
囲が好ましい。Further, the plasticizer to be kneaded into such vinyl resin is not particularly limited, but specific examples include dioctyl phthalate, dibutyl phthalate, diisobutyl phthalate, di-2-ethylhexyl adipate, and diisodecyl adipate. , eboxy fatty acid monoester, triethylene glycol-2-ethylbutyrate,
triethylene glycol di-2-ethylhexoate,
Dibutyl sebacate and the like can be mentioned. The blending amount of the plasticizer is preferably in the range of 20 to 40% by weight based on the vinyl resin.
本発明による合成樹脂一ガラス積層体においては、中間
接着層は、上記のような可塑化ビニル系樹脂シートに、
末端にアミノ基を有すると共に、分子内に第２級アミノ
基（一ＮＨ−）を有するカップリング剤を含有させてな
るものである。カップリング剤としては、Ｎ−（β−ア
ミノエチル）一γ−アミノブ口ピルトリメトキシシラン
、Ｎ−（β−アミノエチル）一γ−アよノプロピルメチ
ルジメトキシシラン等のシランカップリング剤、イソプ
ロピルトリ（Ｎ−アミノエチルアミノエチル）チタネー
ト等のチタネートカップリング剤、アルミニウムカップ
リング剤等を挙げることができる。これらのなかでは、
特に、シランカツプリング剤が好ましく用いられる。In the synthetic resin-glass laminate according to the present invention, the intermediate adhesive layer is a plasticized vinyl resin sheet as described above,
It contains a coupling agent having an amino group at the terminal and a secondary amino group (1NH-) in the molecule. Examples of coupling agents include silane coupling agents such as N-(β-aminoethyl)-γ-aminobutyltrimethoxysilane, N-(β-aminoethyl)-γ-aryonopropylmethyldimethoxysilane, isopropyl Examples include titanate coupling agents such as tri(N-aminoethylaminoethyl) titanate, aluminum coupling agents, and the like. Among these,
In particular, silane coupling agents are preferably used.
本発明において、このようなカップリング剤は、可塑化
ビニル系樹脂に対して１〜１０重景％、好ましくは２〜
５重量％の範囲で含有せしめられる。In the present invention, such a coupling agent is used in an amount of 1 to 10%, preferably 2 to 10%, based on the plasticized vinyl resin.
It is contained in a range of 5% by weight.
カップリング剤の可塑化ビニル系樹脂に対する配合量が
１重量％よりも少ないときは、可塑化ビニル系樹脂シー
トと合成樹脂層又はガラスとの界面における接着力の低
下を有効に防止することができず、他方、１０重量％よ
り多く配合しても、効果の増大がみられない。When the amount of the coupling agent added to the plasticized vinyl resin is less than 1% by weight, it is possible to effectively prevent a decrease in adhesive strength at the interface between the plasticized vinyl resin sheet and the synthetic resin layer or glass. On the other hand, no increase in the effect is observed even when the amount is more than 10% by weight.
カップリング剤を含む可塑化ビニル系樹脂のシートへの
成形は、任意の公知の方法、例えば、カレンダーロール
法、押出法、キャスティング法、インフレーション法等
によればよい。また、シ一ト戒形に際して、必要に応じ
て、シートに熱安定剤、紫外線吸収剤、酸化防止剤等を
配合してもよい。更に、高耐貫通性を与えるために、接
着力調整剤、例えば、金属塩等を配合してもよい。The plasticized vinyl resin containing the coupling agent may be formed into a sheet by any known method, such as a calender roll method, an extrusion method, a casting method, an inflation method, and the like. Further, when forming the sheet, a heat stabilizer, an ultraviolet absorber, an antioxidant, etc. may be added to the sheet as necessary. Furthermore, in order to provide high penetration resistance, an adhesive force regulator, such as a metal salt, may be added.
（発明の効果）
以上のように、本発明の合成樹脂−ガラス積層体におい
ては、分子末端にアミノ基を有し、分子内に第２級アミ
ノ基を有するカップリング剤が中間接着層に含まれてい
る。従って、例えば、中間接着層を構戊するビニル系樹
脂がポリビニルブチラールである場合、カップリング剤
の末端アくノ基が合戊樹脂層側に配向し、他端のシラノ
ール基、チタノール基等がポリビニルブチラールと水素
結合を形成して、合或樹脂層と中間接着層とが強固に接
着されると共に、積層体に侵入した水は、カップリング
剤分子中の第２級アミノ基と水素結合を生成して捕捉さ
れるため、カップリング剤とポリビニルブチラールとの
間の水素結合の生或を阻害しないものとみられる。(Effects of the Invention) As described above, in the synthetic resin-glass laminate of the present invention, the intermediate adhesive layer contains a coupling agent having an amino group at the end of the molecule and a secondary amino group within the molecule. It is. Therefore, for example, when the vinyl resin constituting the intermediate adhesive layer is polyvinyl butyral, the terminal acrylic group of the coupling agent is oriented toward the composite resin layer, and the silanol group, titanol group, etc. at the other end are oriented toward the composite resin layer. Hydrogen bonds are formed with the polyvinyl butyral to firmly bond the combined resin layer and the intermediate adhesive layer, and water that has entered the laminate forms hydrogen bonds with the secondary amino groups in the coupling agent molecules. Since it is generated and captured, it does not seem to inhibit the formation of hydrogen bonds between the coupling agent and polyvinyl butyral.
