TW201710344A - 樹脂組成物、預浸體、樹脂片、疊層板及印刷電路板 - Google Patents
樹脂組成物、預浸體、樹脂片、疊層板及印刷電路板 Download PDFInfo
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- TW201710344A TW201710344A TW105121321A TW105121321A TW201710344A TW 201710344 A TW201710344 A TW 201710344A TW 105121321 A TW105121321 A TW 105121321A TW 105121321 A TW105121321 A TW 105121321A TW 201710344 A TW201710344 A TW 201710344A
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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Abstract
一種樹脂組成物,包括:下列通式(a)或下列通式(b)表示之化合物、經烯基取代之納迪克醯亞胺(nadiimide)化合物、及馬來醯亞胺化合物。□(通式(a)中,R表示苯基、萘基、或聯苯基,也可以有1個以上之碳數1~6之烷基、烷氧基、苯氧基、羥基、或胺基;R’為甲基、苯基、萘基、聯苯基、或苄基,且苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。)□(通式(b)中,Ra
為下列通式(c)表示之基,多個Rb
各自獨立地為甲基、苯基、萘基、聯苯基、或苄基,苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。)□(通式(c)中,Rc
各自獨立地表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2
表示之取代基,n表示0~5之整數。)
Description
本發明關於一種樹脂組成物、及使用該樹脂組成物之預浸體、樹脂片、疊層板、及印刷電路板。
近年,廣泛使用於個人電腦等電子設備、通信器材等之半導體封裝的高機能化、小型化正發展中。與此相伴,半導體封裝用之各零件的高積體化、高密度安裝化亦正日益加速中。於高積體化、高密度安裝化中,由於半導體元件與半導體塑膠封裝用印刷電路板間的熱膨脹率之差所產生的半導體塑膠封裝之翹曲成為問題,對此已尋求了各種對策。
其對策之一可列舉印刷電路板所使用之絕緣層的低熱膨脹化。其係藉由使印刷電路板之熱膨脹率接近於半導體元件之熱膨脹率以抑制翹曲的方法(例如,參照專利文獻1、2)。
就抑制半導體塑膠封裝之翹曲的方法而言,除印刷電路板的低熱膨脹化以外,也有人研究將疊層板的剛性提高(高剛性化)、將疊層板的玻璃轉移溫度提高(高Tg化)(例如,參照專利文獻3)。 [先前技術文獻] [專利文獻]
專利文獻1:日本特開2013-216884號公報 專利文獻2:日本特開2009-035728號公報 專利文獻3:日本特開2013-001807號公報
[發明所欲解決之課題] 但,作為電子材料用途等之樹脂組成物,僅上述低熱膨脹化、高Tg化等的話不能令人滿意,有進一步改善的餘地。例如,就印刷電路板而言,泛用如下之覆金屬箔疊層板等:將係熱硬化性樹脂組成物之半硬化狀態(B階段)的預浸體與銅箔等金屬箔疊層,並將其加熱、加壓獲得的覆金屬箔疊層板等。進行該加熱、加壓時,期望預浸體有適度的流動性,若加熱熔融時的黏度(熔融黏度)高的話,會有疊層板製作時的流動特性(樹脂流動性)差的問題。
進一步,使預浸體與銅箔等金屬箔疊層時,由於在蝕刻步驟、除膠渣(desmear)步驟、鍍敷步驟等中疊層板暴露於藥液,若疊層板之耐化學性低的話,會有製品的品質、生產性差的問題。特別是在除膠渣步驟中,為了去除機械鑽孔加工、雷射鑽孔加工所產生的膠渣(smear),係利用強鹼性的洗淨液。因此,若耐化學性不充分的話,膠渣以外的通孔(through hole)內壁、其他樹脂層之表面也會溶出,疊層體受到污染的問題變得顯著(耐除膠渣性)。
於是,在印刷電路板之製作中,要求為低熔融黏度、因高樹脂流動性所獲致之優異成形性、及優異之耐除膠渣性。但,很難於高水平兼顧該等特性,仍然有改善的餘地。
本發明係鑒於上述情況,旨在提供一種低熔融黏度,且具有利用樹脂流動性所獲致之優異成形性、及優異之耐除膠渣性的樹脂組成物。 [解決課題之手段]
本案發明人們進行努力研究的結果,發現藉由使用包括具有特定結構之化合物、經烯基取代之納迪克醯亞胺、及馬來醯亞胺化合物的樹脂組成物,可解決上述課題,並完成了本發明。
亦即,本發明如下。 <1> 一種樹脂組成物,包括:下列通式(a)或下列通式(b)表示之化合物、經烯基取代之納迪克醯亞胺化合物、及馬來醯亞胺化合物。 【化1】(通式(a)中,R表示苯基、萘基、或聯苯基,也可以有1個以上之碳數1~6之烷基、烷氧基、苯氧基、羥基、或胺基;R’為甲基、苯基、萘基、聯苯基、或苄基,且苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。) 【化2】(通式(b)中,Ra
為下列通式(c)表示之基,多個Rb
各自獨立地為甲基、苯基、萘基、聯苯基、或苄基,苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。) 【化3】(通式(c)中,Rc
各自獨立地表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2
表示之取代基,n表示0~5之整數。) <2> 如<1>之樹脂組成物,其中,包括選自於由1-丙烯基苯、1-甲氧基-4-(1-丙烯基)苯、1,2-二苯基乙烯、4-丙烯基-苯酚、及下式(b1)表示之化合物構成之群組中之至少1種化合物作為該通式(a)或該通式(b)表示之化合物。 【化4】<3> 如<1>或<2>之樹脂組成物,其中,包括下列通式(1)表示之化合物作為該經烯基取代之納迪克醯亞胺化合物。 【化5】(通式(1)中,R1
各自獨立地表示氫原子、或碳數1~6之烷基,R2
表示碳數1~6之伸烷基、伸苯基、伸聯苯基、伸萘基、或下列通式(2)或(3)表示之基。) 【化6】(通式(2)中,R3
表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2
表示之取代基。) 【化7】(通式(3)中,R4
各自獨立地表示碳數1~4之伸烷基、或>SO2
表示之基。) <4> 如<1>~<3>中任一項之樹脂組成物,其中,包括下式(4)及/或式(5)表示之化合物作為該經烯基取代之納迪克醯亞胺化合物。 【化8】【化9】<5> 如<1>~<4>中任一項之樹脂組成物,其中,包括選自於由雙(4-馬來醯亞胺苯基)甲烷、2,2-雙{4-(4-馬來醯亞胺苯氧基)-苯基}丙烷、雙(3-乙基-5-甲基-4-馬來醯亞胺苯基)甲烷、聚(四氫呋喃)-雙(4-馬來醯亞胺苯甲酸酯) (polytetramethylene oxide-bis(4-maleimidebenzoate)、及下列通式(6)表示之馬來醯亞胺化合物構成之群組中之至少1種化合物作為該馬來醯亞胺化合物。 【化10】(通式(6)中,R5
各自獨立地表示氫原子或甲基,n1
