CN108603083B - 图像传感器用永久粘接剂组合物、以及使用其的粘接方法及层叠体 - Google Patents
图像传感器用永久粘接剂组合物、以及使用其的粘接方法及层叠体 Download PDFInfo
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- CN108603083B CN108603083B CN201680074490.7A CN201680074490A CN108603083B CN 108603083 B CN108603083 B CN 108603083B CN 201680074490 A CN201680074490 A CN 201680074490A CN 108603083 B CN108603083 B CN 108603083B
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Abstract
本发明提供可形成耐热性及耐热冲击性优异的粘接层的图像传感器用永久粘接剂组合物、以及使用其的粘接方法及层叠体。本发明涉及的图像传感器用永久粘接剂组合物的特征在于,含有(A)包含来自特定的二官能(甲基)丙烯酸酯的结构单元的热固化或光固化树脂、(B)聚合性单体、及(C)抗氧化剂,所述图像传感器用永久粘接剂组合物用于将基板与该基板的支承体粘接。本发明涉及的粘接方法的特征在于,包括使用上述永久粘接剂组合物而将基板与该基板的支承体粘接的粘接工序。本发明涉及的层叠体的特征在于,包含基板、该基板的支承体、和将该基板与该支承体粘接的粘接层,上述粘接层由上述永久粘接剂组合物构成。
Description
技术领域
本发明涉及图像传感器用永久粘接剂组合物、以及使用其的粘接方法及层叠体。
背景技术
专利文献1中,作为制品稳定性优异的粘接剂组合物,记载了包含烃树脂和规定溶剂的粘接剂组合物。
现有技术文献
专利文献
专利文献1:日本特开2012-092283号公报
发明内容
发明要解决的课题
对于在通常的粘接剂中使用的环烯烃系材料、苯乙烯-丁二烯共聚物等烃树脂而言,容易因经历高温工艺而发生着色,难以维持透光率。因此,包含烃树脂的以往粘接剂组合物难以在图像传感器等光学部件中作为永久粘接剂使用。
本发明是鉴于上述以往的实际情况而作出的,目的在于提供能够形成耐热性及耐热冲击性优异的粘接层的图像传感器用永久粘接剂组合物、以及使用其的粘接方法及层叠体。
用于解决课题的手段
本申请的发明人为解决上述课题而反复进行了深入研究。结果发现,通过将特定的热固化或光固化树脂与抗氧化剂组合,可解决上述的课题,从而完成了本发明。具体而言,本发明提供以下方案。
本发明的第一方式为图像传感器用永久粘接剂组合物,其用于将基板与该基板的支承体粘接,所述图像传感器用永久粘接剂组合物的特征在于,含有:
(A)热固化或光固化树脂,所述热固化或光固化树脂包含来自下述通式(1)表示的二官能(甲基)丙烯酸酯的结构单元,
CH2=CRa2-CO-O-Ra1-O-CO-CRa3=CH2(1)
(式中,Ra1为碳原子数8以上且14以下的二价烃基,Ra2及Ra3独立地为氢原子或甲基。);
(B)聚合性单体;及
(C)抗氧化剂。
本发明的第二方式为粘接方法,其特征在于,包括使用上述永久粘接剂组合物而将基板与该基板的支承体粘接的粘接工序。
本发明的第三方式为层叠体,其特征在于,其是包含基板、该基板的支承体、和将该基板与该支承体粘接的粘接层的层叠体,上述粘接层由上述永久粘接剂组合物构成。
发明的效果
根据本发明,能够提供可形成耐热性及耐热冲击性优异的粘接层的图像传感器用永久粘接剂组合物、以及使用其的粘接方法及层叠体。
具体实施方式
<图像传感器用永久粘接剂组合物>
本发明涉及的图像传感器用永久粘接剂组合物的特征在于,含有(A)包含来自上述通式(1)表示的二官能(甲基)丙烯酸酯的结构单元的热固化或光固化树脂(以下也称为“(A)热固化或光固化树脂”。)、(B)聚合性单体、及(C)抗氧化剂,所述图像传感器用永久粘接剂组合物用于将基板与该基板的支承体粘接。
