JP2022123063A - カプセル封入された光吸収剤を含む眼鏡用レンズの製造のための組成物 - Google Patents
カプセル封入された光吸収剤を含む眼鏡用レンズの製造のための組成物 Download PDFInfo
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- JP2022123063A JP2022123063A JP2022097361A JP2022097361A JP2022123063A JP 2022123063 A JP2022123063 A JP 2022123063A JP 2022097361 A JP2022097361 A JP 2022097361A JP 2022097361 A JP2022097361 A JP 2022097361A JP 2022123063 A JP2022123063 A JP 2022123063A
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- FDJUBNCEVCSIAV-UHFFFAOYSA-N tetrakis(o-aminophenyl)porphyrin Chemical compound NC1=CC=CC=C1C(C1=CC=C(N1)C(C=1C(=CC=CC=1)N)=C1C=CC(=N1)C(C=1C(=CC=CC=1)N)=C1C=CC(N1)=C1C=2C(=CC=CC=2)N)=C2N=C1C=C2 FDJUBNCEVCSIAV-UHFFFAOYSA-N 0.000 description 1
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- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical class C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- UDBAOKKMUMKEGZ-UHFFFAOYSA-K trichloromanganese Chemical compound [Cl-].[Cl-].[Cl-].[Mn+3] UDBAOKKMUMKEGZ-UHFFFAOYSA-K 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
- 238000005303 weighing Methods 0.000 description 1
- FJHBOVDFOQMZRV-XQIHNALSSA-N xanthophyll Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CC(O)CC1(C)C)C=CC=C(/C)C=CC2C=C(C)C(O)CC2(C)C FJHBOVDFOQMZRV-XQIHNALSSA-N 0.000 description 1
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Abstract
Description
a)少なくとも1種のアリルモノマー又はアリルオリゴマー、
b)前記アリルモノマー又はアリルオリゴマーの重合を開始するための少なくとも1種の触媒、
c)前記アリルモノマー又はアリルオリゴマーの中に分散されているナノ粒子の中に含まれる少なくとも1種の光吸収剤、
を含有する、眼鏡用レンズの製造のための重合性液体組成物である。
a)アリルモノマー又はアリルオリゴマーを準備する工程;
b)前記アリルモノマー又はアリルオリゴマーの中に分散可能なナノ粒子の粉末の形態であるか、前記アリルモノマー又はアリルオリゴマーの中に分散可能な液体中のナノ粒子の分散液の形態で、ナノ粒子の中に含まれている光吸収剤を準備する工程;
c)前記アリルモノマー又はアリルオリゴマーの重合を開始するための触媒を準備する工程;
d)前記アリルモノマー又はアリルオリゴマーと、ナノ粒子の中に含まれている前記光吸収剤と、前記触媒とを混合する工程;
を含む、本発明の重合性液体組成物の調製方法である。
a)光学基材;
b)前記光学基材上で本発明による重合性液体組成物を硬化させることにより得られるコーティング;
を含む、眼鏡用レンズである。
a)少なくとも1種のアリルモノマー又はオリゴマーを、前記アリルモノマー又はアリルオリゴマーの重合を開始するための触媒の存在下で重合することにより得られるマトリックス、
b)少なくとも1種の光吸収剤を含むナノ粒子であって前記マトリックス中に分散されているナノ粒子、
を含む複合基材を含む眼鏡用レンズである。
本発明の重合性液体組成物は、アリルモノマー又はオリゴマーと、触媒と、光吸収剤を含むナノ粒子とを含有する。
a)少なくとも1種のアリルモノマー又はアリルオリゴマー、
b)前記アリルモノマー又はアリルオリゴマーの重合を開始するための少なくとも1種の触媒、