表示1以上之整數。) <6> 如<1>~<5>中任一項之樹脂組成物,更包括氰酸酯化合物。 <7> 如<6>之樹脂組成物,其中,包括下列通式(7)及/或通式(8)表示之化合物作為該氰酸酯化合物。 【化11】(通式(7)中,R6
各自獨立地表示氫原子或甲基,n2
表示1以上之整數。) 【化12】(通式(8)中,R7
各自獨立地表示氫原子或甲基,n3
表示1以上之整數。) <8> 如<1>~<7>中任一項之樹脂組成物,更包括無機填充材。 <9> 如<8>之樹脂組成物,其中,包括選自於由二氧化矽、氧化鋁、氮化鋁、及氮化硼構成之群組中之至少1種作為該無機填充材。 <10> 一種預浸體,具備:基材,及含浸或塗佈於該基材之如<1>~<9>中任一項之樹脂組成物。 <11> 如<10>之預浸體,其中,該基材係選自於由E玻璃布、T玻璃布、S玻璃布、Q玻璃布及有機纖維構成之群組中之至少1種。 <12> 一種樹脂片,具備:支持體,及塗佈於該支持體之如<1>~<9>中任一項之樹脂組成物。 <13> 一種疊層板,係重疊1片以上選自於由如<10>及<11>之預浸體、及如<12>之樹脂片構成之群組中之至少1種而得,包括選自於由該預浸體及該樹脂片構成之群組中之至少1種所含之樹脂組成物之硬化物。 <14> 一種覆金屬箔疊層板,具有:選自於由如<10>及<11>之預浸體、及如<12>之樹脂片構成之群組中之至少1種,以及配置在選自於由該預浸體及該樹脂片構成之群組中之至少1種之單面或兩面的金屬箔;包括選自於由該預浸體及該樹脂片構成之群組中之至少1種所含之樹脂組成物之硬化物。 <15> 一種印刷電路板,包括絕緣層及形成在該絕緣層表面之導體層,該絕緣層包括如<1>~<9>中任一項之樹脂組成物。 [發明之效果]
根據本發明,可提供一種低熔融黏度、具有因高樹脂流動性所獲致之優異成形性、及優異之耐除膠渣性的樹脂組成物。
以下,針對實施本發明之形態(以下,簡稱為「本實施形態」。)進行詳細說明。以下之本實施形態係用於說明本發明之例示,本發明並不限定於以下之內容。本發明可在其要旨之範圍內適當地變形並實施。
本實施形態之樹脂組成物係包括下列通式(a)或下列通式(b)表示之化合物(以下,有時稱為「化合物A」。)、經烯基取代之納迪克醯亞胺化合物、及馬來醯亞胺化合物的樹脂組成物。 【化13】(通式(a)中,R表示苯基、萘基、或聯苯基,也可以有1個以上之碳數1~6之烷基、烷氧基、苯氧基、羥基、或胺基;R’為甲基、苯基、萘基、聯苯基、或苄基,且苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。) 【化14】(通式(b)中,Ra
為下列通式(c)表示之基,多個Rb
各自獨立地為甲基、苯基、萘基、聯苯基、或苄基,苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。) 【化15】(通式(c)中,Rc
各自獨立地表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2
表示之取代基,n表示0~5之整數。)
本案發明人們對包括經烯基取代之納迪克醯亞胺化合物與馬來醯亞胺化合物之樹脂組成物中高黏度化而樹脂流動性降低的理由進行了研究,認為是由於經烯基取代之納迪克醯亞胺化合物與馬來醯亞胺化合物發生烯反應(例如,下式(i))、Diels-Alder反應(例如,下式(ii))等反應,該等反應進行過快。此外,下式(i)及式(ii)係作為一例顯示,本實施形態之作用效果並不依據此等而作限定性解釋。基於該考慮,倂用係α-烯基苯基化合物之化合物A,意外發現可抑制高黏度化,並展現高樹脂流動性。其理由尚不詳,但可推測如下。由於在化合物A與馬來醯亞胺化合物反應時烯反應不進行,且於進行Diels-Alder反應時苯基部會失去芳香性等,故反應的進行較慢。其結果為,倂用化合物A之樹脂組成物的反應溫度變高,可降低樹脂組成物的熔融黏度,展現高樹脂流動性。藉此推測樹脂組成物可發揮優異的成形性。進一步,據推測由於藉由上述Diels-Alder反應等容易形成如6員環結構之穩定結構,本實施形態之樹脂組成物亦可發揮優異的耐除膠渣性。但,本實施形態之作用效果並不限定於該等。
【化16】
通式(a)中,R為苯基、萘基、或聯苯基,也可以有1個以上之碳數1~6之烷基、烷氧基、苯氧基、羥基、或胺基,以成形性、耐除膠渣性的觀點觀之,宜為苯基較佳。R’為甲基、苯基、萘基、聯苯基、或苄基,且苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。就R’而言,以成形性的觀點觀之,宜為甲基、苯基較佳。
通式(b)中,Ra
為通式(c)表示之基,多個Rb
各自獨立地為甲基、苯基、萘基、聯苯基、或苄基,苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基。又,通式(c)中,Rc
各自獨立地表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2
表示之取代基,n表示0~5之整數。n宜為0~3之整數較佳。
化合物A只要是具有通式(a)或通式(b)表示之結構者即可,並無特別限定,就具體例而言,可列舉1-丙烯基苯、1-甲氧基-4-(1-丙烯基)苯、1,2-二苯基乙烯(二苯乙烯)、4-丙烯基-苯酚、下式(b1)表示之化合物等。該等中,以成形性、耐除膠渣性的觀點觀之,宜為1,2-二苯基乙烯、下式(b1)表示之化合物較佳,下式(b1)表示之化合物更佳。關於化合物A,上述物質可1種單獨使用,亦可倂用2種以上。 【化17】
本實施形態之樹脂組成物中,化合物A之含量可設定為合適之比例,相對於樹脂組成物中之構成樹脂之成分之合計100質量份宜為5~30質量份較佳,10~20質量份更佳。藉由化合物A之含量為上述範圍內,可進一步改善樹脂流動性、耐除膠渣性等。
經烯基取代之納迪克醯亞胺化合物只要是於分子中具有2個以上之納迪克醯亞胺基的烯丙基化合物即可,並無特別限定,以可提高熱時彈性模量(例如,於焊料回焊時之溫度下的彎曲彈性模量)的觀點觀之,宜為下列通式(1)表示之化合物較佳。 【化18】(通式(1)中,R1
各自獨立地表示氫原子、或碳數1~6之烷基,R2
表示碳數1~6之伸烷基、伸苯基、伸聯苯基、伸萘基、或下列通式(2)或(3)表示之基。) 【化19】(通式(2)中,R3
表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2
表示之取代基。) 【化20】(通式(3)中,R4
各自獨立地表示碳數1~4之伸烷基、或>SO2
表示之基。)
上述中,作為經烯基取代之納迪克醯亞胺化合物,下式(4)表示之化合物、下式(5)表示之化合物為更佳。該等亦可使用市售品,例如,式(4)表示之化合物可列舉丸善石油化學公司製的「BANI-M」等。式(5)表示之化合物可列舉丸善石油化學公司製的「BANI-X」等。該等可1種單獨使用,亦可將2種以上倂用。
【化21】
【化22】
本實施形態之樹脂組成物中,就經烯基取代之納迪克醯亞胺化合物之含量而言,可考慮其官能基之一的烯基與馬來醯亞胺化合物的馬來醯亞胺基的官能基數之比而設定為合適的比例,相對於樹脂組成物中之構成樹脂之成分之合計100質量份宜為10~60質量份較佳,15~50質量份更佳,20~40質量份尤佳。藉由經烯基取代之納迪克醯亞胺化合物之含量為上述範圍內,即使填充無機填充材時仍可維持優異的成形性,同時可進一步改善硬化性、熱時彈性模量、耐除膠渣性等。