如上所述,本发明涉及的永久粘接剂组合物可用于将基板(晶圆)与支承体粘接。另外,也可以使用该永久粘接剂组合物而在基板或支承体上形成粘接层,并通过该粘接层将基板与支承体贴合,由此形成层叠体。
基板以被支承体支承的状态供于薄化、安装等工艺。本发明涉及的层叠体所具备的基板不限定于晶圆,可采用薄膜基板、挠性基板等任意的基板。另外,可在基板的粘接层侧的面上形成电路等电子元件的微细结构。作为基板的具体例,可举出硅基板、蓝宝石基板等。
支承体对基板进行支承,只要具有在基板的薄化、输送、安装等工艺时防止基板破损或变形所需要的强度即可。从以上的观点考虑,作为支承体,可举出由玻璃、硅、丙烯酸树脂形成的支承体等。
在将本发明涉及的永久粘接剂组合物涂布于基板或支承体而形成组合物层后,对该组合物层进行加热。由此,形成组合物层的(B)聚合性单体发生聚合,能够使该层的柔软性提高。结果,本发明涉及的永久粘接剂组合物可形成耐热冲击性得以提高的粘接层。另外,本发明涉及的永久粘接剂组合物含有(A)热固化或光固化树脂与(C)抗氧化剂的组合,由此可抑制由加热导致的粘接层的黄变。因此,本发明涉及的永久粘接剂组合物可形成耐热性得以提高的粘接层。本发明涉及的永久粘接剂组合物可用作例如图像传感器等光学部件用的永久粘接剂。作为图像传感器,例如可举出CCD传感器、CMOS传感器等。
[(A)热固化或光固化树脂]
本发明涉及的永久粘接剂组合物含有(A)热固化或光固化树脂,所述热固化或光固化树脂包含来自下述通式(1)表示的二官能(甲基)丙烯酸酯的结构单元,
CH2=CRa2-CO-O-Ra1-O-CO-CRa3=CH2(1)
(式中,Ra1为碳原子数8以上且14以下的二价烃基,Ra2及Ra3独立地为氢原子或甲基。)。
由于(A)热固化或光固化树脂的透过率、耐热性等优异,因此本发明涉及的永久粘接剂组合物可作为图像传感器等光学部件的永久粘接剂使用。(A)热固化或光固化树脂可以单独使用或组合两种以上而使用。
上述通式(1)中,Ra1为碳原子数8以上且14以下(优选9以上且12以下)的二价烃基。作为Ra1,例如可举出:亚辛基、亚壬基、亚癸基、亚十二烷基等碳原子数8以上且14以下(优选9以上且12以下)的亚烷基;三环癸烷二基等碳原子数8以上且14以下(优选9以上且12以下)的二价脂环式烃基;亚甲基-三环癸烷二基-亚甲基等碳原子数1以上且4以下(优选1以上且3以下)的亚烷基与碳原子数8以上且14以下(优选9以上且12以下)的二价脂环式烃基的组合(其中,总碳原子数为8以上且14以下,优选为9以上且12以下。)。
(A)热固化或光固化树脂中,从透过率、耐热性等观点考虑,来自上述通式(1)表示的二官能(甲基)丙烯酸酯的结构单元的量在全部结构单元中优选为10~60摩尔%,更优选为20~50摩尔%。
从反应性、相容性、透明性、光学各向同性的方面考虑,(A)热固化或光固化树脂优选具有分支结构,进一步优选在其末端或侧链具有至少两个以上的不饱和双键。具体而言,例如可举出在分子内具有一个不饱和双键的单官能单体与在分子内具有两个不饱和双键的二官能单体的共聚物即多分支·多官能聚合物。从透过率、耐热性等观点考虑,该多分支·多官能聚合物的数均分子量优选为10,000~500,000,更优选为30,000~300,000。需要说明的是,本说明书中,所谓数均分子量,是指利用凝胶渗透色谱法测得的以聚苯乙烯换算计的数均分子量。上述多分支·多官能聚合物例如可通过下述方式制造:在存在链转移剂的体系内,使在分子内具有一个不饱和双键的单官能单体与在分子内具有两个不饱和双键的二官能单体共聚。上述多分支·多官能聚合物可以单独使用或组合两种以上而使用。
