JP6889702B2 - 尿素誘導体を含む熱膨張性組成物 - Google Patents
尿素誘導体を含む熱膨張性組成物 Download PDFInfo
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Description
a)少なくとも1種の過酸化物架橋性ポリマー、
b)少なくとも1種の過酸化物、および
c)少なくとも1種の吸熱性化学発泡剤
を含んでなり、前記少なくとも1種の吸熱性化学発泡剤が、少なくとも1種のカルボン酸、特に少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩、および少なくとも1種の式(I):
[式中、XはOまたはSを表し、R1、R2およびR3は、各々独立に、H、置換若しくは非置換のアルキル、置換若しくは非置換のヘテロアルキル、置換若しくは非置換のシクロアルキル、置換若しくは非置換のアリールまたは−C(O)−R4を表し、ここで、R4はHまたは置換若しくは非置換のアルキルを表す]
で示される尿素誘導体を含む熱膨張性組成物により達成される。
a)少なくとも1種の過酸化物架橋性ポリマー、
b)少なくとも1種の過酸化物、および
c)少なくとも1種の吸熱性化学発泡剤
を含んでなり、前記少なくとも1種の吸熱性化学発泡剤が、少なくとも1種のカルボン酸、特に少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩、および少なくとも1種の式(I):
[式中、XはOまたはSを表し、R1、R2およびR3は、各々独立に、H、置換若しくは非置換のアルキル、置換若しくは非置換のヘテロアルキル、置換若しくは非置換のシクロアルキル、置換若しくは非置換のアリールまたは−C(O)−R4を表し、ここで、R4は、Hまたは置換若しくは非置換のアルキルを表す]
で示される尿素誘導体を含むことを特徴とする熱膨張性組成物に関する。
[式中、XはOまたはSを表し、R1、R2およびR3は、各々独立に、H、置換若しくは非置換のアルキル、置換若しくは非置換のヘテロアルキル、置換若しくは非置換のシクロアルキル、置換若しくは非置換のアリールまたは−C(O)−R4を表し、ここで、R4は、Hまたは置換若しくは非置換のアルキルを表す]
で示される尿素誘導体である。
[式中、X、R2およびR3は上で定義した通りである。]
そのような化合物において、すべてのR2は好ましくは同一であり、すべてのR3は好ましくは同一である。
a)30〜85重量%の少なくとも1種の過酸化物架橋性ポリマー、
b)0.05〜4重量%の少なくとも1種の過酸化物、および
c)0.1〜40重量%の少なくとも1種の吸熱性化学発泡剤
を含み、前記少なくとも1種の吸熱性化学発泡剤が、好ましくは5〜35重量%の量で、少なくとも1種のカルボン酸、特に少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩を、好ましくは0.02〜6重量%の量で、少なくとも1種の式(I)尿素誘導体を含むことを特徴とする熱膨張性組成物である(各場合において、膨張前の熱膨張性調製物の総質量を基準とする)。
a)30〜85重量%、特に40〜75重量%、好ましくは45〜65重量%の、少なくとも1種の過酸化物架橋性ポリマー、
b)0.05〜4重量%、好ましくは0.05〜2重量%、特に0.1〜1重量%の、少なくとも1種の過酸化物、および
c)0.1〜40重量%、好ましくは1〜35重量%、好ましくは5〜35重量%、特に好ましくは10〜30重量%、非常に特に好ましくは15〜25重量%の、少なくとも1種の吸熱性化学発泡剤
を含み、前記少なくとも1種の吸熱性化学発泡剤が、好ましくは5〜35重量%、好ましくは10〜25重量%、最も好ましくは15〜22重量%の量で、少なくとも1種のカルボン酸、および、特に少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩を、好ましくは0.02〜6重量%、好ましくは0.02〜2重量%、さらに好ましくは0.1〜1.5重量%の量で、少なくとも1種の式(I)の尿素誘導体を含むことを特徴とする熱膨張性組成物である(各場合において、膨張前の熱膨張性調製物の総質量を基準とする)。
