JP2023528141A - オレイン耐薬品性を有する湿気硬化性ポリウレタンホットメルト接着剤組成物 - Google Patents
オレイン耐薬品性を有する湿気硬化性ポリウレタンホットメルト接着剤組成物 Download PDFInfo
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- JP2023528141A JP2023528141A JP2022559432A JP2022559432A JP2023528141A JP 2023528141 A JP2023528141 A JP 2023528141A JP 2022559432 A JP2022559432 A JP 2022559432A JP 2022559432 A JP2022559432 A JP 2022559432A JP 2023528141 A JP2023528141 A JP 2023528141A
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Abstract
Description
本発明は、オレイン酸耐薬品性を有する湿気硬化性ポリウレタンホットメルト接着剤組成物に関する。
接着剤組成物は多くの用途に広く使用されており、用途によっては油または油含有組成物と接触することがある。油分が存在すると、接着強度の低下や接着不良の原因となることがある。
本発明は、65℃かつ相対湿度90%のエージング条件下で純度100%のオレイン酸に曝されても、良好なオレイン酸耐性を有する湿気硬化性ポリウレタンホットメルト接着剤組成物を提供する。一方、本発明の接着剤組成物は、長いオープン時間を有している。
本論考は、例示的な実施形態の説明のみであり、本発明のより広い側面を限定するものではないことは、当業者であれば理解されることである。このように説明された各側面は、反対のことが明確に示されていない限り、他の側面と組み合わせることができる。特に、好ましいまたは有利であると示された特徴は、好ましいまたは有利であると示された他の特徴または複数の特徴と組み合わせることができる。
この場合、特定のポリマーのガラス転移温度(Tg)または融点は、DIN 53 765に従ってDSCを使用して決定される。
- W1は、全ポリエステルポリオールに基づく第1ポリエステルポリオールの重量%である。
- Tg1は、第1ポリエステルポリオールのTgである。
- W2は、全ポリエステルポリオールに基づく第2ポリエステルポリオールの重量%である。
- Tg2は、第2ポリエステルポリオールのTgである。
- Wnは、全ポリエステルポリオールを基準としたn番目のポリエステルポリオールの重量%である。
- Tgnは、n番目のポリエステルポリオールのTgである。
- W1は、全ポリオールを基準とした第1ポリオールの重量%である。
- Tg1は、第1ポリオールのTgである。
- W2は、全ポリオールを基準とした第2ポリオールの重量%である。
- Tg2は、第2ポリオールのTgである。
- Wnは、全ポリオールを基準としたn番目のポリオールの重量%である。
- Tgnはn番目のポリオールのTgである。
を有するオリゴマーメチレンイソシアネートなどが挙げられる。
次に、本発明を以下の実施例により説明する。以下の実施例は、当業者が本発明をより良く理解し、実施することを支援することを意図している。本発明の範囲は、実施例によって限定されるものではなく、添付の特許請求の範囲に規定される。すべての部およびパーセンテージは、特に断りのない限り、重量に基づいている。
表1の成分及び量(g)に従い、ポリオールを酸化防止剤として0.1gのEvernox 10及び水分捕捉剤として0.05gのp-トルエンスルホニルイソシアネート(PTSI)と共に反応容器に導入し、反応温度140℃に加熱した後に真空下で乾燥して原料が吸収した周囲水分を除去した。その後、120℃まで温度を下げ、ポリイソシアネートを容器に添加した。攪拌下で60分間反応させた後、そこに触媒である2,2’-ジモルフォリノエチルエーテルを加え、さらに10分間攪拌を続け、その後攪拌を停止し真空放出した;および得られた組成物を密閉管内に保存した。
粘度は,Brookfield Thermosel粘度計を用い,20rpm,110℃の条件でスピンドル27を使用して測定した。
各試験サンプルは、洗浄した2枚のABSプラスチックシート(幅25.4mm、長さ101.6mm、厚さ3mm)、直径0.127mmのステンレス鋼ワイヤー2本、ポリウレタン接着剤から構成されている。まず、ABSシートをイソプロパノールで拭き取り、洗浄した。次に、110℃で溶融したポリウレタン接着剤を1枚のABSシートの一端に、接着剤の量が幅2±0.2mm、長さ25.4mmの接着領域を形成するように塗布し、その両側にステンレスワイヤーを2本ずつ貼付した。1枚目のABSシートの上に、もう1枚のABSシートを12.7mm×25.4mmの重なり面積で、塗布された接着剤が重なり部分の中央にくるように重ね合わせた。温度23℃,相対湿度50%の条件下で,接着剤が硬化するまで2kgの力で重ね合わせ部を加圧した。
ラップ剪断強度は、上記の方法によって試験サンプルを調製したこと以外は、「張力負荷による単一ランプジョイント接着剤結合金属試験片の見かけせん断強度の標準試験方法(金属対金属)」と題するASTM試験方法D1002に従って試験した。引張速度は10mm/分であった。最大荷重を記録し、最大荷重を結合面積で割ることにより、ラップ剪断強度を計算した。