作为在分子内具有两个不饱和双键的二官能单体,可使用上述通式(1)表示的二官能(甲基)丙烯酸酯。该二官能(甲基)丙烯酸酯在两端各具有1个不饱和双键,因此可以仅一个不饱和双键参与主链的伸长,而另一个不饱和双键参与侧链的伸长。结果,可得到具有分支结构的共聚物。在分子内具有两个不饱和双键的上述二官能单体及上述二官能(甲基)丙烯酸酯各自可以单独使用或组合两种以上而使用。
作为上述二官能(甲基)丙烯酸酯,可举出1,8-辛二醇二(甲基)丙烯酸酯、环己烷二甲醇二(甲基)丙烯酸酯、1,9-壬二醇二(甲基)丙烯酸酯、1,10-癸二醇二(甲基)丙烯酸酯、三环癸烷二(甲基)丙烯酸酯、1,12-十二烷二醇二(甲基)丙烯酸酯、三环癸烷二羟甲基二(甲基)丙烯酸酯等。
作为在分子内具有一个不饱和双键的单官能单体,没有特别限定,可使用以往已知的单官能单体。例如,可使用后述的(B)聚合性单体中的单官能单体。
[(B)聚合性单体]
本发明涉及的永久粘接剂组合物含有(B)聚合性单体。通过在将本发明涉及的永久粘接剂组合物涂布于基板或支承体后进行加热,从而使(B)聚合性单体发生聚合,能够使该层的柔软性提高。结果,本发明涉及的永久粘接剂组合物可形成耐热冲击性得以提高的粘接层。(B)聚合性单体可以单独使用或组合两种以上而使用。
作为(B)聚合性单体,没有特别限定,可使用以往已知的单官能单体及多官能单体,从反应性的观点考虑,优选为多官能单体,从形成的粘接层不会变得过硬、容易抑制翘曲等变形的观点考虑,更优选为二官能单体。
作为单官能单体,可举出(甲基)丙烯酰胺、羟甲基(甲基)丙烯酰胺、甲氧基甲基(甲基)丙烯酰胺、乙氧基甲基(甲基)丙烯酰胺、丙氧基甲基(甲基)丙烯酰胺、丁氧基甲氧基甲基(甲基)丙烯酰胺、N-羟甲基(甲基)丙烯酰胺、N-羟基甲基(甲基)丙烯酰胺、(甲基)丙烯酸、富马酸、马来酸、马来酸酐、衣康酸、衣康酸酐、柠康酸、柠康酸酐、巴豆酸、2-丙烯酰胺-2-甲基丙磺酸、叔丁基丙烯酰胺磺酸、(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸环己酯、(甲基)丙烯酸2-羟基乙酯、(甲基)丙烯酸2-羟基丙酯、(甲基)丙烯酸2-羟基丁酯、(甲基)丙烯酸2-苯氧基-2-羟基丙酯、2-(甲基)丙烯酰氧基-2-羟基丙基邻苯二甲酸酯、丙三醇单(甲基)丙烯酸酯、(甲基)丙烯酸四氢糠基酯、二甲基氨基(甲基)丙烯酸酯、(甲基)丙烯酸缩水甘油酯、(甲基)丙烯酸二环戊烯氧基乙酯、丙烯酰吗啉、(甲基)丙烯酸2,2,2-三氟乙酯、(甲基)丙烯酸2,2,3,3-四氟丙酯、邻苯二甲酸衍生物的半(甲基)丙烯酸酯等。这些单官能单体可以单独使用或组合两种以上而使用。
另一方面,作为多官能单体,可举出烷氧基化双酚A二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、四乙二醇二(甲基)丙烯酸酯、聚乙二醇二(甲基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、聚丙二醇二(甲基)丙烯酸酯、乙氧基化聚丙二醇二(甲基)丙烯酸酯、丁二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、三环癸烷二甲醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、1,9-壬二醇二(甲基)丙烯酸酯、9,9-双[4-(2-(甲基)丙烯酰氧基乙氧基)苯基]芴、三羟甲基丙烷三(甲基)丙烯酸酯、丙三醇二(甲基)丙烯酸酯、季戊四醇二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、2,2-双(4-((甲基)丙烯酰氧基二乙氧基)苯基)丙烷、2,2-双(4-((甲基)丙烯酰氧基多乙氧基)苯基)丙烷、(甲基)丙烯酸2-羟基-3-(甲基)丙烯酰氧基丙酯、乙二醇二缩水甘油醚二(甲基)丙烯酸酯、二乙二醇二缩水甘油醚二(甲基)丙烯酸酯、邻苯二甲酸二缩水甘油酯二(甲基)丙烯酸酯、丙三醇三(甲基)丙烯酸酯、丙三醇聚缩水甘油醚聚(甲基)丙烯酸酯、氨基甲酸酯(甲基)丙烯酸酯(即,甲苯二异氰酸酯)、三甲基-1,6-己二异氰酸酯与1,6-二异氰酸酯与(甲基)丙烯酸2-羟基乙酯的反应产物、亚甲基双(甲基)丙烯酰胺、(甲基)丙烯酰胺亚甲基醚((meth)acrylamide methyleneether)、多元醇与N-羟甲基(甲基)丙烯酰胺的缩合物等多官能单体、1,3,5-三丙烯酰基六氢-1,3,5-三嗪(Triacrylformal)等。这些多官能单体可以单独使用或组合两种以上而使用。