c)前記アリルモノマー又はアリルオリゴマーの中に分散されているナノ粒子の中に含まれる少なくとも1種の光吸収剤、
を含有する。
上述した重合性液体組成物の調製を行う方法は:
a)アリルモノマー又はアリルオリゴマーを準備する工程;
b)前記アリルモノマー又はアリルオリゴマーの中に分散可能なナノ粒子の粉末の形態であるか、前記アリルモノマー又はアリルオリゴマーの中に分散可能な液体中のナノ粒子の分散液の形態で、ナノ粒子の中に含まれている光吸収剤を準備する工程;
c)前記アリルモノマー又はアリルオリゴマーの重合を開始するための触媒を準備する工程;
d)前記アリルモノマー又はアリルオリゴマーと、ナノ粒子の中に含まれている前記光吸収剤と、前記触媒とを混合する工程;
を含む。
本発明は、アリルモノマー又はアリルオリゴマーの重合を開始するための触媒による前記光吸収剤の分解を防止するためにナノ粒子中に含まれている光吸収剤の使用にも関する。触媒による光吸収剤の分解の防止は、重合前の組成物の吸収スペクトルを重合後の眼鏡用レンズのものと比較することによって評価することができる。吸収スペクトルが光吸収剤の最大吸収波長で同じ透過率の低下を示す場合、光吸収剤は重合中に触媒によって分解されないとみなすことができる。
本発明の眼鏡用レンズは、
a)少なくとも1種のアリルモノマー又はオリゴマーを、前記アリルモノマー又はアリルオリゴマーの重合を開始するための触媒の存在下で重合することにより得られるマトリックス、
b)少なくとも1種の光吸収剤を含むナノ粒子であって前記マトリックス中に分散されているナノ粒子、
を含む複合基材を含む。
a)光学基材;
b)前記光学基材上で本発明による重合性液体組成物を硬化させることにより得られるコーティング;
を含む眼鏡用レンズにも関する。
以降の測定は、イソプロピルアルコールで洗浄された、中心の厚さが2mmのレンズに対して行う。
実施例では次の化合物を使用する:
メチルメタクリレートとエチレングリコールジメタクリレートとから50:50の重量比でモノマーブレンド物(5g)を調製し、このモノマーブレンド物の中にOMNISTAB(商標)47(10mg、Deltachem Co.Ltdから入手可能)を溶解させる。このブレンド物を、窒素雰囲気下、80℃でSDS(0.5g)及びAIVN(0.05g)を含有する50mlの水溶液に滴下する。モノマーブレンド物の添加が完了した後、混合物を更に2時間、80℃で更に混合し、次いで遠心分離し、エタノールで洗浄し、乾燥する。ナノ粒子は、200nm~1000nmの範囲のサイズ及び1.5の屈折率を有する。
実施例2a:シクロヘキサン(7.5ml)、n-ヘキサノール(1.8ml)、Triton X-100(1.5g)、OMNISTAB(商標)47(40mg、Deltachem Co;Ltdから入手可能)、TEOS(0.1ml)、及び水酸化アンモニウム30%(0.06ml)の混合物を24時間混合する。その後、アセトンを添加し、粒子を遠心分離によって回収し、エタノールで洗浄して乾燥させる。ナノ粒子は、100nmを中心とする単分散のサイズ、及び約1.47の沈降シリカに対応する屈折率を有する。
384mLのメタノールを1000mlの瓶に入れる。次いで、96mlのNH4OH(30重量%水溶液)及び6.4mlのメチレンブルー(CAS:61-73-4、2重量%の脱イオン水溶液)を添加する。混合物を400rpmで10分間撹拌する(磁気撹拌)。その後、3.2mlのTEOSを滴下し、800rpmで2時間撹拌する。
Claims (15)
- a)少なくとも1種のアリルモノマー又はアリルオリゴマー、
b)前記アリルモノマー又はアリルオリゴマーの重合を開始するための少なくとも1種の触媒、
c)前記アリルモノマー又はアリルオリゴマーの中に分散されているナノ粒子の中に含まれる少なくとも1種の光吸収剤、
を含有する、眼鏡用レンズの製造のための重合性液体組成物。 - 前記光吸収剤が、染料又は顔料などの着色剤、無色の光吸収剤、及びこれらの混合物から選択され、好ましくは前記光吸収剤が青色光吸収剤又は紫外線吸収剤である、請求項1に記載の組成物。
- 前記ナノ粒子がポリマーを含み、好ましくは前記ナノ粒子がアクリルモノマー、ビニルモノマー、アリルモノマー、及びこれらの混合物からなる群から選択されるポリマーを含む、請求項1又は2に記載の組成物。
- ナノ粒子が無機酸化物を含み、好ましくは前記ナノ粒子がSiO2、TiO2、ZrO2、Al2O3、及びこれらの混合物からなる群から選択される無機酸化物を含む、請求項1又は2に記載の組成物。
- ISO489:1999に従って測定される前記ナノ粒子の屈折率が1.47~1.56であり、好ましくは前記ナノ粒子の屈折率が前記重合したアリルモノマー又はオリゴマーの屈折率と同一である、請求項1~4のいずれか1項に記載の組成物。
- 前記ナノ粒子が動的光散乱法に従って測定される1nm~10μm、好ましくは10nm~5μmのサイズを示す、請求項1~5のいずれか1項に記載の組成物。
