TWI792816B - 共聚物、樹脂、與複合材料 - Google Patents

共聚物、樹脂、與複合材料 Download PDF

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TWI792816B
TWI792816B TW110149262A TW110149262A TWI792816B TW I792816 B TWI792816 B TW I792816B TW 110149262 A TW110149262 A TW 110149262A TW 110149262 A TW110149262 A TW 110149262A TW I792816 B TWI792816 B TW I792816B
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epoxy compound
copolymer
hardener
resin
composition
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丁文彬
莊貴貽
蕭宇翔
楊偉達
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財團法人工業技術研究院
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Priority to CN202210146890.1A priority patent/CN116410443A/zh
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Abstract

共聚物係由組成物I反應而成。組成物I包括:(a)第一環氧化合物,其結構為
Figure 01_image001
,其中R 1係單鍵、-O-、
Figure 01_image003
Figure 01_image005
Figure 01_image007
Figure 01_image009
、或

Description

共聚物、樹脂、與複合材料
本揭露關於共聚物與包含共聚物的樹脂,更特別關於共聚物的單體種類。
5G行動通訊網路已在2020年開始啟用,帶動藍芽無線通訊、伺服器、和雲端物聯網的興起。由於電磁波段頻率越來越高,高頻用低介電損耗材料的規格要求也越嚴苛。通訊產品用電路板和IC載板趨向高速化與高密度整合化,因此PCB基板需求除了低介電常數與低介電損耗外,也必須兼具高導熱性功能。
綜上所述,目前亟需新的聚合物,以同時兼具高熱傳、低熱膨脹係數、低介電常數、與低介電損耗等特性。
本揭露一實施例提供之共聚物,係由組成物I反應而成。組成物I包括:(a)第一環氧化合物,其結構為
Figure 02_image001
,其中R 1係單鍵、-O-、
Figure 02_image003
Figure 02_image005
Figure 02_image007
Figure 02_image009
、或
Figure 02_image011
;(b)第二環氧化合物,其不同於(a)第一環氧化合物;以及(c)硬化劑。
本揭露一實施例提供之樹脂,係由組成物O反應而成。組成物O包括第一共聚物與第二共聚物,其中第一共聚物係由組成物I反應而成,其中組成物I包括:(a)第一環氧化合物,其結構為
Figure 02_image001
,其中R 1係單鍵、-O-、
Figure 02_image003
Figure 02_image005
Figure 02_image007
Figure 02_image009
、或
Figure 02_image011
; (b)第二環氧化合物,其不同於(a)第一環氧化合物;以及(c)硬化劑,其中第二共聚物係由組成物II反應而成,其中組成物II包括:(d)芳香性單體、其寡聚物、或其聚合物;以及(e)脂肪族單體、其寡聚物、或其聚合物,其中芳香性單體的化學結構為
Figure 02_image013
,其中R 4為CH 3,且n=0-4;R 5係單鍵、-O-、
Figure 02_image015
Figure 02_image017
Figure 02_image019
Figure 02_image021
Figure 02_image023
Figure 02_image025
Figure 02_image027
Figure 02_image029
Figure 02_image031
Figure 02_image033
、或
Figure 02_image035
,R 7係C 2-10的烷撐基;每一R 8各自為單鍵、-O-、
Figure 02_image015
Figure 02_image017
Figure 02_image019
Figure 02_image021
Figure 02_image023
Figure 02_image025
Figure 02_image027
Figure 02_image039
Figure 02_image040
、或
Figure 02_image041
,且o係1-70;每一R 6各自為
Figure 02_image042
Figure 02_image044
,其中R 9係H或CH 3,且R 10係C 1-10的烷撐基。
本揭露一實施例提供之共聚物,係由組成物I反應而成,其中組成物I包括:(a)第一環氧化合物,其結構為
Figure 02_image001
,其中R 1係單鍵、-O-、
Figure 02_image003
Figure 02_image005
Figure 02_image007
Figure 02_image009
、或
Figure 02_image011