上述中,优选为烷氧基化双酚A二(甲基)丙烯酸酯,更优选为乙氧基化双酚A二(甲基)丙烯酸酯、丙氧基化双酚A二(甲基)丙烯酸酯等下述通式表示的多官能单体。
[化学式1]
(式中,R1独立地为氢原子或甲基。R2及R3独立地为碳原子数1~5的亚烷基。R4及R5独立地为碳原子数1~5的烷基。m及n独立地为1以上的整数,其中,m+n为2~30的整数。)
从获得容易程度、反应性等观点考虑,R2或R3的碳原子数优选为2~4,更优选为2或3。作为R2或R3,例如可举出亚甲基、亚乙基、亚丙基、三亚甲基、亚丁基等,从获得容易程度、反应性等观点考虑,优选为亚乙基及亚丙基。
从获得容易程度、反应性等观点考虑,R4或R5的碳原子数优选为1~3,更优选为1或2。作为R4或R5,例如可举出甲基、乙基、丙基、异丙基、正丁基、异丁基、仲丁基、叔丁基等,从获得容易程度、反应性等观点考虑,优选为甲基及乙基。
作为上述式表示的多官能单体的具体例,可举出新中村化学工业(株)制的NK酯ABE-300、A-BPE-4、A-BPE-6、A-BPE-10、A-BPE-20、A-BPE-30、BPE-80N、BPE-100N、BPE-200、BPE-500、BPE-900、及BPE-1300N等。
需要说明的是,本说明书中,“(甲基)丙烯酰胺”是指丙烯酰胺和甲基丙烯酰胺这两者,“(甲基)丙烯酸”是指丙烯酸和甲基丙烯酸这两者,“(甲基)丙烯酸酯”是指丙烯酸酯和甲基丙烯酸酯这两者,“(甲基)丙烯酰”是指丙烯酰和甲基丙烯酰这两者。
相对于(A)热固化或光固化树脂和(B)聚合性单体的合计100质量份而言,(B)聚合性单体的含量优选为3~45质量份,更优选为5~30质量份。(B)聚合性单体的含量在上述范围内时,由本发明涉及的永久粘接剂组合物形成的粘接层的柔软性进一步提高,耐热冲击性也进一步提高。
[(C)抗氧化剂]
本发明涉及的永久粘接剂组合物含有(C)抗氧化剂。本发明涉及的永久粘接剂组合物通过含有(A)热固化或光固化树脂以及(C)抗氧化剂,从而可抑制由加热导致的粘接层的黄变。因此,本发明涉及的永久粘接剂组合物可形成耐热性得以提高的粘接层。(C)抗氧化剂可以单独使用或组合两种以上而使用。
作为(C)抗氧化剂,没有特别限定,可使用以往已知的抗氧化剂,例如可举出酚系抗氧化剂、受阻胺系抗氧化剂、磷系抗氧化剂、硫系抗氧化剂等,优选酚系抗氧化剂。
作为酚系抗氧化剂,例如可举出4,4-硫代双(6-叔丁基间甲酚)、3,9-双[2-〔3-(3-叔丁基-4-羟基-5-甲基苯基)-丙酰氧基〕-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷、2,2’-亚甲基双(6-叔丁基-4-甲基苯酚)、2,2’-亚甲基双(6-叔丁基-4-乙基苯酚)、4,4’-亚丁基双(6-叔丁基-3-甲基苯酚)、4,4’-硫代双(6-叔丁基-3-甲基苯酚、烷基化双酚,2,6-二叔丁基对甲酚、2,6-二叔丁基-4-乙基苯酚、1,1,3-三(2-甲基-4-羟基-5-叔丁基苯基)丁烷、正十八烷基-3-(3,5-二叔丁基-4-羟基苯基)丙酸酯、四〔亚甲基-3-(3,5-二叔丁基-4-羟基苯基)丙酸酯〕甲烷、三乙二醇双〔3-(3-叔丁基-4-羟基-5-甲基苯基)丙酸酯、三(3,5-二叔丁基-4-羟基苄基)异氰脲酸酯等受阻酚系抗氧化剂。