従って、本発明によれば、積層体に水分が侵入しても、
中間接着層と合或樹脂層又はガラスとの界面における接
着力の低下が軽減された合成樹脂ガラス積層体を得るこ
とができる。Therefore, according to the present invention, even if moisture enters the laminate,
It is possible to obtain a synthetic resin glass laminate in which the decrease in adhesive force at the interface between the intermediate adhesive layer and the composite resin layer or glass is reduced.
（実施例） 以下に実施例を挙げて本発明を詳細に説明する。(Example) The present invention will be explained in detail by giving examples below.
実施例１
ポリビニルブチラール１００重景部、可塑剤トリエチレ
ングリコールジー２−エチルブチレート４０重量部及び
シランカツプリング剤Ｎ−（βアミノエチル）一γ一．
アミノプロピルトリメトキシシラン５重量部をロール混
練し、シートに或形した。このシートを厚さ１００μｍ
のボリエチレンテレフタレートフイルムと厚さ３ ｍｍ
のフロートガラスとの間に挾み、通常の合わせガラスの
製造と同様にして、積層接着して、ガラス積層体を得た
。Example 1 100 parts by weight of polyvinyl butyral, 40 parts by weight of triethylene glycol di-2-ethyl butyrate as a plasticizer, and silane coupling agent N-(β-aminoethyl)-γ-1.
5 parts by weight of aminopropyltrimethoxysilane was roll-kneaded and shaped into a sheet. This sheet has a thickness of 100μm
polyethylene terephthalate film with a thickness of 3 mm
A glass laminate was obtained by sandwiching the glass and the float glass and laminating and adhering them in the same manner as in the production of ordinary laminated glass.
実施例２
実施例１において、カップリング剤として、Ｎ一（β−
アミノエチル）一γ−アミノプロピルメチルジメトキシ
シランを用いた以外は、実施例１と同様にしてガラス積
層体を得た。Example 2 In Example 1, N-(β-
A glass laminate was obtained in the same manner as in Example 1, except that γ-aminopropylmethyldimethoxysilane was used.
実施例３
実施例１において、カップリング剤として、イソプロビ
ルトリ（Ｎ−ア５ノエチルアミノエチル）チクネートを
用いた以外は、実施例１と同様にしてガラス積層体を得
た。Example 3 A glass laminate was obtained in the same manner as in Example 1, except that isoprobyltri(N-a5noethylaminoethyl)thicnate was used as the coupling agent.
実施例４
実施例１において、ビニル系樹脂として、塩化ビニルー
エチレンーグリシジルメタクリレート（モル比１ ０
０／２ ０／１、重合度９００）の共重合体を用いた以
外は、実施例１と同様にしてガラス積層体を得た。Example 4 In Example 1, vinyl chloride-ethylene-glycidyl methacrylate (molar ratio 10
A glass laminate was obtained in the same manner as in Example 1, except that a copolymer with a polymerization degree of 0/2 to 0/1 and a polymerization degree of 900 was used.
実施例５
実施例４において、カップリング剤として、Ｎ一（β−
アξノエチル）一γ−アミノプロピルメチルジメトキシ
シランを用いた以外は、実施例４と同様にしてガラス積
層体を得た。Example 5 In Example 4, N-(β-
A glass laminate was obtained in the same manner as in Example 4, except that ξ-noethyl)-γ-aminopropylmethyldimethoxysilane was used.
実施例６
実施例４において、カップリング剤として、イソプロビ
ルトリ（Ｎ−アミノエチルア旦ノエチル）チタネートを
用いた以外は、実施例４と同様にしてガラス積層体を得
た。Example 6 A glass laminate was obtained in the same manner as in Example 4, except that isoprobyltri(N-aminoethylanoethyl)titanate was used as the coupling agent.
比較例ｌ
実施例１において、カップリング剤として、末端にアξ
ノ基を有するが、分子内に第２級アミノ基をもたないγ
−アミノブロビルトリエトキシシランを用いた以外は、
実施例１と同様にしてガラス積層体を得た。Comparative Example 1 In Example 1, as a coupling agent, a ξ
γ that has no group but no secondary amino group in the molecule
- except that aminobrobyltriethoxysilane was used.
A glass laminate was obtained in the same manner as in Example 1.