;(b)第二環氧化合物,其不同於(a)第一環氧化合物;以及(c)硬化劑。
在一些實施例中,(a)第一環氧化合物包括
Figure 02_image046
Figure 02_image048
Figure 02_image050
、或上述之組合。
在一些實施例中,(b)第二環氧化合物的結構為
Figure 02_image052
Figure 02_image054
Figure 02_image056
Figure 02_image058
Figure 02_image060
、或上述之組合,其中R 2係C nH 2n+1,n=1-5,x=1-3,且y=0-2。
在一些實施例中,(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:1至100:120、100:2至100:120、100:2至100:100或100:50至100:120。在適當的比例之下,整體樹脂傾向達成較低的熱膨脹係數,且保有良好的樹脂導熱特性。
在一些實施例中,(c)硬化劑的結構為
Figure 02_image062
Figure 02_image064
Figure 02_image066
Figure 02_image068
、或上述之組合,其中每一R 3各自係苯基或萘基,k=0至3,且l=0-5。
在一些實施例中,(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比為100:70至100:120或100:90至100:100。在適當的比例之下,樹脂硬化較完全,且可減少因加熱斷鏈而造成過多極性基團導致的產物電性劣化。
本揭露一實施例提供之複合材料,包括:上述之共聚物;以及無機粉體,其中共聚物與無機粉體的重量比例為100:30至100:300。無機粉體可為氮化鋁、氮化硼、氧化鋁、氫氧化鎂、二氧化矽,或上述之組合。無機粉體可進一步降低共聚物的介電常數、介電損耗、與熱膨脹係數。在適當的比例之下,則 粉體較容易均勻分散在共聚物中。
本揭露一實施例提供之樹脂,係由組成物O反應而成。組成物O包括第一共聚物與第二共聚物。第一共聚物為上述的共聚物,其可由組成物I共聚而成,在此不重述。第二共聚物係由組成物II共聚而成,其中組成物II包括:(d)芳香性單體、其寡聚物、或其聚合物;以及(e)脂肪族單體、其寡聚物、或其聚合物,其中芳香性單體的化學結構為
Figure 02_image013
,其中R 4為CH 3,且n=0-4;R 5係單鍵、-O-、
Figure 02_image015
Figure 02_image017
Figure 02_image019
Figure 02_image021
Figure 02_image023
Figure 02_image025
Figure 02_image027
Figure 02_image029
Figure 02_image031
Figure 02_image033
、或
Figure 02_image035
,R 7係C 2-10的烷撐基;每一R 8各自為單鍵、-O-、
Figure 02_image015
Figure 02_image017
Figure 02_image019
Figure 02_image021
Figure 02_image023
Figure 02_image025
Figure 02_image027
Figure 02_image039
Figure 02_image040
、或
Figure 02_image041
,且o係1-70;每一R 6各自為
Figure 02_image042
Figure 02_image044
,其中R 9係H或CH 3,且R 10係C 1-10的烷撐基。
在一些實施例中,芳香性單體之結構為
Figure 02_image070
Figure 02_image072
Figure 02_image074
Figure 02_image076
、或
Figure 02_image078
在一些實施例中,脂肪族單體係1,3-丁二烯、異戊二烯、1,3-戊二烯、2,3-二甲基-1,3-丁二烯、2-甲基-1,3-戊二烯、2,3-二甲基-1,3-戊二烯、4,5-二乙基-1,3-辛二烯、
Figure 02_image080
Figure 02_image082
、或
Figure 02_image084
;其中R 11係C 1-12的烷撐基或環烷撐基;R 12
Figure 02_image086
Figure 02_image088
,每一R 13各自係H或CH 3;R 14係C 2-5的烷撐基;每一R 15各自係H或CH 3;以及q=1-70。
在一些實施例中,脂肪族單體係1,3-丁二烯、
Figure 02_image090
Figure 02_image092
、或
Figure 02_image094
在一些實施例中,(d)芳香性單體、其寡聚物、或其聚合物與(e)脂肪族單體、其寡聚物、或其聚合物的莫耳比例(d/e)為1:2至99:1。若(d)芳香性單體、其寡聚物、或其聚合物的比例過低,則第二共聚物的傳熱性不足,連帶使樹脂的傳熱性不足。
此外,關於第二共聚物的實施方式與具體細節,可參考申請人稍早申請的專利申請號TW110116352。
在一些實施例中,第一共聚物與該第二共聚物的重量比為100:5至100:120。若第二共聚物的比例過高,則樹脂的熱膨脹係數過大。
本揭露一實施例提供之複合材料,包括:上述之樹脂;以及無機粉體,其中樹脂與無機粉體的重量比例為100:30至100:300。無機粉體可為氮化鋁、氮化硼、氧化鋁、氫氧化鎂、二氧化矽,或上述之組合。無機粉體可進一步降低樹脂的介電常數、介電損耗、與熱膨脹係數。若無機粉體的用量過高,則 粉體不易均勻分散在樹脂中。