馬來醯亞胺化合物只要是於分子中具有1個以上之馬來醯亞胺基的化合物即可,並無特別限定。其理想例可列舉N-苯基馬來醯亞胺、N-羥基苯基馬來醯亞胺、雙(4-馬來醯亞胺苯基)甲烷、2,2-雙{4-(4-馬來醯亞胺苯氧基)-苯基}丙烷、雙(3,5-二甲基-4-馬來醯亞胺苯基)甲烷、雙(3-乙基-5-甲基-4-馬來醯亞胺苯基)甲烷、雙(3,5-二乙基-4-馬來醯亞胺苯基)甲烷、聚(四氫呋喃)-雙(4-馬來醯亞胺苯甲酸酯)、下式(6)表示之馬來醯亞胺化合物、該等馬來醯亞胺化合物之預聚物、或馬來醯亞胺化合物與胺化合物之預聚物等。該等可1種單獨使用,亦可將2種以上倂用。
【化23】(通式(6)中,R5
各自獨立地表示氫原子或甲基,n1
表示1以上之整數。)
上式(6)中,R5
宜為氫原子較佳。n1
宜為10以下較佳,7以下更佳。又,式(6)表示之馬來醯亞胺化合物可1種單獨使用,亦可將2種以上組合使用。本實施形態中,宜將2種以上組合使用較佳,以提供更加良好的彈性模量損失率的觀點觀之,如此之馬來醯亞胺化合物之混合物中宜含有n1
為2以上之馬來醯亞胺化合物更佳,含有n1
為3以上之馬來醯亞胺化合物尤佳。
上述中,作為馬來醯亞胺化合物,以能提高熱時彈性模量的觀點觀之,宜為選自於由雙(4-馬來醯亞胺苯基)甲烷、2,2-雙{4-(4-馬來醯亞胺苯氧基)-苯基}丙烷、雙(3-乙基-5-甲基-4-馬來醯亞胺苯基)甲烷、聚(四氫呋喃)-雙(4-馬來醯亞胺苯甲酸酯)、及上式(6)表示之馬來醯亞胺化合物構成之群組中之至少1種更佳。
本實施形態之樹脂組成物中,就馬來醯亞胺化合物之含量而言,可考慮經烯基取代之納迪克醯亞胺化合物之官能基之一的烯基數(α)與馬來醯亞胺化合物的馬來醯亞胺基數(β)的官能基數之比([β/α])而設定為合適的比例,相對於樹脂組成物中之構成樹脂之成分之合計100質量份宜為10~70質量份較佳,15~60質量份更佳,20~50質量份尤佳。藉由馬來醯亞胺化合物之含量為上述範圍內,即使填充無機填充材時仍可維持優異的成形性,同時可進一步改善硬化性、熱時彈性模量、耐除膠渣性等。
本實施形態之樹脂組成物中,經烯基取代之納迪克醯亞胺化合物之烯基數(α)與馬來醯亞胺化合物之馬來醯亞胺基數(β)的比([β/α])宜為0.9~4.3較佳,1.5~4.0更佳。藉由該官能基之比([β/α])為上述範圍內,可進一步改善低熱膨脹、熱時彈性模量、耐熱性、吸濕耐熱性、耐除膠渣性、易硬化性等。
本實施形態之樹脂組成物,以耐除膠渣性及高熱時彈性模量的觀點觀之,宜進一步含有氰酸酯化合物較佳。氰酸酯化合物的種類並無特別限定,例如,可列舉下列通式(7)表示之萘酚芳烷基型氰酸酯、下列通式(8)表示之酚醛清漆型氰酸酯、聯苯芳烷基型氰酸酯、雙(3,3-二甲基-4-氰氧基苯基)甲烷、雙(4-氰氧基苯基)甲烷、1,3-二氰氧基苯、1,4-二氰氧基苯、1,3,5-三氰氧基苯、1,3-二氰氧基萘、1,4-二氰氧基萘、1,6-二氰氧基萘、1,8-二氰氧基萘、2,6-二氰氧基萘、2,7-二氰氧基萘、1,3,6-三氰氧基萘、4,4’-二氰氧基聯苯、雙(4-氰氧基苯基)醚、雙(4-氰氧基苯基)硫醚、雙(4-氰氧基苯基)碸、2,2-雙(4-氰氧基苯基)丙烷等。
【化24】(通式(7)中,R6
各自獨立地表示氫原子或甲基,n2
表示1以上之整數。)
上式中,R6
宜為氫原子較佳。n2
的上限值宜為10以下較佳,6以下更佳。 【化25】(通式(8)中,R7
各自獨立地表示氫原子或甲基,n3
表示1以上之整數。)
上式(8)中,R7
宜為氫原子較佳。n3
的上限值宜為10以下較佳,7以下更佳。
上述中,通式(7)表示之萘酚芳烷基型氰酸酯、通式(8)表示之酚醛清漆型氰酸酯、聯苯芳烷基型氰酸酯,考量阻燃性優異、硬化性高,且硬化物之熱膨脹係數低的方面為更佳,通式(7)表示之萘酚芳烷基型氰酸酯、通式(8)表示之酚醛清漆型氰酸酯尤佳。
本實施形態之樹脂組成物中,氰酸酯化合物之含量相對於樹脂組成物中之構成樹脂之成分之合計100質量份宜為0.1~20質量份較佳,1~10質量份更佳,1~5質量份尤佳。藉由氰酸酯化合物之含量為上述範圍內,即使填充無機填充材時仍可維持優異的成形性,同時可進一步改善硬化性、熱時彈性模量、耐除膠渣性等。
該等氰酸酯化合物之製法並無特別限定,可利用就氰酸酯合成法現有之任意方法進行製造。具體例示的話,可藉由使下列通式(9)表示之萘酚芳烷基型苯酚樹脂與鹵化氰於鈍性有機溶劑中在鹼性化合物存在下反應而獲得。又,亦可採取於含有水之溶液中形成同樣的萘酚芳烷基型苯酚樹脂與鹼性化合物的鹽後,進行與鹵化氰的2相系界面反應並合成的方法。
【化26】
通式(9)中,R8
各自獨立地表示氫原子或甲基,其中,氫原子為較佳。
上式(9)中,n4
表示1以上之整數。n4
的上限值宜為10較佳,6更佳。
又,萘酚芳烷基型氰酸酯化合物可選自於使藉由α-萘酚或β-萘酚等萘酚類與對苯二甲醇、α,α’-二甲氧基-對二甲苯、1,4-二(2-羥基-2-丙基)苯等之反應獲得的萘酚芳烷基樹脂和氰酸縮合而得者。
本實施形態之樹脂組成物宜進一步含有無機填充材較佳。無機填充材只要是具有絕緣性者即可,並無特別限定,例如,可列舉天然二氧化矽、熔融二氧化矽、非晶二氧化矽、中空二氧化矽等二氧化矽類;氧化鋁、氮化鋁、氮化硼、水鋁石、氧化鉬、氧化鈦、矽酮橡膠、矽酮複合粉末、硼酸鋅、錫酸鋅、黏土、高嶺土、滑石、煅燒黏土、煅燒高嶺土、煅燒滑石、雲母、玻璃短纖維(E玻璃、D玻璃等玻璃微粉末類)、中空玻璃、球狀玻璃等。該等可1種單獨使用,亦可將2種以上倂用。
上述中,宜含有選自於由二氧化矽、氧化鋁、氮化鋁、及氮化硼構成之群組中之至少1種較佳。尤其,以低熱膨脹的觀點觀之,二氧化矽為較佳,以高熱傳導性的觀點觀之,氧化鋁、氮化鋁、氮化硼為較佳。
本實施形態之樹脂組成物中,無機填充材之含量並無特別限定,相對於樹脂組成物中之構成樹脂之成分之合計100質量份為50~500質量份的話,以諸如低熱膨脹、高熱傳導之特性的觀點觀之為較佳,其中,100~300質量份更佳,100~250質量份尤佳。
本實施形態之樹脂組成物中,為了改善微粒的分散性、樹脂與微粒、玻璃布的接著強度,可倂用矽烷偶聯劑、濕潤分散劑等作為無機填充材以外之成分。
矽烷偶聯劑只要是一般無機物之表面處理所使用之矽烷偶聯劑即可,並無特別限定。就具體例而言,可列舉γ-胺基丙基三乙氧基矽烷、N-β-(胺基乙基)-γ-胺基丙基三甲氧基矽烷等胺基矽烷系矽烷偶聯劑;γ-環氧丙氧丙基三甲氧基矽烷等環氧矽烷系矽烷偶聯劑;γ-丙烯醯氧丙基三甲氧基矽烷等丙烯酸矽烷系矽烷偶聯劑;N-β-(N-乙烯基苄基胺基乙基)-γ-胺基丙基三甲氧基矽烷鹽酸鹽等陽離子矽烷系矽烷偶聯劑;苯基矽烷系矽烷偶聯劑;對苯乙烯基三甲氧基矽烷、對苯乙烯基三乙氧基矽烷、對苯乙烯基甲基二甲氧基矽烷、對苯乙烯基甲基二乙氧基矽烷、N-(乙烯基苄基)-2-胺基乙基-3-胺基丙基三甲氧基矽烷鹽酸鹽等苯乙烯基矽烷系偶聯劑等。該等可1種單獨使用,亦可將2種以上倂用。
濕潤分散劑只要是使用於塗料用之分散穩定劑即可,並無特別限定。例如可列舉BYK Japan公司製的「DISPERBYK-110」、「DISPERBYK-111」、「DISPERBYK-118」、「DISPERBYK-180」、「DISPERBYK-161」、「BYK-W996」、「BYK-W9010」、「BYK-W903」等濕潤分散劑。該等可1種單獨使用,亦可將2種以上倂用。