比較例２
実施例１において、ポリビニルブチラールにカップリン
グ剤を配合せずにシートを得、これを用いて、実施例１
と同様にしてガラス積層体を得た。Comparative Example 2 In Example 1, a sheet was obtained without adding a coupling agent to polyvinyl butyral, and using this, Example 1
A glass laminate was obtained in the same manner as above.
以上のようにして得たそれぞれの積層体を温度５０″Ｃ
、相対湿度１００％の環境下に２週間及び４週間放置し
て、耐湿試験を行なった後、２０゜Ｃで引張速度２００
ｍｍ／分にてシートの剥離試験を行なって、シートとガ
ラスとの間の接着力を測定した。結果を耐湿試験前の接
着力と共に、第１表に示す。Each of the laminates obtained as described above was heated to 50"C.
After being left in an environment with 100% relative humidity for 2 weeks and 4 weeks to perform a humidity test, the
A peel test of the sheet was performed at mm/min to measure the adhesion between the sheet and the glass. The results are shown in Table 1 along with the adhesive strength before the moisture resistance test.
第１表Table 1
Claims (1)
共に、可塑化ビニル系樹脂シートからなる中間接着層を
有する合成樹脂−ガラス積層体において、上記中間接着
層に末端にアミノ基を有し、且つ、分子内に第２級アミ
ノ基を有するカップリング剤を含有させてなることを特
徴とする合成樹脂−ガラス積層体。(1) In a synthetic resin-glass laminate having at least one outermost layer made of a synthetic resin layer and an intermediate adhesive layer made of a plasticized vinyl resin sheet, the intermediate adhesive layer has an amino group at a terminal, A synthetic resin-glass laminate characterized by containing a coupling agent having a secondary amino group in the molecule.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP31204289A JPH03169543A (en) | 1989-11-29 | 1989-11-29 | Synthetic resin-glass laminate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP31204289A JPH03169543A (en) | 1989-11-29 | 1989-11-29 | Synthetic resin-glass laminate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03169543A true JPH03169543A (en) | 1991-07-23 |
Family
ID=18024516
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP31204289A Pending JPH03169543A (en) | 1989-11-29 | 1989-11-29 | Synthetic resin-glass laminate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03169543A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1086659A (en) * | 1996-08-13 | 1998-04-07 | Saint Gobain Vitrage | Protective device for occupant in vehicle subjected to side impact |
| JP2018070690A (en) * | 2016-10-25 | 2018-05-10 | パナソニックＩｐマネジメント株式会社 | Fragment-scattering preventing coating |
-
1989
- 1989-11-29 JP JP31204289A patent/JPH03169543A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1086659A (en) * | 1996-08-13 | 1998-04-07 | Saint Gobain Vitrage | Protective device for occupant in vehicle subjected to side impact |
| JP2018070690A (en) * | 2016-10-25 | 2018-05-10 | パナソニックＩｐマネジメント株式会社 | Fragment-scattering preventing coating |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1618145B1 (en) | Polyvinyl butyral sheet having antiblocking characteristics | |
| US4444826A (en) | Extrusion laminated product | |
| JPS5820977B2 (en) | Sheet made of partially acetalized polyvinyl alcohol and containing a plasticizer | |
| EP0060421B1 (en) | Extrusion laminated product | |
| KR20180120691A (en) | Polymeric interlayers exhibiting improved properties and performance and multilayer panels formed therefrom | |
| DE2652427A1 (en) | LAMINATE SAFETY GLASS | |
| AU2004247684B2 (en) | Polyvinyl butyral sheet with bifunctional surface modifying agent | |
| JPH03169543A (en) | Synthetic resin-glass laminate | |
| AU2004247685B2 (en) | Polyvinyl butyral sheet with bifunctional surface modifying agent | |
| KR20180120690A (en) | Polymeric interlayers exhibiting improved properties and performance and multilayer panels formed therefrom | |
| JPH07172878A (en) | Intermediate film for laminated glass | |
| JPH07309990A (en) | Safety-glass interlayer | |
| JP2004099354A (en) | Capability control method for thermoplastic resin multilayer sheet, thermoplastic resin multilayer sheet, interlayer for laminated glass, and laminated glass | |
| JPH047308A (en) | Preparation of vinyl chloride resin for laminated glass | |
| JPH0859306A (en) | Intermediate film and laminated glass using the same | |
| EP0385716A2 (en) | Process for production of safety glass | |
| JP2779832B2 (en) | Method for producing vinyl chloride resin for laminated glass interlayer | |
| JP2530830B2 (en) | Stretch-molded product of laminate and method for producing the same | |
| JPH0584867A (en) | Laminated safety glass | |
| JPH02248348A (en) | Intermediate film composition for safety laminated glass | |
| JPH0280354A (en) | Middle layer composition for laminated glass | |
| JPH02302345A (en) | Production of laminated glass | |
| JPS6333784B2 (en) | ||
| JPH0372588B2 (en) | ||
| JPH04149043A (en) | Production of sandwich glass |