在一實施例中,上述共聚物或樹脂或複合材料可用於接著劑或封裝材料。在一實施例中,可將含共聚物或樹脂或複合材料的塗料(含有機溶劑)塗佈至載體上,接著烘乾塗料以形成塗層。在一些實施例中,載體可為銅箔、聚合物膜(如聚醯亞胺膜、聚對苯二甲酸乙二酯膜、或其他聚合物膜)、或類似物。上述塗層具有熱傳導性高(傳熱係數≥0.28 W/mK,甚至傳熱係數≥0.4 W/mK)、熱膨脹係數低(CTE≤60 ppm/℃,甚至CTE≤50 ppm/℃)、高頻介電常數低(Dk @10 GHz ≤3.2,甚至Dk @10 GHz ≤2.8)、以及高頻介電損失低(Df @10 GHz ≤ 0.007甚至Df @10 GHz ≤ 0.005)等特性。
在一實施例中,可將含有塗層於其上的載體對向壓合,且塗層彼此接觸。當載體為銅箔時,壓合後的結構即所謂的銅箔基板。在一實施例中,上述壓合製程的壓力介於5Kg至50Kg之間,溫度介於150℃至250℃之間,且歷時1小時至10小時之間。
在一實施例中,可將補強材含浸於塗料中(A-stage),接著將含浸後的補強材置入50.0℃至500.0℃的烘箱,烘乾塗料以形成膠片(B-stage)。在一實施例中,補強材包括玻璃、陶瓷、碳材、樹脂、或上述之組合,且補強材之形狀為纖維、粉體、片狀物、編織物、或上述之組合。舉例來說,補強材可為玻纖布。上述膠片具有熱傳導性高、熱膨脹係數低、高頻介電常數低、以及高頻介電損失低等特性。在一實施例中,可將一或多個膠片夾設於銅箔之間,再壓合成銅箔基板,在一實施例中,壓合製程的壓力介於5Kg至50Kg之間,溫度介於150℃至250℃之間,且歷時1小時至10小時之間。
為讓本揭露之上述內容和其他目的、特徵、和優點能更明顯易懂,下文特舉出較佳實施例,並配合所附圖式,作詳細說明如下: [實施例]
在下述實施例中,塗層的傳熱係數的量測標準為ASTM-D5470,熱膨脹係數的量測標準為ASTM-2113-04,且介電常數與介電損耗的量測標準為JIS-C2565。
合成例1 取4,4’-二羥基聯苯(186 g,1 mol)、環氧氯丙烷(370 g,2.4 mol)、與四正丁基溴化銨(17g,0.2 mol)於氮氣下加熱至90℃並反應2小時。接著加入40%氫氧化鈉水溶液1公升,持續反應1.5小時。將反應結果倒入2公升甲醇使產物析出,攪拌後過濾收集固體,水洗固體後烘乾,得產物283克,上述產物之結構如下:
Figure 02_image046
合成例2 取4,4’-二羥基苯乙酮(214 g,1 mol)、環氧氯丙烷(370 g,2.4 mol)、與四正丁基溴化銨(17g,0.2 mol)於氮氣下加熱至90℃並反應2小時。接著加入40%氫氧化鈉水溶液1公升,持續反應1.5小時。將反應結果倒入2公升甲醇溶劑使產物析出,攪拌後過濾收集固體,水洗固體後烘乾。得產物312克,上述產物之結構如下:
Figure 02_image048
合成例3 取4-羥基苯乙酮(136 g,1 mol)、環氧氯丙烷(370 g,2.4 mol)、與四正丁基溴化銨(8.4 g,0.1 mol),於氮氣下加熱至90℃反應2小時。接著加入2M氫氧化鈉水溶液700毫升,攪拌隔夜後過濾收集固體,水洗固體後烘乾。得中間產物198克(收率95%)。將中間產物加入硫酸肼(64 g,0.49mol)、三乙胺(49 g,0.49mol)、與乙醇(200 g)後,迴流反應5小時。反應結束後降至室溫,待產物析出後過濾收集固體,以乙醇與去離子水清洗固體,並烘乾得產物(120克),上述產物之結構如下:
Figure 02_image050
實施例1 取373 g之合成例1的產物、6.8 g之蒽型雙環氧基化合物(購自DIC之4032D)、227g之8000-65T硬化劑(購自DIC)、與3 g之起始劑DMAP (4-(Dimethylamino)pyridine,購自Aldrich)溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例1的產物與4032D的莫耳比為98:2。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:2.04。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.428 W/mK,熱膨脹係數為43.9 ppm/℃,且玻璃轉化溫度Tg為179℃。4032D的結構如下:
Figure 02_image052
。8000-65T的結構如下:
Figure 02_image062
,其中R 3為苯基或萘基,k=0-1,且l=0-2。
實施例2 取326 g之合成例2的產物、27.2 g之蒽型雙環氧基化合物4032D、196g之8000-65T硬化劑、與3 g之起始劑DMAP溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與4032D的莫耳比為90:10。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:11.11。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.385 W/mK,熱膨脹係數為38.1 ppm/℃,且玻璃轉化溫度Tg為186℃。
實施例3 取380 g之合成例3的產物、272 g之蒽型雙環氧基化合物4032D、356g之8000-65T硬化劑、與3 g之起始劑DMAP溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例3的產物與4032D的莫耳比為50:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:100。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.315 W/mK,熱膨脹係數為36.4 ppm/℃,且玻璃轉化溫度Tg為190℃。
