CN110156558B - 基于共晶法的有机固体激光材料及其制备方法 - Google Patents
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Abstract
本发明涉及一种基于共晶法的有机固体激光材料的制备方法,包括以下步骤:将基于二芳基苯乙烯基的有机分子和与其能长成共晶的配体有机分子,溶于良有机溶剂中,获得有机半导体分子储备液;在10‑30℃下,将所述有机半导体分子储备液加入不良溶剂中混匀,将得到的混合液静后去除溶剂,得到基于共晶法的有机固体激光材料。本发明基于共晶原理,使在聚集态不发出激光的有机分子产生激光现象,采用简单快捷、温和廉价的溶液法可控自组装得到一维微米棒。
Description
技术领域
本发明涉及有机半导体微米器件领域,尤其涉及一种基于共晶法的有机固体激光材料及其制备方法。
背景技术
近年来,有机固体激光器(OSSLs)经历了快速的发展,一系列的有机高分子、有机小分子被用作增益介质实现了光泵浦有机固体激光器。然而,许多有机分子以聚集态紧密地包裹在一起,这将导致各种非辐射途径使激发态失活,最终阻止激光的产生。例如,小的分子间距离可以产生强偶极共振,并导致聚合体产生猝灭(ACQ)效应。激基缔合物也能以聚集态形成,具有复杂的振动能级和较慢的辐射衰减速率。因此,OSSLs的增益分子***受到限制。所以,在有机微纳米激光器中,为了实现分子聚集态激光,通常采用掺杂方法(Nat.Commun.2018,(9),1525.)。但是,掺杂方法会导致低增益密度和大缺陷密度。所以,可以选用共晶的方法使不同的分子在单晶状态下堆叠在一起,具有低的缺陷密度、规则的形貌和光滑的表面。但是目前多数共晶方法所使用的原料为在聚集状态下可发光的材料,如CN201910097946.7公开了一种基于聚集诱导发光材料的有机固体激光器,文献“Adv.Funct.Mater.2019,(29),1807599”中也公开了利用发光材料,基于共晶方法制备有机固体激光器。而如何使原本聚集态不出激光的材料可以产生激光也是亟需解决的问题。
发明内容
为解决上述技术问题,本发明的目的是提供一种基于共晶法的有机固体激光材料及其制备方法。本发明基于共晶原理,使在聚集态不发出激光的有机分子产生激光现象,采用简单快捷、温和廉价的溶液法可控自组装得到一维微米棒。
本发明的第一个目的是提供一种基于共晶法的有机固体激光材料的制备方法,包括以下步骤:
(1)将基于二芳基苯乙烯基的有机分子和与其能长成共晶的配体有机分子,溶于良有机溶剂中,获得有机半导体分子储备液;所述基于二芳基苯乙烯基的有机分子的结构式如下:
其中,R为烷基或氰基;
(2)在10-30℃下,将所述有机半导体分子储备液加入不良溶剂中混匀,将得到的混合液静置0.5-2h,然后去除溶剂,得到基于共晶法的有机固体激光材料,该材料为一维有机单晶微米棒,其激发波长为300-1024nm。
优选地,R为C1-C6烷基或氰基
进一步地,在步骤(1)中,基于二芳基苯乙烯基的有机分子的结构式如下:
其中,R为C1-C6烷基或氰基。
更优选地,基于二芳基苯乙烯基的有机分子为4,4'-双[2-(邻氰苯基)乙烯基]苯、1,4-二(4-甲基苯乙烯基)苯、1,4-双(2-氰基苯乙烯基)苯、1,4-双(3-氰基苯乙烯基)苯、1,4-二(3-甲基苯乙烯基)苯或1,4-二(2-甲基苯乙烯基)苯。
进一步地,在步骤(1)中,配体有机分子为4-溴-2,3,5,6-四氟苯甲酸、八氟萘、八氯萘、1,4-二碘四氟苯、1,3,5-三氟-2,4,6-三碘苯、六氟苯、六氯苯、晕苯、芘、苝、四叔丁基苝、苯并芘、1,4-二碘苯、1,3-二碘四氟苯或苯并苝。优选地,配体有机分子为4-溴-2,3,5,6-四氟苯甲酸。
