JP7416699B2 - アクリルポリマーを含む組成物およびそれを調製するプロセス - Google Patents
アクリルポリマーを含む組成物およびそれを調製するプロセス Download PDFInfo
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- JP7416699B2 JP7416699B2 JP2020543430A JP2020543430A JP7416699B2 JP 7416699 B2 JP7416699 B2 JP 7416699B2 JP 2020543430 A JP2020543430 A JP 2020543430A JP 2020543430 A JP2020543430 A JP 2020543430A JP 7416699 B2 JP7416699 B2 JP 7416699B2
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- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 claims description 4
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- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 claims description 3
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- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical group CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
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- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
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- 206010073306 Exposure to radiation Diseases 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
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- RQHGZNBWBKINOY-PLNGDYQASA-N (z)-4-tert-butylperoxy-4-oxobut-2-enoic acid Chemical compound CC(C)(C)OOC(=O)\C=C/C(O)=O RQHGZNBWBKINOY-PLNGDYQASA-N 0.000 description 3
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Description
本出願は、2017年11月1日に出願された英国特許出願第1718089.4号からの優先権の利益を主張する。上記文書の内容は、本明細書に完全に記載されているかのように、その全体が参照により組み込まれる。
a.複数のアクリルモノマー、少なくとも1つの架橋剤、ラジカル開始剤、および任意選択で:強化剤およびポリマー安定剤から選択される少なくとも1つの薬剤を混合し、それにより架橋ポリマーの混合物を得るステップと、
b.混合物に無機骨材および/または鉱物を添加するステップであって、無機骨材および/または鉱物が、混合物の重量で、80%~95%の濃度である、添加するステップと、
c.その混合物を、80℃を上回る温度で硬化させ、それにより組成物を得るステップと、を含む。
本発明は、そのいくつかの実施形態において、架橋アクリルポリマーおよび少なくとも1つの無機骨材および/または鉱物を含む複合材であって、その架橋アクリルポリマーが、複合材の重量で、2~250%または3~20%の濃度で存在する、複合材に関する。
いくつかの実施形態では、開示される複合材は、電磁放射線に安定である。いくつかの実施形態では、開示される複合材は、可視光に対して安定である。いくつかの実施形態では、開示される複合材は、UV安定である。
いくつかの実施形態では、複合材は、60℃~120℃の範囲のガラス転移温度(Tg)を特徴とする。いくつかの実施形態では、複合材は、65℃~110℃の範囲のTgを特徴とする。いくつかの実施形態では、複合材は、75℃~95℃の範囲のTgを特徴とする。いくつかの実施形態では、複合材は、75℃~110℃の範囲のTgを特徴とする。いくつかの実施形態では、複合材は、65℃~95℃の範囲のTgを特徴とする。いくつかの実施形態では、複合材は、50℃~90℃の範囲のTgを特徴とする。いくつかの実施形態では、複合材は、70℃~110℃の範囲のTgを特徴とする。いくつかの実施形態では、複合材は、70℃~100℃の範囲のTgを特徴とする。