a)30〜85重量%、特に40〜75重量%、好ましくは45〜65重量%の、少なくとも1種のエチレン−ビニルアセテートコポリマー、および、2〜40重量%、特に5〜30重量%、好ましくは7.5〜22.5重量%の、モノマーとして重合化したグリシジル(メタ)アクリレートを含む少なくとも1種の過酸化物架橋性ポリマー、
b)0.05〜4重量%、好ましくは0.05〜2重量%、特に0.1〜1重量%の、少なくとも1種の過酸化物、および
c)0.1〜40重量%、好ましくは1〜35重量%、好ましくは5〜35重量%、特に好ましくは10〜30重量%、非常に特に好ましくは15〜25重量%の、少なくとも1種の吸熱性化学発泡剤
を含み、前記少なくとも1種の吸熱性化学発泡剤が、好ましくは5〜35重量%、好ましくは10〜25重量%、最も好ましくは15〜22重量%の量で、少なくとも1種のカルボン酸、および特に少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩を、および、好ましくは0.02〜6重量%、好ましくは0.02〜2重量%、さらに好ましくは0.1〜1.5重量%の量で、少なくとも1種の式(I)の尿素誘導体を含むことを特徴とする熱膨張性組成物である(各場合において、膨張前の熱膨張性調製物の総質量を基準とする)。
a)2〜40重量%、特に5〜30重量%、好ましくは7.5〜22.5重量%の、モノマーとして重合化したグリシジル(メタ)アクリレートを含む少なくとも1種の過酸化物架橋性ポリマー、特にターポリマー、
b)0.05〜6重量%、好ましくは0.1〜5重量%、特に1〜4重量%の、少なくとも1種の過酸化物、および
c)0.1〜40重量%、好ましくは1〜35重量%、好ましくは5〜35重量%、特に好ましくは10〜30重量%、非常に特に好ましくは15〜25重量%の、少なくとも1種の吸熱性化学発泡剤、
d)5〜70重量%、好ましくは20〜60重量%、特に好ましくは30〜50重量%の、少なくとも1種の粘着付与樹脂、特に少なくとも1種の芳香族、脂肪族または脂環式炭化水素樹脂、並びにそれらの変性または水添誘導体、特に少なくとも1種の芳香族炭化水素樹脂、好ましくは液体C9/C10芳香族炭化水素樹脂
を含み、前記少なくとも1種の吸熱性化学発泡剤が、好ましくは5〜35重量%、好ましくは10〜25重量%、最も好ましくは15〜22重量%の量で、少なくとも1種のカルボン酸、および特に少なくとも1種の固体、任意に官能化したポリカルボン酸またはその塩を、および、好ましくは0.02〜6重量%、好ましくは0.02〜2重量%、さらに好ましくは0.1〜1.5重量%の量で、少なくとも1種の式(I)の尿素誘導体を含むことを特徴とする熱膨張性組成物である(各場合において、膨張前の熱膨張性調製物の総質量を基準とする)。
実験の一般的な実施/調製物の製造
本発明の熱膨張性調製物を調製するために、ポリマーをニーダー中、室温でフィラーと共に加工し、または、必要に応じて150℃まで加熱して、均一な生地を形成した。存在する場合、フィラー、カーボンブラック、安定剤および可塑剤のような非反応性成分を順次添加し、調製物が滑らかになるまで混練を続けた。
次いで、全ての反応性成分、例えば、促進剤、過酸化物、活性化剤および触媒、酸化亜鉛、酸化カルシウムおよび発泡剤を70℃未満で添加し、接着剤が均一に混合されるまで混錬することによりゆっくりと組み込んだ。発泡剤をマスターバッチの形態で使用した。
膨張を測定するために、約20mm×20mm×3mmの寸法を有する試験片を例示調製物の完成パネルから切断し、その後、対流オーブンに入れ、これを表に示す温度(加熱時間約7〜10分)に加熱し、試験片をこの温度で表に示す期間(加熱時間を含む)放置した。175℃での膨張は、車両構造物において硬化する部材として達成する理想的な条件に対応する。160℃での膨張は、アンダーベーキング条件をシミュレートし、200℃での膨張はオーバーベーキング条件をシミュレートする。