进一步地,在步骤(1)中,良有机溶剂为三氯甲烷、二氯甲烷、乙腈、四氢呋喃或氯苯。
进一步地,在步骤(1)中,所述基于二芳基苯乙烯基的有机分子和与其能长成共晶的配体有机分子的摩尔比为1-10:1-10。
进一步地,在步骤(1)中,所述基于二芳基苯乙烯基的有机分子在有机半导体分子储备液中的浓度为0.5~10mmol/L。
进一步地,在步骤(2)中,所述不良溶剂为甲醇、乙醇、水、正己烷或环己烷。
进一步地,步骤(1)中的良有机溶剂与步骤(2)中的不良溶剂的体积比为1-10:1-10。
进一步地,在步骤(2)中,静置后还包括将混合液滴在基底上的步骤。
进一步地,在步骤(2)中,有机激光固体材料为零维、一维、二维或三维纳米材料。
优选地,有机激光固体材料为一维有机单晶微米棒,所述一维有机单晶微米棒的长度为1-100μm。优选地,一维有机单晶微米棒的长度为20-80μm。
本发明的第二个目的是提供一种采用上述制备方法所制备的基于共晶法的有机固体激光材料,其激发波长为300-1024nm,发射波长为350-900nm。
优选地,有机固体激光材料的激发波长为300-400nm,发射波长为400-500nm。
进一步地,其激发光为脉冲激光。
进一步地,本发明的基于共晶法的有机固体激光材料可作为激光增益介质、激光谐振腔或有机固体激光器。
借由上述方案,本发明至少具有以下优点:
本发明提出了一种基于共晶法的有机固体激光材料及其制备方法,利用共晶的方法调节分子间的间距,使原本聚集态不发出激光的材料产生激光现象。本发明实现了同一种材料从不发出激光到发出激光的转变,拓展了有机固体激光器的材料体系,为OSSLs分子体系的扩展提供了一种途径。本发明采用简单快捷、温和廉价的溶液法可控自组装得到一维微米棒,基于微米棒高的固态量子产率和优异的光波导性能,实现了有机固体激光材料,并可用作OSSLs。
上述说明仅是本发明技术方案的概述,为了能够更清楚了解本发明的技术手段,并可依照说明书的内容予以实施,以下以本发明的较佳实施例并配合附图详细说明如后。
附图说明
图1是对比例1制备的o-BCB晶体和实施例1制备的o-BCB-BFC共晶微米棒的荧光显微镜图片;
图2是实施例1制备的o-BCB-BFC共晶微米棒的共晶透射电子显微镜及选区电子衍射图;
图3是实施例1中制备的o-BCB-BFC共晶微米棒的光波导性能图;
图4是对比例1中制备的o-BCB微米棒的激光检测图;
图5是实施例1中制备的o-BCB-BFC共晶微米棒的多模式激光性能图;
图6是实施例1中制备的o-BCB-BFC共晶微米棒的相邻峰间距随微米带长度分布变化图。
具体实施方式
下面结合附图和实施例,对本发明的具体实施方式作进一步详细描述。以下实施例用于说明本发明,但不用来限制本发明的范围。
对比例1
将9.97mg的1,4-双(2-氰基苯乙烯基)苯(o-BCB)加入10mL的二氯甲烷中,得到储备液,静置30分钟后,将储备液滴在基底上,待有机溶剂挥发干后得到o-BCB有机微米晶体。
实施例1
将9.97o-BCB和16.3mg的4-溴-2,3,5,6-四氟苯甲酸(BFC)同时加入10mL的二氯甲烷中,得到储备液,取3mL的储备液加入1mL的正己烷中,静置30分钟,然后滴在基底上,待有机溶剂挥发干后得到o-BCB-BFC有机共晶微米晶体。
通过荧光显微镜(图1)以及透射电子显微镜(TEM)和选区电子衍射(SAED)(图2,图2中的标尺是4nm-1对对比例1和实施例1中所制备的晶体形貌和结晶性进行表征,表明本发明的方法所制备的晶体形貌及结晶性好。