作为受阻胺系抗氧化剂,例如可举出癸二酸双(1,2,2,6,6-五甲基-4-哌啶基)酯、2-(3,5-二叔丁基-4-羟基苄基)-2-正丁基丙二酸双(1,2,2,6,6-五甲基-4-哌啶基)酯等。
作为磷系抗氧化剂,例如可举出亚磷酸三(2,4-二叔丁基苯基)酯、四(2,4-二叔丁基苯基)-4,4’-联苯基亚磷酸酯、亚磷酸三壬基苯酯、双(2,4-二叔丁基苯基)季戊四醇二亚磷酸酯、二硬脂基季戊四醇二亚磷酸酯等。
作为硫系抗氧化剂,例如可举出3,3-硫代二丙酸二月桂基酯、3,3-硫代二丙酸二肉豆蔻基酯、3,3-硫代二丙酸二硬脂基酯、3,3-硫代二丙酸二(十三烷基)酯、季戊四醇四(3-月桂基硫代二丙酸酯)、2-巯基苯并咪唑等。
上述中,作为(C)抗氧化剂,从容易得到280℃时的10分钟的高温工艺中的耐热性得以提高的粘接层的方面考虑,更优选为受阻酚系抗氧化剂,尤其优选为3,9-双[2-〔3-(3-叔丁基-4-羟基-5-甲基苯基)-丙酰氧基〕-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷、2,6-二叔丁基对甲酚、四〔亚甲基-3-(3,5-二叔丁基-4-羟基苯基)丙酸酯〕甲烷、三(3,5-二叔丁基-4-羟基苄基)异氰脲酸酯、及1,1,3-三(2-甲基-4-羟基-5-叔丁基苯基)丁烷。另外,在使用3,9-双[2-〔3-(3-叔丁基-4-羟基-5-甲基苯基)-丙酰氧基〕-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷与其他受阻酚系抗氧化剂的组合、尤其是3,9-双[2-〔3-(3-叔丁基-4-羟基-5-甲基苯基)-丙酰氧基〕-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷与2,6-二叔丁基对甲酚的组合的情况下,容易得到150℃时的1000小时的高温工艺中的耐热性也得以提高的粘接层。
相对于(A)热固化或光固化树脂和(B)聚合性单体的合计100质量份而言,(C)抗氧化剂的含量优选为0.1~5质量份,更优选为0.3~2.0质量份。(C)抗氧化剂的含量在上述范围内时,由本发明涉及的永久粘接剂组合物形成的粘接层的耐热性容易进一步提高。
[溶剂]
本发明涉及的永久粘接剂组合物可含有具有溶解(A)热固化或光固化树脂、(B)聚合性单体、及(C)抗氧化剂的功能的溶剂。溶剂可以单独使用或组合两种以上而使用。
作为溶剂,例如可举出:乙二醇单甲基醚、乙二醇单乙基醚、乙二醇正丙基醚、乙二醇单正丁基醚、二乙二醇单甲基醚、二乙二醇单乙基醚、二乙二醇单正丙基醚、二乙二醇单正丁基醚、三乙二醇单甲基醚、三乙二醇单乙基醚、丙二醇单甲基醚、丙二醇单乙基醚、丙二醇单正丙基醚、丙二醇单正丁基醚、二丙二醇单甲基醚、二丙二醇单乙基醚、二丙二醇单正丙基醚、二丙二醇单正丁基醚、三丙二醇单甲基醚、三丙二醇单乙基醚等(多)亚烷基二醇单烷基醚类;乙二醇单甲基醚乙酸酯、乙二醇单乙基醚乙酸酯、二乙二醇单甲基醚乙酸酯、二乙二醇单乙基醚乙酸酯、丙二醇单甲基醚乙酸酯(PGMEA)、丙二醇单乙基醚乙酸酯等(多)亚烷基二醇单烷基醚乙酸酯类;二乙二醇二甲基醚、二乙二醇甲基乙基醚、二乙二醇二乙基醚、四氢呋喃等其他的醚类;甲基乙基酮、环己酮、2-庚酮、3-庚酮等酮类;2-羟基丙酸甲酯、2-羟基丙酸乙酯等乳酸烷基酯类;2-羟基-2-甲基丙酸乙酯、3-甲氧基丙酸甲酯、3-甲氧基丙酸乙酯、3-乙氧基丙酸甲酯、3-乙氧基丙酸乙酯、乙氧基乙酸乙酯、羟基乙酸乙酯、2-羟基-3-甲基丁酸甲酯、乙酸3-甲基-3-甲氧基丁酯、丙酸3-甲基-3-甲氧基丁酯、乙酸乙酯、乙酸正丙酯、乙酸异丙酯、乙酸正丁酯、乙酸异丁酯、甲酸正戊酯、乙酸异戊酯、丙酸正丁酯、丁酸乙酯、丁酸正丙酯、丁酸异丙酯、丁酸正丁酯、丙酮酸甲酯、丙酮酸乙酯、丙酮酸正丙酯、乙酰乙酸甲酯、乙酰乙酸乙酯、2-氧代丁酸乙酯等其他酯类;甲苯、二甲苯等芳香族烃类;N-甲基吡咯烷酮、N,N-二甲基甲酰胺、N,N-二甲基乙酰胺等酰胺类等。