水吸収性を測定するために、約20mm×20mm×3mmの寸法を有する試験片を膨張の測定方法と同様に調製し、膨張の測定方法と同様に、表に示すような所定の温度で循環空気オーブン中、膨張および硬化させた。その後、膨張した試験片を、通常の気候(23℃、50%相対湿度)下で24時間状態を調整し、質量(m)の測定を、調整後に直接行った。
[m:ディップ浴中での貯蔵前の試験片の質量、mi:ディップ浴でのi回貯蔵後の試験片の質量、i=0:除去後の直接測定、i=24:通常気候下(23℃、50%相対湿度)での24時間後の測定]
に基づいて算出した。
本発明の熱膨張性調製物4を調製するためには、上記実施形態と同様に、ポリマーを室温でニーダーにおいてフィラーと共に加工し、または、必要に応じて150℃まで加熱して、均質な生地を形成した。存在する場合、フィラー、カーボンブラック、安定剤および可塑剤などのさらなる非反応性成分を順次添加し、調製物が滑らかになるまで混練し続けた。次いで、全ての反応性成分、例えば促進剤、過酸化物、活性化剤および触媒、酸化亜鉛、酸化カルシウム並びに発泡剤を70℃未満で添加し、接着剤が均一に混合するまで混練することによりゆっくりと組み込んだ。この目的のため、エチレン−アクリレート−グリシジルメタクリレートターポリマー(メチルアクリレート含有量24重量%、グリシジルメタクリレート含有量8重量%、融点60℃、MFI 6g/10分(190℃、2.16kg))12.5部、カーボンブラック3.2部、予備架橋ブチルゴム8.3部、室温で液体の芳香族C9/C10カーボン樹脂45.5部、酸化亜鉛2.3部、尿素0.6部、クエン酸16部、ジクミル過酸化物3部、TMPTMA3部、抗酸化剤0.3部、およびポリイソブチレン5.3部が使用された。
Claims (11)
- a)少なくとも1種の過酸化物架橋性ポリマー、
b)少なくとも1種の過酸化物、および
c)少なくとも1種の吸熱性化学発泡剤
を含んでなり、前記少なくとも1種の吸熱性化学発泡剤が、少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩、および式(I):
[式中、Xは、OまたはSを表し、R1、R2およびR3は、各々独立して、H、置換若しくは非置換のアルキル、置換若しくは非置換のヘテロアルキル、置換若しくは非置換のシクロアルキル、置換若しくは非置換のアリールまたは−C(O)−R4を表し、ここで、R4はHまたは置換若しくは非置換のアルキルを表す]
で示される少なくとも1種の尿素誘導体を含み、発熱性発泡剤を実質的に含まないことを特徴とする、熱膨張性組成物。 - 少なくとも1種の過酸化物架橋性ポリマーa)が、スチレン−ブタジエンブロックコポリマー、スチレン−イソプレンブロックコポリマー、エチレン−ビニルアセテートコポリマー、官能化エチレン−ビニルアセテートコポリマー、官能化エチレン−ブチルアクリレートコポリマー、エチレン−プロピレン−ジエンコポリマー、エチレン−メチルアクリレートコポリマー、エチレン−エチルアクリレートコポリマー、エチレン−ブチルアクリレートコポリマー、エチレン−(メタ)アクリル酸コポリマー、エチレン−2−エチルヘキシルアクリレートコポリマー、エチレン−アクリル酸エステルコポリマー、およびポリオレフィンから選択される、特にエチレン−ビニルアセテートコポリマーおよび官能化エチレン−ビニルアセテートコポリマーから選択されることを特徴とする、請求項1に記載の熱膨張性組成物。
- 少なくとも1種の固体の、場合により官能化したポリカルボン酸またはその塩が、固体の有機ヒドロキシ−官能化または不飽和ジカルボン酸、トリカルボン酸、テトラカルボン酸若しくはポリカルボン酸またはそれらの塩、好ましくはクエン酸、酒石酸、リンゴ酸、フマル酸、マレイン酸およびそれらの塩、特にクエン酸およびその塩から選択されることを特徴とする、請求項1または2に記載の熱膨張性組成物。