上記の方法で試験サンプルを作製し、24時間硬化させた後、純度100%のオレイン酸を毛細管現象でサンプルの中心部に引き寄せられるように、オーバーラップボンドの縁に沿ってトランスファーピペットを用いて塗布した。オレイン酸は、接着剤の周りの空いたスペースを完全に埋める必要がある。その後、65℃、相対湿度90%の条件下で72時間エージングを行なった。エージングしたサンプルを取り出して室温下に置き、2時間後に、エージングしたサンプルを用いて上記の方法に従ってラップせん断強度を測定した。
保持率は、以下の式によって算出した。
非晶質ポリエステルジオール1:TPA、IPA、AA、EGおよびNPGから調製されたポリエステルジオール
非晶質ポリエステルジオール2:PA、AA、EGおよびNPGから調製されたポリエステルジオール
非晶質ポリエステルジオール3:TPA、AA、EGおよびNPGから調製されたポリエステルジオール。
Claims (17)
- 湿気硬化性ポリウレタンプレポリマーを含んでなる、これから本質的になる、またはこれからなる湿気硬化性ポリウレタン接着剤組成物であって、
ポリウレタンプレポリマーは、芳香族基を含む少なくとも1つの非晶質ポリエステルポリオールと少なくとも1つのポリイソシアネート、好ましくは芳香族基を含む少なくとも1つのポリイソシアネートの反応生成物であり、
芳香族基は、ポリウレタンプレポリマー中に23重量%以上、好ましくは25重量%以上、より好ましくは30重量%以上の含有量で含まれる、
湿気硬化性ポリウレタン接着剤組成物。 - 前記少なくとも1つの非晶質ポリエステルポリオールは全体として、-20℃以上、好ましくは-17℃以上、より好ましくは-16℃以上のTgを有する、請求項1に記載の組成物。
- 前記少なくとも1つの非晶質ポリエステルポリオールは、130℃以下、好ましくは120℃以下、好ましくは105℃以下の軟化点を有する非晶質ポリエステルポリオールを含む、請求項1又は2に記載の組成物。
- 前記少なくとも1つの非晶質ポリエステルポリオールは、約500g/mol~約10,000g/mol、約600g/mol~約6000g/mol、または約700g/mol~約5000g/molの分子量を有する、請求項1~3のいずれか1項に記載の組成物。
- ポリエーテルポリオールをポリウレタンプレポリマー中に含有する、請求項1~4のいずれか1項に記載の組成物。
- ポリエーテルポリオールは、ポリウレタンプレポリマー中に30重量%未満、好ましくは15重量%未満の量で含まれる、請求項5に記載の組成物。
- 芳香族基を有しない非晶質ポリエステルポリオールをポリウレタンプレポリマー中に含有する、請求項1~6のいずれか1項に記載の組成物。
- 芳香族基を有しない非晶質ポリエステルポリオールは、ポリウレタンプレポリマー中に30重量%未満、好ましくは15重量%未満の量で含まれる、請求項7に記載の組成物。
- ポリオールは全体として、-20℃以上、好ましくは-17℃以上、より好ましくは-16℃以上のTgを有する、請求項5または7に記載の組成物。
- ABS/ABS基材及び100%純粋なオレイン酸を用いてASTM D1002に従って試験したとき、2.5Mpa超、好ましくは3Mpa超、より好ましくは5Mpa超のラップせん断強度を示す、請求項1~9のいずれか1項に記載の組成物。
- 110℃で30,000mPas以下、好ましくは110℃で10,000mPas以下、より好ましくは110℃で6000mPas以下の粘度を示す、請求項1~8のいずれか1項に記載の組成物。
- 前記少なくとも1つの非晶質ポリエステルポリオールは、1以上のポリ酸と1以上のポリオールとの反応生成物を含み、ポリ酸の少なくとも1つおよび/またはポリオールの少なくとも1つは芳香族基を含む、請求項1~11のいずれか1項に記載の組成物であって、
ここで、前記1以上のポリ酸は、テレフタル酸、イソフタル酸、フタル酸、メチルヘキサヒドロフタル酸、メチルテトラヒドロフタル酸、ヘキサヒドロフタル酸、テトラヒドロフタル酸、マレイン酸、コハク酸、グルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼライン酸、セバシン酸、クロレンド酸、1,2,4-ブタントリカルボン酸、デカンジカルボン酸、オクタデカンジカルボン酸、ダイマー酸、ダイマー化脂肪酸、トリマー脂肪酸、フマル酸、1,3-シクロヘキサンジカルボン酸、1,4-シクロヘキサンジカルボン酸、上記酸の無水物およびこれらの組み合わせから選択される;
ここで、前記1以上のポリオールは、エチレングリコール、プロパンジオール、ブタンジオール、ブテンジオール、ブチンジオール、ペンタンジオール、ペンテンジオール、ペンチンジオール、ヘキサンジオール、オクタンジオール、ノナンジオール、デカンジオール、ネオペンチルグリコール、ジエチレングリコール、トリエチレングリコール、テトラエチレングリコール、ポリエチレングリコール、プロピレングリコール、ジプロピレングリコール、トリプロピレングリコール、シクロヘキサンジメタノール、シクロヘキサンジオール、ダイマージオール、ビスフェノールA、ビスフェノールF、水素化ビスフェノールA、水素化ビスフェノールF、グリセロール、テトラメチレングリコール、ポリテトラメチレングリコール、3-メチル-1,5-ペンタンジオール、2-メチル-1,8-オクタンジオール、トリメチロールプロパン、ペンタエリトリトール、ソルビトール、グルコースおよびそれらの組合せから選択される;