上述溶剂中,丙二醇单甲基醚、乙二醇单甲基醚乙酸酯、丙二醇单甲基醚乙酸酯(PGMEA)、丙二醇单乙基醚乙酸酯、二乙二醇二甲基醚、二乙二醇甲基乙基醚、环己酮、3-甲氧基丁基乙酸酯对(A)热固化或光固化树脂、(B)聚合性单体、及(C)抗氧化剂显示优异的溶解性,故而优选,尤其优选使用丙二醇单甲基醚乙酸酯(PGMEA)。
溶剂的含量优选为使永久粘接剂组合物的固态成分浓度成为40~90质量%的量,更优选为使永久粘接剂组合物的固态成分浓度成为50~80质量%的量。
[(D)聚合引发剂]
本发明涉及的永久粘接剂组合物可根据需要含有(D)聚合引发剂。(D)聚合引发剂可以单独使用或组合两种以上而使用。作为(D)聚合引发剂,可举出光聚合引发剂、热聚合引发剂等。
作为光聚合引发剂,可优选使用苯乙酮系化合物、苯偶姻系化合物、二苯甲酮系化合物、噻吨酮系化合物、酰基氧化膦系化合物等化合物。具体而言,可示例三氯苯乙酮、二乙氧基苯乙酮、1-苯基-2-羟基-2-甲基丙烷-1-酮、1-羟基环己基苯基甲酮、2-甲基-1-(4-甲硫基苯基)-2-吗啉代丙烷-1-酮、苯偶姻甲基醚、苄基二甲基缩酮、二苯甲酮、噻吨酮、2,4,6-三甲基苯甲酰基二苯基氧化膦、苯甲酰甲酸甲酯(Methyl phenylglyoxylate)、樟脑醌、苯偶酰、蒽醌、米蚩酮等。另外,也可以将光引发助剂、敏化剂(sensitizer)与光聚合引发剂并用,所述光引发助剂、敏化剂与光聚合引发剂组合而发挥效果。光聚合引发剂可以单独使用,也可以混合两种以上而使用。
作为热聚合引发剂,可优选使用酮过氧化物系化合物、过氧化缩酮系化合物、氢过氧化物系化合物、二烷基过氧化物系化合物、二酰基过氧化物系化合物、过氧化二碳酸酯系化合物、过氧酯(peroxy ester)系化合物等各种有机过氧化物。具体而言,可示例过氧化环己酮、1,1-双(叔己基过氧化)环己酮、过氧化羟基异丙苯、过氧化二异丙苯、过氧化苯甲酰、二异丙基过氧化物、过氧化2-乙基己酸叔丁酯等,但并不受这些的任何限制。热聚合引发剂可以单独使用,也可以混合两种以上而使用。
相对于(A)热固化或光固化树脂和(B)聚合性单体的合计100质量份而言,(D)聚合引发剂的含量优选为0.1~10质量份,更优选为0.3~1质量份。
[其他成分]
本发明涉及的永久粘接剂组合物可以在不损害本发明的本质特性的范围内进一步含有具有混合性的其他物质。例如,可进一步使用为了改良粘接剂性能而追加的树脂、增塑剂、粘接助剂、稳定剂、着色剂、及表面活性剂等惯用的各种添加剂。
<粘接方法>
本发明涉及的粘接方法的特征在于,包括使用本发明涉及的永久粘接剂组合物而将基板与该基板的支承体粘接的粘接工序。上述粘接工序中,可以通过进行加压而将基板与支承体粘接,也可以通过进行加热及加压而将基板与支承体粘接。将基板与支承体粘接时的温度、时间、及压力可根据使用的粘接剂组合物等适当选择。例如,温度优选为50~250℃,更优选为50℃~150℃。时间优选为10秒~15分钟,更优选为30秒~10分钟。压力优选为10kg~1,000kg,更优选为50kg~500kg。另外,也可以在减压环境下(例如,1Pa以下)将基板与支承体粘接。
实施例
以下,利用实施例对本发明详细地进行说明,但本发明并不限定于这些实施例。
[粘接剂组合物的制备]
(材料)
粘接剂组合物的制备中使用以下的材料。
·树脂
SEPTON 4033:(株)kuraray制,下述式表示的氢化苯乙烯·异戊二烯·丁二烯嵌段共聚物
[化学式2]
(式中,下标k~n表示带有上述下标的结构单元的重复数。)
APL8008T:三井化学(株)制,下述化学式表示的树脂,Mw=100,000,Mw/Mn=2.1,m:n=80:20(摩尔比)
[化学式3]
共聚物A:以下的合成例中得到的共聚物
(合成例)