本實施形態之樹脂組成物,在不損及本實施形態所期望之特性的範圍內,除上述成分外,還可添加其他樹脂。其他樹脂的種類只要不損及絕緣性,並無特別限定,例如,可列舉環氧樹脂、苯并 化合物、苯酚樹脂、熱塑性樹脂等。藉由適當倂用該等,可進一步改善金屬黏合性、應力緩和性等。
例如,倂用環氧樹脂時,環氧樹脂只要是於1分子中具有2個以上之環氧基的化合物即可,並無特別限定,例如,可列舉雙酚A型環氧樹脂、雙酚E型環氧樹脂、雙酚F型環氧樹脂、雙酚S型環氧樹脂、苯酚酚醛清漆型環氧樹脂、雙酚A酚醛清漆型環氧樹脂、甲酚酚醛清漆型環氧樹脂、聯苯型環氧樹脂、萘型環氧樹脂、二氫蒽型環氧樹脂、伸萘基醚型環氧樹脂、3官能苯酚型環氧樹脂、4官能苯酚型環氧樹脂、環氧丙酯型環氧樹脂、苯酚芳烷基型環氧樹脂、聯苯芳烷基型環氧樹脂、芳烷基酚醛清漆型環氧樹脂、萘酚芳烷基型環氧樹脂、二環戊二烯型環氧樹脂、多元醇型環氧樹脂、含異氰尿酸酯環之環氧樹脂、或該等的鹵化物。其中,伸萘基醚型環氧樹脂、聯苯芳烷基型環氧樹脂,考量耐熱性、低熱膨脹性的方面為更佳。環氧樹脂可1種單獨使用,亦可將2種以上組合使用。
環氧樹脂之含量並無特別限定,相對於樹脂組成物中之構成樹脂之成分之合計100質量份宜為5~50質量%較佳,7~35質量%更佳。藉由環氧樹脂之含量為上述範圍內,耐熱性、硬化性有進一步改善的傾向。
本實施形態之樹脂組成物中,在不損及所期望之特性的範圍內,亦可倂用硬化促進劑。硬化促進劑之具體例不限定於以下,但可列舉咪唑化合物;過氧化苯甲醯、過氧化月桂醯、過氧化乙醯、過氧化對氯苯甲醯、二過氧鄰苯二甲酸二第三丁酯等有機過氧化物;偶氮雙腈等偶氮化合物;N,N-二甲基苄胺、N,N-二甲基苯胺、N,N-二甲基甲苯胺、2-N-乙基苯胺基乙醇、三正丁胺、吡啶、喹啉、N-甲基啉、三乙醇胺、三乙二胺、四甲基丁二胺、N-甲基哌啶等三級胺類;苯酚、二甲酚、甲酚、間苯二酚、兒茶酚等苯酚類;環烷酸鉛、硬脂酸鉛、環烷酸鋅、辛酸鋅、油酸錫、蘋果酸二丁基錫、環烷酸錳、環烷酸鈷、乙醯基丙酮鐵等有機金屬鹽;該等有機金屬鹽溶解於苯酚、雙酚等含羥基之化合物而成者;氯化錫、氯化鋅、氯化鋁等無機金屬鹽;二辛基氧化錫、其他烷基錫、烷基氧化錫等有機錫化合物等。該等可1種單獨使用,亦可將2種以上倂用。
本實施形態之樹脂組成物宜含有咪唑化合物作為硬化促進劑較佳。咪唑化合物並無特別限定,以更有效且確實地發揮本實施形態之作用效果的觀點觀之,宜為下列通式(10)表示之咪唑化合物較佳。
【化27】
此處,通式(10)中,Ar表示苯基、萘基、聯苯基或蒽基或將該等以羥基進行改性而得之1價基,其中,苯基為較理想。R9
表示氫原子、或烷基或將其以羥基進行改性而得之1價基、或芳基,上述芳基不限定於以下,但例如可列舉經取代或未經取代之苯基、萘基、聯苯基或蒽基,苯基為較佳,Ar基及R9
基兩者均為苯基更佳。
咪唑化合物不限定於以下,但例如可列舉2-甲基咪唑、2-乙基-4-甲基咪唑、2-苯基咪唑、1-氰基乙基-2-苯基咪唑、1-氰基乙基-2-乙基-4-甲基咪唑、2-苯基-4,5-二羥基甲基咪唑、2-苯基-4-甲基-5-羥基甲基咪唑、2,4,5-三苯基咪唑、及2-苯基-4-甲基咪唑。該等中,2,4,5-三苯基咪唑、及2-苯基-4-甲基咪唑為更佳,2,4,5-三苯基咪唑特佳。
本實施形態之樹脂組成物中,咪唑化合物之含量並無特別限定,相對於樹脂組成物中之構成樹脂之成分之合計100質量份宜為0.01~10質量份較佳,0.1~5質量份更佳。藉由咪唑化合物之含量為該等範圍內,可獲得硬化性與成形性優異之樹脂組成物、預浸體及樹脂片、及將該等作為原材料之覆金屬箔疊層板及印刷電路板。
本實施形態之樹脂組成物必要時亦可含有溶劑。例如,使用有機溶劑的話,樹脂組成物製備時的黏度降低,操作性得到改善,同時可提高對於玻璃布的含浸性。就溶劑的種類而言,只要能溶解樹脂組成物中之樹脂的一部分或全部即可,並無特別限定。其具體例可列舉丙酮、甲乙酮、甲基賽珞蘇等酮類;甲苯、二甲苯等芳香族烴類;二甲基甲醯胺等醯胺類;丙二醇單甲醚及其乙酸酯等,但並不限定於該等。該等可1種單獨使用,亦可將2種以上倂用。
本實施形態之樹脂組成物可依照常法製備。例如,可獲得均勻地含有通式(a)或通式(b)表示之化合物A、經烯基取代之納迪克醯亞胺化合物、馬來醯亞胺化合物、及上述其他任意成分之樹脂組成物的方法為較佳。具體而言,例如,藉由將各成分依序摻合至溶劑,並充分攪拌,可輕易地製備本實施形態之樹脂組成物。
製備本實施形態之樹脂組成物時,視需要可使用有機溶劑。就有機溶劑的種類而言,只要能溶解樹脂組成物中之樹脂即可,並無特別限定。其具體例如上述。
此外,製備樹脂組成物時,可進行用以使各成分均勻地溶解或分散之公知的處理(攪拌、混合、混練處理等)。例如,當均勻分散無機填充材時,藉由使用設置有具適當攪拌能力之攪拌機的攪拌槽進行攪拌分散處理,對於樹脂組成物的分散性提高。上述攪拌、混合、混練處理,例如可使用球磨機、珠粒研磨機等以混合為目的之裝置、或公轉或自轉型混合裝置等公知的裝置而適當進行。
本實施形態之預浸體係具備基材、及含浸或塗佈於該基材之本實施形態之樹脂組成物的預浸體。本實施形態之預浸體,例如,可藉由將上述樹脂組成物與基材組合,具體而言,將上述樹脂組成物含浸或塗佈於基材而獲得。本實施形態之預浸體的製造方法可依照常法進行,並無特別限定。例如,可列舉將上述樹脂組成物含浸或塗佈於基材後,在100~200℃乾燥機中加熱1~30分鐘等使其半硬化(B階段化),藉此獲得預浸體的方法。此外,本實施形態中,上述樹脂組成物(包含無機填充材)相對於預浸體之總量的量並無特別限定,宜為30~90質量%之範圍較佳。
本實施形態之預浸體所使用之基材並無特別限定,可根據目的用途、性能適當選擇並使用各種印刷電路板材料所使用之公知品。就其具體例而言,例如,可列舉E玻璃、D玻璃、S玻璃、Q玻璃、球狀玻璃、NE玻璃、T玻璃等玻璃纖維;石英等玻璃以外的無機纖維;聚對伸苯對苯二甲醯胺(Kevlar(註冊商標)、杜邦(股)公司製)、共聚對伸苯・3,4’氧基二伸苯・對苯二甲醯胺(Technora(註冊商標)、Teijin technoproducts(股)公司製)等全芳香族聚醯胺、2,6-羥基萘甲酸(naphthoic acid)・對羥基苯甲酸(Vectran(註冊商標)、Kuraray(股)公司製)等的聚酯、聚對伸苯苯并雙唑(poly(p-phenylene-2,6-benzobisoxazole))(Zylon(註冊商標)、東洋紡(股)公司製)、聚醯亞胺等有機纖維,但並不限定於該等。
該等中,以低熱膨脹性的觀點觀之,宜為E玻璃布、T玻璃布、S玻璃布、Q玻璃布、及有機纖維較佳。
該等基材可1種單獨使用,亦可將2種以上倂用。
基材的形狀並無特別限定,例如,可列舉織布、不織布、粗紗、切股氈、表面氈等。織布的織法並無特別限定,例如,已知平織、斜子織、斜紋織等,可根據目的用途、性能從該等公知者中適當選擇並使用。又,可適當使用將該等進行開纖處理而得者、以矽烷偶聯劑等進行表面處理而得的玻璃織布。基材的厚度、質量並無特別限定,通常宜使用0.01~0.3mm左右者較理想。尤其以強度與吸水性的觀點觀之,基材宜為厚度200μm以下、質量250g/m2
以下之玻璃織布較佳,由E玻璃、S玻璃、及T玻璃等玻璃纖維構成之玻璃織布更佳。