いくつかの実施形態では、組成物または複合材は、賦形剤を含む。いくつかの実施形態では、組成物または複合材は、強化剤を含む。いくつかの実施形態では、強化剤は、架橋ポリマーに付着または結合される。いくつかの実施形態では、強化剤は、限定するものではないが、ウレタンモノアクリレート、ウレタンジアクリレート、ウレタントリアクリレート、またはそれらの任意の組み合わせまたはポリマーから選択される。いくつかの実施形態では、強化剤は、組成物中の所定の粒径および量を特徴とする。いくつかの実施形態では、強化剤は、1つ以上のグラフトポリマーから作製される。グラフトポリマーは、いくつかの実施形態では、メタクリレート、メタクリレート-ブタジエン-スチレンポリマー、アクリレート-メタクリレート-ブタジエン-スチレンポリマー、アクリロニトリル、またはアクリロニトリル-ブタジエン-スチレンポリマーもしくはコポリマーを含む。
本発明のいくつかの実施形態の別の態様によれば、その実施形態において開示される複合材、または架橋ポリマーおよび無機骨材および/もしくは鉱物から作製された複合材、を含む組成物を得るための方法を提供する。
(i)アクリルモノマー、少なくとも1つの架橋剤、過酸化物開始剤、および1つ以上のポリマー安定剤を含む複数の材料を混合し、それによって、架橋ポリマーの混合物を得るステップと、
(ii)その混合物に対して無機骨材および/または鉱物を添加するステップと、
(iii)その混合物を90℃を上回る温度で硬化させるステップと、を含む。
「複合材」という用語は、一実施形態では、「組成物」と交換可能である。「複合材」という用語は、一実施形態では、本明細書において、組成物が、少なくとも2つの成分でできている、すなわち、非純粋物質でできていることを示すために使用される。いくつかの実施形態では、2つ以上の物質は、異なる特性を有し、各物質において、全体として望ましい特性に対して寄与するとともに、その同一性を保持する。
本明細書で使用される場合、「約」という用語は、±10%を指す。
UV-A/UV-B光の6時間放射ならびに暗闇および湿気条件下で6時間の間隔で、100または200時間後の白色度(WI)を評価するために、分光光度計で複合材を調べた。UVA-340ランプの分光放射範囲は、300~400nmで、放射ピークは340nmである。UVB-313ランプの分光放射範囲は、275~370nmで、放射ピークは313nmである。UV実験は、ランプと試料との間の距離が50mmである7×15cmの試料寸法でQUVマシンによって行った。
様々な複合材の機械的特性評価-パートA
材料および方法
例示的な手順では、曲げ強度、曲げ弾性率、および熱変形温度(HDT)を評価するために、10%の架橋ポリマーおよび90%の石英粒子を含む9つの異なる複合材を調べた。
●3タイプのアクリル単官能モノマー:(i)メチルメタクリレート(MMA)、(ii)n-ブチルアクリレート(n-BA)、(iii)2-エチルヘキシルアクリレート(2-EHA)、
●3タイプの直径の石英粒子:(i)0.2~0.5mm、(ii)0.06~0.2mm、(iii)0.001~0.05mm、
●0.02%トリエチレングリコールジメタクリレート(架橋剤)、
●メトキシシランを含む0.12%のカップリング剤。
●過酸化ジ-ベンゾイル(DBP)開始剤、
●2,6-ジ-tert-ブチル-4-メチルフェノール(TBP)、
●コアシェル強化剤(Arkema Inc.製XT-100)。
様々な複合材の機械的特性評価-パートB
材料および方法
特に明記しない限り、サンプルは以下のものを含有する:
●3タイプのアクリル単官能モノマー:(i)MMA、(ii)n-ブチルアクリレート(n-BA)、および(iii)2-EHAを含むポリマー主鎖、
●コアシェル強化剤(Arkema Inc.製XT-100またはDurastrength 480)、ジ-ベンゾイルペルオキシド(Arkema Inc.製Luperox 75、Luperox ANS50、Perkadox 16、またはParadox L40RPS)、
●トリエチレングリコールジメタクリレート-架橋剤1%(Arkema Inc.製SR-205)、
●白色顔料粉末または白色顔料ペースト(Florma製のチタンプレミックス、白色ペーストP1823、白色ペースト9660PU/WE-6-NM)、
●任意選択でメタクリル酸(MAA)3%、
●ポリメチルメタクリレート(PMMA)、および
●ポリウレタン樹脂(Rahn製G4230/G4267)。
例示的な手順では、白色度指数(WI)を含むUV安定性を(上記のように)試験した。