- 前記ナノ粒子中の前記光吸収剤の量が、前記ナノ粒子の総重量を基準として0.0001~90重量%、特には0.01~50重量%、より具体的には0.1~10重量%である、請求項1~6のいずれか1項に記載の組成物。
- 前記組成物中の前記ナノ粒子の量が、前記組成物の重量を基準として0.01~2重量%、好ましくは0.05~1重量%である、請求項1~7のいずれか1項に記載の組成物。
- 前記アリルモノマー又はオリゴマーが、ジエチレングリコールビス(アリルカーボネート)、エチレングリコールビス(アリルカーボネート)、ジエチレングリコールビス(アリルカーボネート)のオリゴマー、エチレングリコールビス(アリルカーボネート)のオリゴマー、ビスフェノールAビス(アリルカーボネート)、ジアリルフタレート、ジアリルイソフタレート、ジアリルテレフタレート、及びこれらの混合物からなる群から選択される、請求項1~8のいずれか1項に記載の組成物。
- 前記触媒が、ペルオキシジカーボネート、ペルオキシエステル、ペルケタール、及びこれらの混合物からなる群から選択され、好ましくは前記触媒が、ベンゾイルペルオキシド、メチルエチルペルオキシド、メチルエチルケトンペルオキシド、ジ-t-ブチルペルオキシド、ラウロイルペルオキシド、アセチルペルオキシド、ジイソプロピルペルオキシジカーボネート、ビス(4-t-ブチルシクロヘキシル)ペルオキシジカーボネート、t-ブチルペルオキシ-2-エチルヘキサノエート、t-ヘキシルペルオキシ-2-エチルヘキサノエート、及びこれらの混合物からなる群から選択される、請求項1~9のいずれか1項に記載の組成物。
- a)アリルモノマー又はアリルオリゴマーを準備する工程;
b)前記アリルモノマー又はアリルオリゴマーの中に分散可能なナノ粒子の粉末の形態であるか、前記アリルモノマー又はアリルオリゴマーの中に分散可能な液体中のナノ粒子の分散液の形態で、ナノ粒子の中に含まれている光吸収剤を準備する工程;
c)前記アリルモノマー又はアリルオリゴマーの重合を開始するための触媒を準備する工程;
d)前記アリルモノマー又はアリルオリゴマーと、ナノ粒子の中に含まれている前記光吸収剤と、前記触媒とを混合する工程;
を含む、請求項1~10のいずれか1項に記載の重合性液体組成物の調製方法。 - アリルモノマー又はアリルオリゴマーの重合を開始するための触媒による前記光吸収剤の分解を防止するための、特には硬化したアリル系眼鏡用レンズの黄変を防止するための、請求項1~10のいずれか1項に記載の重合性液体組成物の中に分散されているナノ粒子の中に含まれる光吸収剤の使用。
- 請求項1~10のいずれか1項に記載の重合性液体組成物を硬化することによって得られる眼鏡用レンズ。
- a)光学基材;
b)前記光学基材上で請求項1~10のいずれか1項に記載の重合性液体組成物を硬化させることにより得られるコーティング;
を含む、眼鏡用レンズ。 - a)少なくとも1種のアリルモノマー又はオリゴマーを、前記アリルモノマー又はアリルオリゴマーの重合を開始するための触媒の存在下で重合することにより得られるマトリックス、
b)少なくとも1種の光吸収剤を含むナノ粒子であって前記マトリックス中に分散されているナノ粒子、
を含む複合基材を含む眼鏡用レンズ。
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JP2014527094A (ja) * | 2011-06-28 | 2014-10-09 | スリーエム イノベイティブ プロパティズ カンパニー | 光応答性ハイブリッド有機無機粒子を調製するためのプロセス |
JP2015507649A (ja) * | 2011-12-06 | 2015-03-12 | フロリダ大学 リサーチファウンデーション インコーポレイティッド | Uv吸収ナノ粒子及びその製造方法、並びにuv遮蔽器具及びその製造方法関連出願の参照本出願は、図表を含めた全内容が本明細書に参考文献として援用される2011年12月6日出願の米国特許仮出願第61/567,517号の利益を請求する。 |
JP2013133410A (ja) * | 2011-12-27 | 2013-07-08 | Jgc Catalysts & Chemicals Ltd | 染料および/または顔料内包金属酸化物粒子の製造方法および染料および/または顔料内包金属酸化物粒子、該粒子の用途 |
WO2015097186A1 (en) * | 2013-12-23 | 2015-07-02 | Essilor International (Compagnie Generale D'optique) | Transparent optical article having a colorless appearance |
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