本實施形態之疊層板係重疊1片以上選自於由上述預浸體及後述樹脂片構成之群組中之至少1種而得,包括選自於由該預浸體及樹脂片構成之群組中之至少1種所含之樹脂組成物之硬化物。該疊層板,例如,可將1片以上之上述預浸體予以重疊並硬化而獲得。又,本實施形態之覆金屬箔疊層板,係具有選自於由上述預浸體及樹脂片構成之群組中之至少1種、以及配置在選自於由該預浸體及樹脂片構成之群組中之至少1種之單面或兩面的金屬箔,包括選自於由該預浸體及樹脂片構成之群組中之至少1種所含之樹脂組成物之硬化物。該覆金屬箔疊層板,例如,可將上述預浸體與金屬箔予以疊層並硬化而獲得。本實施形態之覆金屬箔疊層板,具體而言,例如,可藉由將至少1片之上述預浸體重疊,在其單面或兩面配置金屬箔並疊層成形而獲得。更具體而言,可藉由將1片或多片以上之前述預浸體重疊,視所需在其單面或兩面配置銅、鋁等金屬箔,必要時進行疊層成形,而製造覆金屬箔疊層板。此處所使用之金屬箔只要是用於印刷電路板材料者即可,並無特別限定,宜為壓延銅箔、電解銅箔等公知的銅箔較佳。又,金屬箔的厚度並無特別限定,宜為1~70μm較佳,1.5~35μm更佳。覆金屬箔疊層板的成形方法及其成形條件亦無特別限定,可適用一般印刷電路板用疊層板及多層板的方法及條件。例如,覆金屬箔疊層板成形時可使用多段壓製機、多段真空壓製機、連續成形機、高壓釜成形機等。又,覆金屬箔疊層板成形時,溫度一般為100~300℃,壓力一般為面壓2~100kgf/cm2
,加熱時間一般為0.05~5小時之範圍。進一步,必要時亦可於150~300℃之溫度實施後硬化。又,藉由將上述預浸體和另外製作的內層用配線板予以組合並疊層成形,亦可製成多層板。
本實施形態之覆金屬箔疊層板,藉由形成指定的配線圖案,可適當用作印刷電路板。又,本實施形態之覆金屬箔疊層板具有低熱膨脹率、良好的成形性、金屬箔剝離強度及耐化學性(特別是耐除膠渣性),可特別有效地用作要求該等性能的半導體封裝體用印刷電路板。
本實施形態之樹脂片具備支持體、及塗佈於該支持體之上述樹脂組成物。亦即,係該樹脂組成物疊層在該支持體之單面或兩面而得。此處,樹脂片係作為薄片化的一種方式使用,例如,可於金屬箔、膜等支持體直接塗佈預浸體等所使用之熱硬化性樹脂(包含無機填充材)並乾燥而製造。
製造本實施形態之樹脂片時所使用之支持體並無特別限定,可使用用於各種印刷電路板材料之公知品。例如可列舉聚醯亞胺膜、聚醯胺膜、聚酯膜、聚對苯二甲酸乙二酯(PET)膜、聚對苯二甲酸丁二酯(PBT)膜、聚丙烯(PP)膜、聚乙烯(PE)膜、鋁箔、銅箔、金箔等。其中,電解銅箔、PET膜為較佳。
本實施形態之樹脂片,特別是宜為將上述樹脂組成物塗佈於支持體後,使其半硬化(B階段化)而得者較佳。本實施形態之樹脂片之製造方法,一般宜為製造B階段樹脂及支持體之複合體的方法較佳。具體而言,例如,可列舉將上述樹脂組成物塗佈於銅箔等支持體後,藉由在100~200℃之乾燥機中加熱1~60分鐘的方法等使其半硬化,而製造樹脂片的方法等。樹脂組成物於支持體之附著量,以樹脂片之樹脂厚計宜為1~300μm之範圍較佳。
本實施形態之樹脂片可用作印刷電路板之堆積材料。
本實施形態之疊層板,例如,可將1片以上之上述樹脂片予以重疊並硬化而獲得。又,本實施形態之覆金屬箔疊層板,例如,可將上述樹脂片與金屬箔疊層並硬化而獲得。本實施形態之覆金屬箔疊層板,具體而言,例如,可藉由使用上述樹脂片,在其單面或兩面配置金屬箔並疊層成形而獲得。更具體而言,例如,將1片前述樹脂片或多片視所需將其支持體剝離後的樹脂片重疊,在其單面或兩面配置銅、鋁等金屬箔,必要時將其進行疊層成形,而製造覆金屬箔疊層板。此處所使用之金屬箔只要是用於印刷電路板材料者即可,並無特別限定,宜為壓延銅箔、電解銅箔等公知的銅箔較佳。覆金屬箔疊層板的成形方法及其成形條件亦無特別限定,可適用一般印刷電路板用疊層板及多層板的方法及條件。例如,覆金屬箔疊層板成形時可使用多段壓製機、多段真空壓製機、連續成形機、高壓釜成形機等。又,覆金屬箔疊層板成形時,溫度一般為100~300℃,壓力一般為面壓2~100kgf/cm2
,加熱時間一般為0.05~5小時之範圍。進一步,必要時亦可於150~300℃之溫度實施後硬化。
本實施形態之疊層板,可為將各1片以上之樹脂片與預浸體予以重疊並硬化而獲得之疊層板,亦可為將樹脂片、預浸體、及金屬箔予以疊層並硬化而獲得之覆金屬箔疊層板。
本實施形態中,形成成為電路之導體層並製作印刷電路板時,在不採取覆金屬箔疊層板之形態的情況下,可使用無電解鍍敷的方法。
本實施形態之印刷電路板,係包括絕緣層及形成在該絕緣層表面之導體層的印刷電路板,該絕緣層包括上述樹脂組成物。
本實施形態之印刷電路板,例如,係在絕緣層形成金屬箔、藉由無電解鍍敷形成成為電路之導體層而製成。導體層一般由銅、鋁構成。形成有導體層之印刷電路板用絕緣層,藉由形成指定的配線圖案,可適當使用於印刷電路板。又,本實施形態之印刷電路板,藉由絕緣層包括上述樹脂組成物,於半導體封裝時之回流溫度下仍維持優異的彈性模量,能有效地抑制半導體塑膠封裝之翹曲,且金屬箔剝離強度及耐除膠渣性優異,故可特別有效地用作半導體封裝用印刷電路板。
本實施形態之印刷電路板,具體而言,例如,可利用以下之方法製造。首先,準備上述覆金屬箔疊層板(覆銅疊層板等)。對於覆金屬箔疊層板之表面施以蝕刻處理,而形成內層電路,製成內層基板。對於該內層基板之內層電路表面視需要施以用於提高接著強度之表面處理,然後,於該內層電路表面重疊所需片數的上述預浸體,進一步於其外側疊層外層電路用之金屬箔,進行加熱加壓並一體成形。以此種方式,製造於內層電路與外層電路用金屬箔之間形成有基材及由熱硬化性樹脂組成物之硬化物構成之絕緣層的多層疊層板。然後,對於該多層疊層板施以通孔、介層孔(via hole)用之開孔加工後,為了去除來自硬化物層所含之樹脂成分之樹脂的殘渣膠渣,實施除膠渣處理。之後在該孔之壁面形成使內層電路與外層電路用金屬箔導通之鍍敷金屬皮膜,進一步對於外層電路用金屬箔施以蝕刻處理並形成外層電路,而製成印刷電路板。
本實施形態之印刷電路板中,例如上述預浸體(基材及附著於該基材之上述樹脂組成物)、上述樹脂片、及覆金屬箔疊層板之樹脂組成物層(由上述樹脂組成物構成之層)構成含有上述樹脂組成物之絕緣層。
本實施形態之印刷電路板中,關於絕緣層,於25℃之彎曲彈性模量與於250℃之熱時彎曲彈性模量的差宜為20%以下較佳,0~20%更佳,0~15%尤佳。就絕緣層於25℃之彎曲彈性模量與於250℃之熱時彎曲彈性模量的差為上述範圍內的話,彈性模量維持率為良好。此處,彈性模量維持率係指於250℃之彎曲彈性模量相對於於25℃之彎曲彈性模量的比例。
本實施形態中,使絕緣層之於25℃之彎曲彈性模量與於250℃之熱時彎曲彈性模量的差成為20%以內的方法並無特別限定,例如,可列舉將絕緣層所使用之樹脂組成物之各成分的種類及含量在上述範圍內適當調整的方法。 [實施例]
藉由以下之實施例及比較例對本發明進行更加詳細地說明,但本發明並不限定於以下之實施例。
(合成例1) 將安裝有溫度計、攪拌器、滴加漏斗及回流冷卻器的反應器預先以滷水冷卻至0~5℃,於其中加入氯化氰7.47g(0.122mol)、35%鹽酸9.75g(0.0935mol)、水76mL、及二氯甲烷44mL。
保持該反應器內之溫度為-5~+5℃、pH為1以下的狀態,於攪拌下以滴加漏斗歷時1小時滴加上式(9)中之R8