樹脂含有量
追加の例示的な手順では、樹脂対無機骨材および/または鉱物の含有量が、アクリルスラブ特性に及ぼす影響を試験するために、以下の2タイプのフィラー組成物を試験した。
●タイプ1-「グレイン」-比較的大きな百分率の大型石英フラクションを特徴とする組成物。
●タイプ2-「ファイン」-比較的小さな百分率の小さな石英フラクションを特徴とする組成物。
モノマー単位
追加の例示的な手順では、アクリルモノマー単位の組成物に関してスラブを試験した。以下の表8に示すように、2-EHAモノマー単位の主な利点は、スラブに望ましい柔軟性を付与する点にある。
強化剤
追加の例示的な手順では、強化材の組み込みに関してスラブを試験した。以下の表9に示すように、強化材の主な利点は、スラブに望ましい柔軟性を付与する点にある。
アクリル対ポリエステル樹脂-比較研究
追加の例示的な手順では、アクリル系スラブ組成物を、ポリエステル系スラブ組成物と比較し、以下に説明し、表10に要約して、アクリル系組成物の利点を示した。
●石英-88%
●不飽和ポリエステル-11.9%
●アルコキシシラン-0.1%
●石英-88%
●アクリルモノマー混合物(樹脂)-11.9%*
●アルコキシシラン-0.1%
*樹脂組成物は以下のものを含んでいた:
●MMA-56.5%
●2-EHA-14%
●メタクリル酸-3%
●PMMA-20%
●PUジアクリレート(強化剤)-5%
●トリエチレングリコールジメタクリレート(架橋剤)-1.5%
●試料#1-90℃で40分
●試料#2-90℃で55分
●放射-65W/m2
●温度-38℃
●湿度-65%
●1サイクルあたり1000時間。
Claims (13)
- (a)アクリルポリマー樹脂と(b)無機骨材を含む複合材であって、前記アクリルポリマー樹脂は、前記複合材の5~15重量%の量で存在し、前記アクリルポリマー樹脂が、アクリルポリマー樹脂に対する重量%で、
a. (i)50~80重量%のメチルメタクリレート(MMA)と、(ii)0~20重量%のn‐ブチルアクリレート(n‐BA)と、(iii)10~20重量%の2-エチルヘキシルアクリレート(2-EHA)と、を含むモノマー単位、並びに
b. 1~5重量%のメタクリル酸またはアクリル酸、
c. 15重量%~25重量%のポリメチルメタクリレート(PMMA)、
d. 架橋剤、の少なくとも一つから選択されるモノマーを含み、
無機骨材は、大きな石英フラクション(1~4mm)、26.5~57.4重量%の小中の石英フラクション(0.06~1mm)、及び15.6~31.3重量%の石英粉末、を無機骨材に対して含む、複合材。 - 前記モノマー単位の少なくとも50%が、MMA、2-EHA、または両方を含む、請求項1に記載の複合材。
- トリエチレングリコールジアクリレート、トリメチロールプロパントリアクリレート(TMPTA)、トリメチロールプロパントリメタクリレート(TMPTMA)、ペンタエリスリトールテトラアクリレート、ジペンタエリスリトールヘキサアクリレート、樹状アクリレート、および少なくとも2つの官能基を有するメタクリレート、またはそれらの任意の誘導体もしくは組み合わせからなる群から選択される前記架橋剤を含む、請求項1または2に記載の複合材。
- 強化剤をさらに含む、請求項3のいずれか一項に記載の複合材。
- 前記強化剤が、ウレタンモノアクリレート、ウレタンジアクリレート、ウレタントリアクリレート、またはそれらの任意の組み合わせからなる群から選択される、請求項4に記載の複合材。
- 前記強化剤が、前記アクリルポリマー樹脂の0.5重量%~15重量%の濃度で存在する、請求項4または5のいずれか一項に記載の複合材。
- カップリング剤をさらに含む、請求項1~6のいずれか一項に記載の複合材。
- 前記カップリング剤が、前記無機骨材に結合する、請求項7に記載の複合材。
- 前記カップリング剤が、前記ポリマー主鎖に結合する、請求項8に記載の複合材。
- 前記カップリング剤が、アクリロイルから誘導され、アルコキシシランを含む、請求項7~9のいずれか一項に記載の複合材。
- 前記カップリング剤が、前記複合材の0.02重量%~0.4重量%の範囲の濃度で存在する、請求項7~10のいずれか一項に記載の複合材。
- 前記メタクリル酸またはアクリル酸が、前記アクリルポリマー樹脂の1~5重量%の範囲の濃度で存在する、請求項1~11のいずれか一項に記載の複合材。
- アクリルポリマーと少なくとも1つの無機骨材を含む複合材を得るための方法であって、
a.(i)50~80重量%のメチルメタクリレート(MMA)と、(ii)0~20重量%のn‐ブチルアクリレート(n‐BA)と、(iii)10~20重量%の2-エチルヘキシルアクリレート(2-EHA)と、を含む複数のアクリルモノマー、並びに、1~5重量%のメタクリル酸またはアクリル酸の少なくとも1つ、架橋剤、およびラジカル開始剤を混合し、それによって、ポリマーの混合物を得るステップと、