将1,9-壬二醇二丙烯酸酯38g、二羟甲基三环癸烷二丙烯酸酯46g、2-乙基己基环氧乙烷(n≈2)改性丙烯酸酯41g、丙烯酸二环戊基酯72g、丙烯酸2-羟基丙酯26g、2,4-二苯基-4-甲基-1-戊烯67g、丙二醇单甲基醚乙酸酯146g投入至1L的反应器内,进行混合、加热。于85℃向反应器内的混合物中添加3g的过氧化苯甲酰,于85℃反应3小时。通过冷却使聚合反应停止,然后于室温将反应混合液投入至大量的甲醇中,使聚合物析出。使用甲醇对得到的聚合物进行洗涤,并进行过滤、干燥。得到153g利用凝胶渗透色谱法测得的以聚苯乙烯换算计的数均分子量为18万的共聚物A。
·聚合性单体
NK酯BPE-500:新中村化学工业(株)制,下述化学式表示的乙氧基化双酚A二甲基丙烯酸酯(其中,m+n=10)
NK酯BPE-200:新中村化学工业(株)制,下述化学式表示的乙氧基化双酚A二甲基丙烯酸酯(其中,m+n=4)
NK酯BPE-900:新中村化学工业(株)制,下述化学式表示的乙氧基化双酚A二甲基丙烯酸酯(其中,m+n=17)
NK酯BPE-1300N:新中村化学工业(株)制,下述化学式表示的乙氧基化双酚A二甲基丙烯酸酯(其中,m+n=30)
[化学式4]
·抗氧化剂
IRGANOX 1010:BASF Japan(株)制,下述式表示的抗氧化剂,四〔亚甲基-3-(3,5-二叔丁基-4-羟基苯基)丙酸酯〕甲烷
[化学式5]
BHT:东京化成工业(株)制,下述式表示的抗氧化剂,2,6-二叔丁基对甲酚
[化学式6]
Adeka Stub AO-80:(株)ADEKA制,下述式表示的抗氧化剂,3,9-双[2-〔3-(3-叔丁基-4-羟基-5-甲基苯基)-丙酰氧基〕-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷
[化学式7]
(式中,t-Bu表示叔丁基。)
A-HD-N:1,6-己二醇二丙烯酸酯(新中村化学工业(株)制)
FA-512A:丙烯酸二环戊烯氧基乙酯(日立化成工业社制)
ACMO:丙烯酰吗啉(KJ CHEMICALS(株)制)
Adeka Stub AO-20:(株)ADEKA制,下述式表示的抗氧化剂,三(3,5-二叔丁基-4-羟基苄基)异氰脲酸酯
[化学式8]
(式中,t-Bu如上所述。)
Adeka Stub AO-30:(株)ADEKA制,下述式表示的抗氧化剂,1,1,3-三(2-甲基-4-羟基-5-叔丁基苯基)丁烷
[化学式9]
(式中,t-Bu如上所述。)
Percumyl D:下述式表示的聚合引发剂(日本油脂株式会社制)
[化学式10]
(比较例1及2)
使用十氢萘将表1所示的树脂溶解,进而使其溶解于乙酸丁酯中。向得到的溶液中添加表1所示的抗氧化剂,并进行粘度调节,制备粘接剂组合物。需要说明的是,树脂及抗氧化剂的使用量(单位:质量份)如表1中在方括号内所示。
(比较例3及实施例1~15)
向表1~3所示的树脂中加入表1~3所示的聚合性单体,并溶解于丙二醇单甲基醚乙酸酯(PGMEA)中。向得到的溶液中添加表1~3所示的抗氧化剂,并进行粘度调节,制备粘接剂组合物。需要说明的是,树脂、聚合性单体、及抗氧化剂的使用量(单位:质量份)如表1~3中在方括号内所示。另外,实施例12中,不仅向树脂中加入了聚合性单体,还加入了表3所示的聚合引发剂。此外,比较例3中,未向树脂中加入聚合性单体,而是使树脂直接溶解于PGMEA中。
(粘接层的形成)
将实施例或比较例的粘接剂组合物旋涂于10cm见方的玻璃基板上,于130℃及150℃的温度各烘烤5分钟,使溶剂挥发,形成组合物层(膜厚为50μm)。接着,将形成有组合物层的基板在200℃的氮气氛下的焙烧炉中烘烤4小时,形成粘接层。
(透过率的评价)
使用分光光度计(瞬间多通道测光系统MCPD3000,大塚电子株式会社制),对形成的粘接层在400nm处的透过率进行测定,按照以下的评价基准来评价透过率。将结果示于表1~3。
○(良好):透过率为98%以上。
×(不良):透过率低于98%。
(耐热性的评价)