均為氫原子的α-萘酚芳烷基型苯酚樹脂(SN485、OH基當量:214g/eq.、軟化點:86℃、新日鐵化學公司製)20g(0.0935mol)、及三乙胺14.16g(0.14mol)溶解於二氯甲烷92mL而得之溶液,滴加結束後,進一步歷時15分鐘滴加三乙胺4.72g(0.047mol)。
滴加結束後,於同溫度攪拌15分鐘後將反應液分液,分取出有機層。將獲得之有機層以水100mL洗淨2次後,利用蒸發器於減壓下餾去二氯甲烷,最後於80℃進行1小時濃縮乾固,獲得α-萘酚芳烷基型苯酚樹脂之氰酸酯化物(上述通式(7)中之R6
均為氫原子的α-萘酚芳烷基型氰酸酯樹脂)23.5g。
(實施例1) 將合成例1獲得之α-萘酚芳烷基型氰酸酯樹脂5質量份、酚醛清漆型馬來醯亞胺化合物(大和化成工業公司製、「BMI-2300」、馬來醯亞胺官能基當量186g/eq.)45.5質量份、雙烯丙基納迪克醯亞胺(丸善石油化學公司製、「BANI-M」、烯基官能基當量286g/eq.)24.5質量份、4,4-雙(鄰丙烯基苯氧基)二苯基酮(Evonik公司製、「Compimide TM-123」)15質量份、聯苯芳烷基型環氧樹脂(日本化藥公司製、「NC-3000H」)10質量份、二氧化矽1(電氣化學工業公司製、「FB-3SDC」)80質量份、二氧化矽2(Admatechs公司製、「SC-5500SQ」)120質量份、環氧矽烷系矽烷偶聯劑(信越化學工業(股)公司製、「KBM-403」)2.5質量份、苯乙烯基矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-1403」)2.5質量份、濕潤分散劑1(BYK Japan(股)公司製、「DISPERBYK-111」)0.5質量份、濕潤分散劑2(BYK Japan(股)公司製、「DISPERBYK-161」)1質量份、濕潤分散劑3(BYK Japan(股)公司製、「DISPERBYK-2009」)0.3質量份、表面調整劑(BYK Japan(股)公司製、「BYK-310」)0.05質量份、三苯基咪唑(東京化成工業公司製、硬化促進劑)0.5質量份予以混合,並以甲乙酮進行稀釋,藉此獲得清漆。將該清漆含浸塗覆於厚度0.1mm之S玻璃織布,在160℃加熱乾燥3分鐘,獲得樹脂組成物含量44.5質量%之預浸體。此時以經烯基取代之納迪克醯亞胺(α)之烯基數與馬來醯亞胺化合物(β)之馬來醯亞胺基數之比表示的[β/α]為2.1。又,[β/α]係以下列計算式表示。 [β/α]=((β)之質量份數/(β)之官能基當量)/((α)之質量份數/(α)之官能基當量)
(實施例2) 將合成例1獲得之α-萘酚芳烷基型氰酸酯樹脂5質量份、酚醛清漆型馬來醯亞胺化合物(大和化成工業公司製、「BMI-2300」)43.2質量份、雙烯丙基納迪克醯亞胺(丸善石油化學公司製、「BANI-M」)31.8質量份、4,4-雙(鄰丙烯基苯氧基)二苯基酮(Evonik公司製、「Compimide TM-123」)10質量份、聯苯芳烷基型環氧樹脂(日本化藥公司製、「NC-3000H」)10質量份、二氧化矽1(電氣化學工業公司製、「FB-3SDC」)80質量份、二氧化矽2(Admatechs公司製、「SC-5500SQ」)120質量份、環氧矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-403」)2.5質量份、苯乙烯基矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-1403」)2.5質量份、濕潤分散劑1(BYK Japan(股)公司製、「DISPERBYK-111」)0.5質量份、濕潤分散劑2(BYK Japan(股)公司製、「DISPERBYK-161」)1質量份、濕潤分散劑3(BYK Japan(股)公司製、「DISPERBYK-2009」)0.3質量份、表面調整劑(BYK Japan(股)公司製、「BYK-310」)0.05質量份、三苯基咪唑(東京化成工業公司製、硬化促進劑)0.5質量份予以混合,並以甲乙酮進行稀釋,藉此獲得清漆。將該清漆含浸塗覆於厚度0.1mm之S玻璃織布,在160℃加熱乾燥3分鐘,獲得樹脂組成物含量44.5質量%的預浸體(β/α=2.1)。
(實施例3) 將合成例1獲得之α-萘酚芳烷基型氰酸酯樹脂5質量份、酚醛清漆型馬來醯亞胺化合物(大和化成工業公司製、「BMI-2300」)43.2質量份、雙烯丙基納迪克醯亞胺(丸善石油化學公司製、「BANI-M」)31.8質量份、二苯乙烯(東京化成工業公司製)10質量份、聯苯芳烷基型環氧樹脂(日本化藥公司製、「NC-3000H」)10質量份、二氧化矽1(電氣化學工業公司製、「FB-3SDC」)80質量份、二氧化矽2(Admatechs公司製、「SC-5500SQ」)120質量份、環氧矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-403」)2.5質量份、苯乙烯基矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-1403」)2.5質量份、濕潤分散劑1(BYK Japan(股)公司製、「DISPERBYK-111」)0.5質量份、濕潤分散劑2(BYK Japan(股)公司製、「DISPERBYK-161」)1質量份、濕潤分散劑3(BYK Japan(股)公司製、「DISPERBYK-2009」)0.3質量份、表面調整劑(BYK Japan(股)公司製、「BYK-310」)0.05質量份、三苯基咪唑(東京化成工業公司製、硬化促進劑)0.5質量份予以混合,並以甲乙酮進行稀釋,藉此獲得清漆。將該清漆含浸塗覆於厚度0.1mm之S玻璃織布,在160℃加熱乾燥3分鐘,獲得樹脂組成物含量44.5質量%的預浸體(β/α=2.1)。
(實施例4) 將合成例1獲得之α-萘酚芳烷基型氰酸酯樹脂5質量份、雙馬來醯亞胺化合物(大和化成工業公司製、「BMI-70」)46質量份、雙烯丙基納迪克醯亞胺(丸善石油化學公司製、「BANI-M」)29質量份、4,4-雙(鄰丙烯基苯氧基)二苯基酮(Evonik公司製、「Compimide TM-123」)10質量份、聯苯芳烷基型環氧樹脂(日本化藥公司製、「NC-3000H」)10質量份、二氧化矽1(電氣化學工業公司製、「FB-3SDC」)80質量份、二氧化矽2(Admatechs公司製、「SC-5500SQ」)120質量份、環氧矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-403」)2.5質量份、苯乙烯基矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-1403」)2.5質量份、濕潤分散劑1(BYK Japan(股)公司製、「DISPERBYK-111」)0.5質量份、濕潤分散劑2(BYK Japan(股)公司製、「DISPERBYK-161」)1質量份、濕潤分散劑3(BYK Japan(股)公司製、「DISPERBYK-2009」)0.3質量份、表面調整劑(BYK Japan(股)公司製、「BYK-310」)0.05質量份、三苯基咪唑(東京化成工業公司製、硬化促進劑)0.5質量份予以混合,並以甲乙酮進行稀釋,藉此獲得清漆。將該清漆含浸塗覆於厚度0.1mm之S玻璃織布,在160℃加熱乾燥3分鐘,獲得樹脂組成物含量44.5質量%的預浸體(β/α=2.1)。