實施例4 取187 g之合成例1的產物、204 g之合成例2的產物、6.8 g之蒽型雙環氧基化合物4032D、227g之8000-65T硬化劑、與3 g之起始劑DMAP溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例1的產物、合成例2的產物、與4032D的莫耳比為49:49:2。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:2.04。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.403 W/mK,熱膨脹係數為44.7 ppm/℃,且玻璃轉化溫度Tg為176℃。
實施例5 取163 g之合成例2的產物、190 g之合成例3的產物、27.2 g之蒽型雙環氧基化合物4032D、196g之8000-65T硬化劑、與3 g之起始劑DMAP溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物、合成例3的產物、與4032D的莫耳比為45:45:10。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:11.11。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.355 W/mK,熱膨脹係數為40.1 ppm/℃,玻璃轉化溫度Tg為183℃。
實施例6 取149 g之合成例1的產物、190 g之合成例3的產物、272 g之蒽型雙環氧基化合物4032D、356 g之8000-65T硬化劑、與3 g之起始劑DMAP溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例1的產物、合成例3的產物、與4032D的莫耳比為25:25:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:100。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.301 W/mK,熱膨脹係數為38.2 ppm/℃,玻璃轉化溫度Tg為187℃。
合成例4 取4,4’-二羥基聯苯(186 g,1 mol)、甲基丙烯酸酐(370 g,2.4 mol)、碳酸氫鈉(17g,0.2 mol)於氮氣下加熱至80℃並反應2小時。反應完成後加入2M氫氧化鈉水溶液1公升,攪拌隔夜後過濾產物,水洗後烘乾得產物306克。上述產物之結構如下:
Figure 02_image070
比較例1 取402 g之合成例4的產物、8 g之雙馬來醯亞胺(購自大和化成工業株式會社之BMI-TMH)、與4 g之自由基起始劑101 (2,5-Bis(tert-butyl peroxy)-2,5-dimethylhexane,購自Aldrich)溶於1000 mL的環己酮中,迴流反應2小時以得共聚物。合成例4的產物與BMI-TMH的莫耳比為98:2。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.416 W/mK,熱膨脹係數為78.4 ppm/℃,玻璃轉化溫度Tg為171℃。BMI-TMH之結構如下:
Figure 02_image090
實施例7 取303 g之實施例1的共聚物、30 g之比較例1的共聚物、與7 g之起始劑2E4MZ (2-Ethyl-4-Methyl Imidazole,購自Aldrich)溶於1000 mL的THF溶劑中,迴流反應2小時以形成樹脂。實施例1的共聚物與比較例1的共聚物的重量比為91:9。將上述樹脂塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.41 W/mK,熱膨脹係數為47.6 ppm/℃,高頻介電常數(Dk@ 10GHz)為2.86,且高頻介電損耗(Df@10 GHz)為0.0067。
實施例8 取240 g之實施例1的共聚物、60 g之比較例1的共聚物、與6 g之起始劑2E4MZ溶於1000 mL的THF溶劑中,迴流反應2小時以形成樹脂。實施例1的共聚物與比較例1的共聚物的重量比為80:20。將上述樹脂塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.385 W/mK,熱膨脹係數為51.3 ppm/℃,高頻介電常數(Dk@ 10GHz)為2.8,且高頻介電損耗(Df@10 GHz)為0.0059。
實施例9 取204 g之實施例1的共聚物、204 g之比較例1的共聚物、與8 g之起始劑2E4MZ溶於1000 mL的THF溶劑中,迴流反應2小時以形成樹脂。實施例1的共聚物與比較例1的共聚物的重量比為50:50。將上述樹脂塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.388 W/mK,熱膨脹係數為55.6 ppm/℃,高頻介電常數(Dk@ 10GHz)為2.72,且高頻介電損耗(Df@10 GHz)為0.0052。
實施例10 與實施例9類似,差別在於進一步將175 g的氧化矽添加至樹脂中,以形成複合材料。氧化矽與樹脂的重量比例為約30:70。將複合材料塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.398 W/mK,熱膨脹係數為43.2 ppm/℃,高頻介電常數(Dk@ 10GHz)為2.74,且高頻介電損耗(Df@10 GHz)為0.0049。