b.前記混合物に15重量%~25重量%のポリメチルメタクリレート(PMMA)を添加するステップと、
c.前記混合物に無機骨材を添加するステップであって、前記無機骨材および/または鉱物が、前記混合物に対して85重量%~95重量%の濃度で存在するように添加するとともに、
前記無機骨材は、大きな石英フラクション(1~4mm)、26.5~57.4重量%の小中の石英フラクション(0.06~1mm)、及び15.6~31.3重量%の石英粉末(3~44μm)、を無機骨材に対して含むステップと、
d.前記混合物を、80℃を上回る温度で硬化させ、それによって、前記複合材を得るステップと、を含む、方法。
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US9260344B1 (en) * | 2014-09-04 | 2016-02-16 | Safas Corporation | Moldable engineered stone |
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2017
- 2017-11-01 GB GB1718089.4A patent/GB2568050A/en not_active Withdrawn
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2018
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- 2018-10-18 JP JP2020543430A patent/JP7416699B2/ja active Active
- 2018-10-18 CN CN201880084217.1A patent/CN111655652A/zh active Pending
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JP2002504179A (ja) | 1997-06-19 | 2002-02-05 | エルフ・アトケム・エス・アー | 鉱物のような外観を有するプラスチック組成物 |
JP2007016189A (ja) | 2005-07-11 | 2007-01-25 | Nissan Motor Co Ltd | 透明複合材およびその製造方法 |
JP2009526123A (ja) | 2006-02-07 | 2009-07-16 | ミリケン・アンド・カンパニー | 透明製品製造のための組成物及び方法 |
US20070244222A1 (en) | 2006-04-18 | 2007-10-18 | Safas Corporation | Engineered stone |
WO2017153764A1 (en) | 2016-03-09 | 2017-09-14 | Lucite International Uk Limited | A composition for synthetic stone |
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AU2018362027A1 (en) | 2020-05-21 |
EP3704074A1 (en) | 2020-09-09 |
CN111655652A (zh) | 2020-09-11 |
EP3704074A4 (en) | 2021-08-18 |
MX2020004517A (es) | 2021-01-08 |
GB2568050A (en) | 2019-05-08 |
KR102649937B1 (ko) | 2024-03-25 |
JP2021501253A (ja) | 2021-01-14 |
US11691917B2 (en) | 2023-07-04 |
IL274373A (en) | 2020-06-30 |
KR20200083473A (ko) | 2020-07-08 |
SG11202003466WA (en) | 2020-05-28 |
ZA202002117B (en) | 2023-07-26 |
IL274373B1 (en) | 2024-03-01 |
US20230286863A1 (en) | 2023-09-14 |
CA3081158A1 (en) | 2019-05-09 |
US20200346979A1 (en) | 2020-11-05 |
WO2019087179A1 (en) | 2019-05-09 |
GB201718089D0 (en) | 2017-12-13 |
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