(比較例1) 將合成例1獲得之α-萘酚芳烷基型氰酸酯樹脂5質量份、酚醛清漆型馬來醯亞胺化合物(大和化成工業公司製、「BMI-2300」)49質量份、雙烯丙基納迪克醯亞胺(丸善石油化學公司製、「BANI-M」)36質量份、聯苯芳烷基型環氧樹脂(日本化藥公司製、「NC-3000H」)10質量份、二氧化矽1(電氣化學工業公司製、「FB-3SDC」)80質量份、二氧化矽2(Admatechs公司製、「SC-5500SQ」)120質量份、環氧矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-403」2.5質量份、苯乙烯基矽烷系矽烷偶聯劑(信越化學工業公司製、「KBM-1403」)2.5質量份、濕潤分散劑1(BYK Japan(股)公司製、「DISPERBYK-111」)0.5質量份、濕潤分散劑2(BYK Japan(股)公司製、「DISPERBYK-161」)1質量份、濕潤分散劑3(BYK Japan(股)公司製、「DISPERBYK-2009」)0.3質量份、表面調整劑(BYK Japan(股)公司製、「BYK-310」)0.05質量份、三苯基咪唑(東京化成工業公司製、硬化促進劑)0.5質量份予以混合,並以甲乙酮進行稀釋,藉此獲得清漆。將該清漆含浸塗覆於厚度0.1mm之S玻璃織布,在160℃加熱乾燥3分鐘,獲得樹脂組成物含量44.5質量%的預浸體(β/α=2.1)。
(預浸體最低熔融黏度的測定) 從各實施例及比較例獲得之預浸體採取樹脂粉1g作為樣品,利用流變儀(TA Instruments公司製、「ARES-G2」)測定最低熔融黏度。此處,使用板徑25mm之拋棄式板,以升溫速度2℃/分從40℃升溫至210℃,於頻率10.0rad/秒、應變0.1%之條件下測定最低熔融黏度。
(金屬箔疊層板的製作) 將各實施例及比較例獲得之預浸體各重疊1片或4片,並在上下配置12μm厚之電解銅箔(三井金屬礦業公司製、「3EC-III」),於壓力30kgf/cm2
、溫度220℃進行120分鐘的疊層成形,分別獲得絕緣層厚度0.1mm或0.4mm之覆銅疊層板。使用獲得之覆銅疊層板進行耐除膠渣性的評價。
(耐除膠渣性的評價) 為了評價除膠渣步驟中的耐化學性,將覆銅疊層板之銅箔利用蝕刻去除後,在80℃於膨潤液(Atotech Japan公司製、「Swelling Dip Securiganth P」)中浸漬10分鐘,然後在80℃於粗化液(Atotech Japan公司製、「Concentrate compact CP」)中浸漬5分鐘,最後在45℃於中和液(Atotech Japan公司製、「Reduction conditioner Securiganth P500」)中浸漬10分鐘,求出處理前後的質量減少量(質量%)。進行3次該實驗,將3次之質量減少率的算術平均作為評價值。
(彈性模量損失率的評價) 將覆銅疊層板之銅箔利用蝕刻去除後,裁切成50mm×25mm×8mm之大小,依照JIS規格C6481,利用Autograph(島津製作所(股)製AG-Xplus)分別於25℃、250℃實施測定,測得彎曲彈性模量。 由利用上述方法測得之25℃之彎曲彈性模量的值(a)與250℃之彈性模量的值(b)依下式算出彈性模量損失率。 彈性模量損失率=[{(a)-(b)}/(a)]×100 彈性模量損失率的值越小,可評價為越良好。
各實施例及比較例的評價結果顯示於表1中。
【表1】
由以上結果至少可確認:各實施例由於熔融黏度低,樹脂流動性優異,故成形性優異,且耐除膠渣性優異。進一步,使用了相當於酚醛清漆型馬來醯亞胺(聚馬來醯亞胺)之BMI-2300的實施例1~3,相較於使用了相當於雙馬來醯亞胺之BMI-70的實施例4,尤其顯示出良好的彈性模量損失率。 [產業上利用性]
本發明之樹脂組成物、預浸體、樹脂片、疊層板、覆金屬箔疊層板、印刷電路板用絕緣層、及印刷電路板,可適當用作包括個人電腦在內的各種電子設備、通信器材之構件。
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Claims (15)
- 一種樹脂組成物,包括: 下列通式(a)或下列通式(b)表示之化合物; 經烯基取代之納迪克醯亞胺(nadiimide)化合物;及 馬來醯亞胺化合物; 【化1】通式(a)中,R表示苯基、萘基、或聯苯基,也可以有1個以上之碳數1~6之烷基、烷氧基、苯氧基、羥基、或胺基;R’為甲基、苯基、萘基、聯苯基、或苄基,且苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基; 【化2】通式(b)中,Ra 為下列通式(c)表示之基,多個Rb 各自獨立地為甲基、苯基、萘基、聯苯基、或苄基,苯基、萘基、聯苯基、及苄基也可以有1個以上的碳數1~6之烷基; 【化3】通式(c)中,Rc 各自獨立地表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2 表示之取代基,n表示0~5之整數。
- 如申請專利範圍第1項之樹脂組成物,其中,包括選自於由1-丙烯基苯、1-甲氧基-4-(1-丙烯基)苯、1,2-二苯基乙烯、4-丙烯基-苯酚、及下式(b1)表示之化合物構成之群組中之至少1種化合物作為該通式(a)或該通式(b)表示之化合物; 【化4】。
- 如申請專利範圍第1或2項之樹脂組成物,其中,包括下列通式(1)表示之化合物作為該經烯基取代之納迪克醯亞胺化合物; 【化5】通式(1)中,R1 各自獨立地表示氫原子、或碳數1~6之烷基,R2 表示碳數1~6之伸烷基、伸苯基、伸聯苯基、伸萘基、或下列通式(2)或(3)表示之基; 【化6】通式(2)中,R3 表示亞甲基、異亞丙基、-CO-、-O-、-S-、或>SO2 表示之取代基; 【化7】通式(3)中,R4 各自獨立地表示碳數1~4之伸烷基、或>SO2 表示之基。
- 如申請專利範圍第1或2項之樹脂組成物,其中,包括下式(4)及/或式(5)表示之化合物作為該經烯基取代之納迪克醯亞胺化合物; 【化8】【化9】。
- 如申請專利範圍第1或2項之樹脂組成物,其中,包括選自於由雙(4-馬來醯亞胺苯基)甲烷、2,2-雙{4-(4-馬來醯亞胺苯氧基)-苯基}丙烷、雙(3-乙基-5-甲基-4-馬來醯亞胺苯基)甲烷、聚(四氫呋喃)-雙(4-馬來醯亞胺苯甲酸酯) (polytetramethylene oxide-bis(4-maleimidebenzoate)、及下列通式(6)表示之馬來醯亞胺化合物構成之群組中之至少1種化合物作為該馬來醯亞胺化合物; 【化10】通式(6)中,R5 各自獨立地表示氫原子或甲基,n1 表示1以上之整數。
- 如申請專利範圍第1或2項之樹脂組成物,更包括氰酸酯化合物。
- 如申請專利範圍第6項之樹脂組成物,其中,包括下列通式(7)及/或通式(8)表示之化合物作為該氰酸酯化合物; 【化11】通式(7)中,R6 各自獨立地表示氫原子或甲基,n2 表示1以上之整數; 【化12】通式(8)中,R7 各自獨立地表示氫原子或甲基,n3 表示1以上之整數。
- 如申請專利範圍第1或2項之樹脂組成物,更包括無機填充材。
- 如申請專利範圍第8項之樹脂組成物,其中,包括選自於由二氧化矽、氧化鋁、氮化鋁、及氮化硼構成之群組中之至少1種作為該無機填充材。
- 一種預浸體,具備:基材,及含浸或塗佈於該基材之如申請專利範圍第1至9項中任一項之樹脂組成物。