- 式(I)で示される尿素誘導体において
(i)XがOを表し、および/または
(ii)R2およびR3が、Hおよび非置換アルキル官能基、特にC1−4アルキル官能基から選択され、および/または
(iii)R1が、H、非置換アルキル官能基、特に、C1−4アルキル官能基、置換若しくは非置換のアリール官能基、特に置換若しくは非置換のフェニル官能基から選択されることを特徴とする、請求項1〜3のいずれかに記載の熱膨張性組成物。 - 尿素誘導体が、尿素、N,N−ジメチル尿素、N,N−ジエチル尿素、N,N’−ジメチル尿素、N,N’−ジエチル尿素、4−クロロフェニル−N,N−ジメチル尿素、4,4’−メチレンビス(フェニルジメチル尿素)、1,1−ジメチル−3−(4−クロロフェニル)尿素、1,1−ジメチル−3−(3,4−ジクロロフェニル)尿素、イソホロンビス(ジメチル尿素)、1,1−ジメチル−3−フェニル尿素、1,1−ジメチル−3−(4−エトキシフェニル)尿素、1,1’−(4−フェニレン)−ビス−(3,3−ジメチル尿素)、1,1−ジメチル−3−(2−ヒドロキシフェニル)尿素および1,1−ジメチル−3−(3−クロロ−4−メチルフェニル)尿素、特に、尿素、N,N−ジメチル尿素、N,N−ジエチル尿素、N,N’−ジメチル尿素およびN,N’−ジエチル尿素から選択されることを特徴とする、請求項1〜4のいずれかに記載の熱膨張性組成物。
- 少なくとも1種の粘着付与樹脂、特に少なくとも1種の芳香族、脂肪族または脂環式炭化水素樹脂、およびそれらの変性または水添誘導体、特に少なくとも1種の芳香族炭化水素樹脂、好ましくは液体C9/C10芳香族炭化水素樹脂を含むことを特徴とする、請求項1〜6のいずれかに記載の熱膨張性組成物。
- 請求項1〜7のいずれかに記載の熱膨張性組成物を含むことを特徴とする、成形体。
- 請求項1〜7のいずれかに記載の熱膨張性組成物または請求項8に記載の成形体を使用する、部材の空洞を封止および充填するための、部材、特に中空部材を強化または補強するための、および、可動部材を接合するための方法。
- 請求項8に記載の成形体を部材、特に部材の空洞に投入した後、110℃を超える温度に加熱して熱膨張性組成物を膨張させ、部材を封止、充填、強化または補強することを特徴とする、請求項9に記載の部材の空洞を封止および充填するための、部材、特に中空部材を強化または補強するための、および、可動部材を接合するための方法。
- 部材の空洞を音響的に封止するための、および/または、水および/または湿気から部材の空洞を封止するための、または、部材、特に中空部材を強化または補強するための、請求項8に記載の成形体の使用。
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CA3000039A1 (en) | 2017-04-06 |
WO2017055329A1 (de) | 2017-04-06 |
KR20180061216A (ko) | 2018-06-07 |
CN108026309A (zh) | 2018-05-11 |
JP2018529823A (ja) | 2018-10-11 |
MX2018001664A (es) | 2018-05-07 |
CN108026309B (zh) | 2021-10-15 |
US11505669B2 (en) | 2022-11-22 |
EP3356453A1 (de) | 2018-08-08 |
CA3000039C (en) | 2023-08-15 |
EP3356453B1 (de) | 2020-06-24 |
US20180215888A1 (en) | 2018-08-02 |
ES2811846T3 (es) | 2021-03-15 |
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