組成物。 - 触媒をさらに含み、および/または、熱可塑性ポリマー、粘着付与剤、可塑剤、ワックス、安定剤、酸化防止剤、タルク、クレー、シリカおよびそれらの処理バージョン、カーボンブラック、マイカ、ガラス微粒子、ポリマー微粒子、紫外線捕捉剤および吸収剤、顔料、蛍光剤、防臭剤、接着促進剤、界面活性剤、消泡剤およびそれらの組み合わせから選択される1以上の添加剤を含んでなる、請求項1~12のいずれか1項に記載の組成物。
- 結晶性ポリエステルポリオールが、ポリウレタンプレポリマー中に10重量%未満、好ましくは5重量%未満、より好ましくは3重量%未満の量で含まれている、請求項1~13のいずれか1項に記載の組成物。
- 第1の基材、
硬化した接着剤、および
硬化した接着剤を介して第1の基材に接着された第2の基材であって、該硬化した接着剤は、請求項1~14のいずれか1項に記載のホットメルト接着剤組成物に由来する硬化生成物を含む、第2の基材
を含む物品。 - 請求項15に記載の物品であって、該物品は、装着型電子機器、携帯型電子機器、眼鏡、電話、タブレット、サウンドプレーヤー、遠隔操作装置、マウス、時計バンド、薬を調剤するためのポンプ、ヘッドバンド、またはこれらの組み合わせを含んでなる、物品。
- 2つの基材を貼り合わせる方法であって、請求項1~14のいずれか1項に記載のホットメルト接着剤組成物を基材の少なくとも1つに塗布し、次いで、基材を貼り合わせることを含む、方法。
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JP2022559432A Pending JP2023528141A (ja) | 2020-04-02 | 2020-04-02 | オレイン耐薬品性を有する湿気硬化性ポリウレタンホットメルト接着剤組成物 |
Country Status (5)
Country | Link |
---|---|
US (1) | US20230025328A1 (ja) |
JP (1) | JP2023528141A (ja) |
KR (1) | KR20220157406A (ja) |
CN (1) | CN115349002A (ja) |
WO (1) | WO2021196106A1 (ja) |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6844073B1 (en) * | 2001-09-27 | 2005-01-18 | H. B. Fuller Licensing & Financing Inc. | Hot melt moisture cure polyurethane adhesive with wide range of open time |
JP2006273986A (ja) * | 2005-03-29 | 2006-10-12 | Aica Kogyo Co Ltd | 湿気硬化型反応性ホットメルト接着剤 |
JP2008255187A (ja) * | 2007-04-03 | 2008-10-23 | Aica Kogyo Co Ltd | 湿気硬化型反応性ホットメルト接着剤 |
US7914895B2 (en) * | 2007-05-24 | 2011-03-29 | H.B. Fuller Company | Moisture curable hot melt adhesive composition |
WO2016138442A1 (en) * | 2015-02-27 | 2016-09-01 | H.B. Fuller Company | Oily chemical resistant articles and oily chemical resistant moisture curable hot melt adhesive compositions |
-
2020
- 2020-04-02 JP JP2022559432A patent/JP2023528141A/ja active Pending
- 2020-04-02 KR KR1020227033643A patent/KR20220157406A/ko unknown
- 2020-04-02 CN CN202080099207.2A patent/CN115349002A/zh active Pending
- 2020-04-02 WO PCT/CN2020/082883 patent/WO2021196106A1/en active Application Filing
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2022
- 2022-09-20 US US17/933,576 patent/US20230025328A1/en active Pending
Also Published As
Publication number | Publication date |
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CN115349002A (zh) | 2022-11-15 |
US20230025328A1 (en) | 2023-01-26 |
WO2021196106A1 (en) | 2021-10-07 |
KR20220157406A (ko) | 2022-11-29 |
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