- 如申請專利範圍第10項之預浸體,其中,該基材係選自於由E玻璃布、T玻璃布、S玻璃布、Q玻璃布及有機纖維構成之群組中之至少1種。
- 一種樹脂片,具備:支持體,及塗佈於該支持體之如申請專利範圍第1至9項中任一項之樹脂組成物。
- 一種疊層板,係重疊1片以上選自於由如申請專利範圍第10及11項之預浸體、及如申請專利範圍第12項之樹脂片構成之群組中之至少1種而得,包括選自於由該預浸體及該樹脂片構成之群組中之至少1種所含之樹脂組成物之硬化物。
- 一種覆金屬箔疊層板,具有:選自於由如申請專利範圍第10及11項之預浸體、及如申請專利範圍第12項之樹脂片構成之群組中之至少1種,以及配置在選自於由該預浸體及該樹脂片構成之群組中之至少1種之單面或兩面的金屬箔; 包括選自於由該預浸體及該樹脂片構成之群組中之至少1種所含之樹脂組成物之硬化物。
- 一種印刷電路板,包括絕緣層及形成在該絕緣層表面之導體層,該絕緣層包括如申請專利範圍第1至9項中任一項之樹脂組成物。
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TWI835731B (zh) | 2017-04-27 | 2024-03-21 | 日商三菱瓦斯化學股份有限公司 | 支持體及利用該支持體之半導體元件安裝基板的製造方法 |
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EP3321319B1 (en) * | 2015-07-06 | 2022-10-05 | Mitsubishi Gas Chemical Company, Inc. | Resin composition and prepreg, resin sheet, laminate plate, and printed circuit board |
WO2020262586A1 (ja) * | 2019-06-28 | 2020-12-30 | 三菱瓦斯化学株式会社 | フィルム、積層体、フィルム層付き半導体ウェハ、フィルム層付き半導体搭載用基板、及び半導体装置 |
EP3992231A4 (en) * | 2019-06-28 | 2023-07-05 | Mitsubishi Gas Chemical Company, Inc. | FILM, LAMINATE, SEMICONDUCTOR WAFER WITH FILM LAYER, SEMICONDUCTOR MOUNTING SUBSTRATE WITH FILM LAYER, AND SEMICONDUCTOR DEVICE |
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US5013804A (en) * | 1989-04-14 | 1991-05-07 | Ciba-Geigy Corporation | Curable mixtures containing a bismaleimide and a propenyl compound |
JPH06100633A (ja) * | 1992-09-18 | 1994-04-12 | Maruzen Petrochem Co Ltd | 熱硬化性樹脂組成物 |
JPH07165825A (ja) * | 1993-12-16 | 1995-06-27 | Sumitomo Bakelite Co Ltd | 熱硬化性樹脂組成物 |
KR102223231B1 (ko) * | 2006-12-18 | 2021-03-08 | 악셀레론 파마 인코포레이티드 | 액티빈-actrii 길항물질과 적혈구 수준을 증가시키기 위한 이의 용도 |
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JP5895156B2 (ja) * | 2011-12-19 | 2016-03-30 | パナソニックIpマネジメント株式会社 | 熱硬化性樹脂組成物、封止材およびそれらを用いた電子部品 |
JP2013216884A (ja) | 2012-03-14 | 2013-10-24 | Hitachi Chemical Co Ltd | 熱硬化性樹脂組成物、プリプレグ及び積層板 |
WO2014061812A1 (ja) | 2012-10-19 | 2014-04-24 | 三菱瓦斯化学株式会社 | 樹脂組成物、プリプレグ、積層板、及びプリント配線板 |
JP6303407B2 (ja) | 2012-12-03 | 2018-04-04 | Jnc株式会社 | 硬化性組成物およびその用途 |
KR102147632B1 (ko) | 2013-06-03 | 2020-08-25 | 미츠비시 가스 가가쿠 가부시키가이샤 | 프린트 배선판 재료용 수지 조성물, 그리고 그것을 사용한 프리프레그, 수지 시트, 금속박 피복 적층판, 및 프린트 배선판 |
EP3321319B1 (en) | 2015-07-06 | 2022-10-05 | Mitsubishi Gas Chemical Company, Inc. | Resin composition and prepreg, resin sheet, laminate plate, and printed circuit board |
CN112175226A (zh) | 2019-07-01 | 2021-01-05 | 上海清美绿色食品(集团)有限公司 | 一种用豆渣制备纤维素海绵的方法 |
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TWI835731B (zh) | 2017-04-27 | 2024-03-21 | 日商三菱瓦斯化學股份有限公司 | 支持體及利用該支持體之半導體元件安裝基板的製造方法 |
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JP2021138956A (ja) | 2021-09-16 |
US10563029B2 (en) | 2020-02-18 |
US20180186952A1 (en) | 2018-07-05 |
EP3321319A1 (en) | 2018-05-16 |
JP7188883B2 (ja) | 2022-12-13 |
TWI746445B (zh) | 2021-11-21 |
JPWO2017006894A1 (ja) | 2018-04-19 |
CN107709452A (zh) | 2018-02-16 |
CN107709452B (zh) | 2021-03-02 |
KR102605758B1 (ko) | 2023-11-23 |
EP3321319A4 (en) | 2019-03-06 |
KR20180027411A (ko) | 2018-03-14 |
EP3321319B1 (en) | 2022-10-05 |
WO2017006894A1 (ja) | 2017-01-12 |
JP7116370B2 (ja) | 2022-08-10 |
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