實施例11 與實施例9類似,差別在於進一步將408 g的氧化矽添加至樹脂中,以形成複合材料。氧化矽與樹脂的重量比例為約50:50。將複合材料塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.425 W/mK,熱膨脹係數為28.2 ppm/℃,高頻介電常數(Dk@ 10GHz)為2.71,且高頻介電損耗(Df@10 GHz)為0.0046。
實施例12 與實施例9類似,差別在於進一步將952 g的氧化矽添加至樹脂中,以形成複合材料。氧化矽與樹脂的重量比例為約70:30。將複合材料塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.447 W/mK,熱膨脹係數為18.8 ppm/℃,高頻介電常數(Dk@ 10GHz)為2.58,且高頻介電損耗(Df@10 GHz)為0.0004。
實施例13 取326 g之合成例2的產物、170 g之蒽型四環氧基化合物4710 (購自DIC)、94 g之三嗪硬化劑(購自Acros)、與3 g之起始劑2E4MZ溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與4710的莫耳比為50:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:50。 (a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:100。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.284 W/mK,熱膨脹係數為42.6 ppm/℃,玻璃轉化溫度Tg為164℃。4710的結構如下:
Figure 02_image054
。三嗪硬化劑的結構如下:
Figure 02_image064
實施例14 取489 g之合成例2的產物、85 g之蒽型四環氧基化合物4710、94 g之三嗪硬化劑、與3.5 g之起始劑2E4MZ溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與4710的莫耳比為75:25。 (a)第一環氧化合物與(b)第二環氧化合物的當量比為100:16.67。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:100。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.302 W/mK,熱膨脹係數為55.7 ppm/℃,玻璃轉化溫度Tg為157℃。
實施例15 取326 g之合成例2的產物、272 g之蒽型多環氧基化合物9900 (購自DIC)、94 g之三嗪硬化劑、與3.5 g之起始劑2E4MZ溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與9900的莫耳比為50:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:100。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:100。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.298 W/mK,熱膨脹係數為51.4 ppm/℃,玻璃轉化溫度Tg為159℃。蒽型多環氧基化合物9900之結構如下:
Figure 02_image056
,其中R 2係C nH 2n+1,n=1-5,x=1-3。
實施例16 取326 g之合成例2的產物、190 g之二環氧基化合物YX4000 (購自三菱化學)、94 g之三嗪硬化劑、與3 g之起始劑2E4MZ溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與YX4000的莫耳比為50:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:100 。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.275 W/mK,熱膨脹係數為62.8 ppm/℃,玻璃轉化溫度Tg為153℃。YX4000的結構如下:
Figure 02_image058
實施例17 取373 g之合成例2的產物、188 g之二環氧基化合物1010A (購自真時科技材料)、266 g之酸酐硬化劑(購自Acros)、與3 g之起始劑2EZ (2-Ethyl-Imidazole,購自Aldrich)溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與1010A的莫耳比為50:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:100 。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.268 W/mK,熱膨脹係數為82.5 ppm/℃,玻璃轉化溫度Tg為147℃。1010A的結構如下:
Figure 02_image060
,其中y=0-2。酸酐硬化劑的結構如下:
Figure 02_image066