图3是实施例1中制备得到的o-BCB-BFC共晶微米棒的光波导性能图。图a1-a5分别表示在不同激发点处的一个共晶微米棒的荧光图片,图b为在微米棒的不同激发点处的端头的发射谱,图c为激发点距端头的距离与激发点和端头的发射谱的强度的关系图。
通过对比o-BCB单体和共晶微米棒的光物理性质(表1)得到较之于单体o-BCB,o-BCB-BFC共晶具有更大辐射跃迁速率,也就更容易产生激光。通过对o-BCB的微米棒用355纳米脉冲激光器激发,发现其并不能产生激光现象。图4a是o-BCB微米棒随泵浦能量增加直到微米棒被打坏的荧光谱,图4b是随着泵浦能量增加直到微米棒被打坏而变化的荧光强度和半峰宽的变化图,从图中可以很清晰的的看出,随着泵浦能量的增加,荧光谱的强度一直是平稳增加,半峰宽也一直保持基本不变,说明o-BCB微米棒并不能产生激光直到被打坏。通过使用355纳米脉冲激光器激发,得到共晶的多模式激光(图5),其阈值能量为4.4μJ/cm2,其中图5a为共晶微米棒随泵浦能量增加的荧光谱,图5b为共晶微米棒随着泵浦能量增加而变化的荧光强度和半峰宽的变化图。相邻激光峰的峰间距随共晶微米棒长度分布图(图6),图6a中,自上而下分别对应的共晶微米棒长度分别为19.1、40.8、53.4、79.9微米,其相邻峰间距分别为1.05、0.49、0.37、0.25nm,图6b为相邻峰间距与共晶微米棒长度倒数的关系曲线,结果表明共晶微米棒构成了FP(法布里-珀罗)腔。
表1不同晶体的光物理性质结果
实施例2
将16.62mg的(4,4'-双[2-(邻氰苯基)乙烯基]苯)(p-BCB)和20.1mg的1,4-二碘四氟苯同时加入10mL的二氯甲烷中,得到储备液,取1mL的储备液加入3mL的乙腈中,静置30分钟,然后滴在基底上,待有机溶剂挥发干后得到有机共晶微米晶体。透过荧光显微镜通过使用355纳米脉冲激光器激发,其可以发出激光。
实施例3
将9.31mg1,4-二(4-甲基苯乙烯基)苯与9.01mg的晕苯同时加入到10ml的四氢呋喃中,得到储备液,取1mL的储备液加入4mL的乙醇中,静置30分钟,然后滴在基底上,待有机溶剂挥发干后得到有机共晶微米晶体。透过荧光显微镜通过使用355纳米脉冲激光器激发,其可以发出激光。
以上所述仅是本发明的优选实施方式,并不用于限制本发明,应当指出,对于本技术领域的普通技术人员来说,在不脱离本发明技术原理的前提下,还可以做出若干改进和变型,这些改进和变型也应视为本发明的保护范围。
Claims (8)
2.根据权利要求1所述的制备方法,其特征在于:在步骤(1)中,良有机溶剂为三氯甲烷、二氯甲烷、乙腈、四氢呋喃或氯苯。
3.根据权利要求1所述的制备方法,其特征在于:在步骤(1)中,所述基于二芳基苯乙烯基的有机分子和与其能长成共晶的配体有机分子的摩尔比为1-10:1-10。
4.根据权利要求1所述的制备方法,其特征在于:在步骤(1)中,所述基于二芳基苯乙烯基的有机分子在有机半导体分子储备液中的浓度为0.5~10mmol/L。
5.根据权利要求1所述的制备方法,其特征在于:在步骤(2)中,所述不良溶剂为甲醇、乙醇、水、正己烷或环己烷。
6.根据权利要求1所述的制备方法,其特征在于:步骤(1)中的良有机溶剂与步骤(2)中的不良溶剂的体积比为1-10:1-10。
7.根据权利要求1所述的制备方法,其特征在于:在步骤(2)中,有机激光固体材料为零维、一维、二维或三维纳米材料。
8.一种权利要求1-7中任一项所述的制备方法所制备的基于共晶法的有机固体激光材料,其特征在于:其激发波长为300-1024nm,发射波长为350-900nm。
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