将形成有粘接层的10cm见方的玻璃基板载置于已加热至280℃的加热板上,加热10分钟。使用分光光度计,对加热后的固化膜在400nm处的透过率进行测定,按照以下的评价基准来评价耐热性。将结果示于表1~3。
○(良好):透过率为95%以上。
×(不良):透过率低于95%。
(耐热冲击性的评价)
将形成有粘接层的10cm见方的玻璃基板投入至冷热冲击试验机TSE-11-A(ESPECCorp.)中,使该玻璃基板在-40℃的恒温槽与100℃的恒温槽之间移动。各恒温槽中的玻璃基板的保持时间为30分钟,以合计1小时的热循环作为一个循环。实施热循环试验直至100个循环,然后利用目视对粘接层的状态进行观察,按照以下的评价基准来评价耐热冲击性。将结果示于表1~3。
○(良好):粘接层中未观察到异常。
×(不良):粘接层中观察到褶皱、裂纹等异常。
[表1]
[表2]
[表3]
由表1~3所示的结果可知,通过将(A)热固化或光固化树脂与(C)抗氧化剂组合而使用,从而可得到耐热性得以提高的粘接层。另外可知,通过使用(B)聚合性单体,从而可得到耐热冲击性得以提高的粘接层。
Claims (7)
1.图像传感器用永久粘接剂组合物,其用于将基板与所述基板的支承体粘接,所述图像传感器用永久粘接剂组合物的特征在于,含有:
(A)数均分子量为30,000~300,000的热固化或光固化树脂,所述热固化或光固化树脂包含来自下述通式(1)表示的二官能(甲基)丙烯酸酯的结构单元,具有分支结构,并且,在其末端或侧链具有至少两个以上的不饱和双键,
CH2=CRa2-CO-O-Ra1-O-CO-CRa3=CH2 (1)
式(1)中,Ra1为碳原子数8以上且14以下的二价烃基,Ra2及Ra3独立地为氢原子或甲基;
(B)聚合性单体;及
(C)抗氧化剂,
(B)聚合性单体的含量相对于(A)热固化或光固化树脂和(B)聚合性单体的合计100质量份而言为5~2000/110质量份,
所述(B)包含下述式表示的单体,
[化学式1]
式中,R1独立地为氢原子或甲基;R2及R3独立地为碳原子数1~5的亚烷基;R4及R5独立地为碳原子数1~5的烷基;m及n独立地为1以上的数,其中,m+n为2~30的数。
2.如权利要求1所述的永久粘接剂组合物,其中,所述(C)包含酚系抗氧化剂。
3.如权利要求1或2所述的永久粘接剂组合物,其中,所述基板包含硅基板或蓝宝石基板。
4.如权利要求1或2所述的永久粘接剂组合物,其中,所述支承体包含玻璃基板。
5.粘接方法,其特征在于,包括使用权利要求1~4中任一项所述的永久粘接剂组合物而将基板与所述基板的支承体粘接的粘接工序。
6.层叠体,其特征在于,其是包含基板、所述基板的支承体、和将所述基板与所述支承体粘接的粘接层的层叠体,
所述粘接层由权利要求1~4中任一项所述的永久粘接剂组合物构成。
7.权利要求1~4中任一项所述的永久粘接剂组合物用于将基板与所述基板的支承体粘接的用途。
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JP6600253B2 (ja) | 2019-10-30 |
KR20180083374A (ko) | 2018-07-20 |
CN108603083A (zh) | 2018-09-28 |
TW201738345A (zh) | 2017-11-01 |
WO2017110916A1 (ja) | 2017-06-29 |
TWI742027B (zh) | 2021-10-11 |
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US10611934B2 (en) | 2020-04-07 |
US20190002744A1 (en) | 2019-01-03 |
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