實施例18 取373 g之合成例2的產物、188 g之二環氧基化合物1010A (購自真時科技材料)、83 g之二酸硬化劑、與3 g之起始劑2MZ (2-Methyl-Imidazole,購自Aldrich)溶於1000 mL的THF溶劑中,迴流反應2小時以得共聚物。合成例2的產物與1010A的莫耳比為50:50。(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:100 。(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比約為100:90。將上述共聚物塗佈成膜後,烘乾形成厚約100 μm的塗層之傳熱係數為0.263 W/mK,熱膨脹係數為78.4 ppm/℃,玻璃轉化溫度Tg為145℃。二酸硬化劑的結構如下:
Figure 02_image068
雖然本揭露已以數個較佳實施例揭露如上,然其並非用以限定本揭露,任何所屬技術領域中具有通常知識者,在不脫離本揭露之精神和範圍內,當可作任意之更動與潤飾,因此本揭露之保護範圍當視後附之申請專利範圍所界定者為準。
無。
無。
Figure 01_image001
無。

Claims (7)

  1. 一種共聚物,係由一組成物I反應而成,其中該組成物I包括:(a)第一環氧化合物,其結構為
    Figure 110149262-A0305-02-0025-1
    ,其中R1係單鍵、-O-、
    Figure 110149262-A0305-02-0025-2
    Figure 110149262-A0305-02-0025-3
    Figure 110149262-A0305-02-0025-4
    Figure 110149262-A0305-02-0025-5
    、或
    Figure 110149262-A0305-02-0025-6
    ;(b)第二環氧化合物,其不同於(a)第一環氧化合物;以及(c)硬化劑; 其中(b)第二環氧化合物的結構為
    Figure 110149262-A0305-02-0025-7
    Figure 110149262-A0305-02-0025-8
    Figure 110149262-A0305-02-0025-9
    、或上述之組合,其中R2係CnH2n+1,n=1-5,x=1-3,且y=0-2; 其中(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:1至100:120;其中(c)硬化劑的結構為
    Figure 110149262-A0305-02-0026-10
    Figure 110149262-A0305-02-0026-11
    Figure 110149262-A0305-02-0026-12
    Figure 110149262-A0305-02-0026-13
    、或上述之組合,其中R3係苯基或萘基,k=0-3,且l=0-5;其中(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比為100:70至100:120。
  2. 如請求項1之共聚物,其中(a)第一環氧化合物包括
    Figure 110149262-A0305-02-0026-15
    Figure 110149262-A0305-02-0026-16
    Figure 110149262-A0305-02-0026-17
    、或上述之組合。
  3. 一種複合材料,包括: 請求項1之共聚物;以及無機粉體;其中共聚物與無機粉體的重量比例為100:30至100:300;其中該無機粉體包括氮化鋁、氮化硼、氧化鋁、氫氧化鎂、二氧化矽,或上述之組合。
  4. 一種樹脂,係由一組成物O反應而成,其中該組成物O包括一第一共聚物與一第二共聚物;其中該第一共聚物係由一組成物I反應而成,且該組成物I包括:(a)第一環氧化合物,其結構為
    Figure 110149262-A0305-02-0027-19
    ,其中R1係單鍵、-O-、
    Figure 110149262-A0305-02-0027-20
    Figure 110149262-A0305-02-0027-21
    Figure 110149262-A0305-02-0027-22
    Figure 110149262-A0305-02-0027-23
    、或
    Figure 110149262-A0305-02-0027-24
    ;(b)第二環氧化合物,其不同於(a)第一環氧化合物;以及(c)硬化劑,其中該第二共聚物係由一組成物II共聚而成,其中該組成物II包括:(d)芳香性單體、其寡聚物、或其聚合物;以及 (e)脂肪族單體、其寡聚物、或其聚合物,其中芳香性單體的化學結構為
    Figure 110149262-A0305-02-0028-25
    ,其中R4為CH3,且n=0-4;R5係單鍵、-O-、
    Figure 110149262-A0305-02-0028-26
    Figure 110149262-A0305-02-0028-27
    Figure 110149262-A0305-02-0028-28
    Figure 110149262-A0305-02-0028-29
    Figure 110149262-A0305-02-0028-30
    Figure 110149262-A0305-02-0028-31
    、或
    Figure 110149262-A0305-02-0028-32
    ,R7係C2-10的烷撐基;每一R8各自為單鍵、-O-、
    Figure 110149262-A0305-02-0028-33
    Figure 110149262-A0305-02-0028-34
    Figure 110149262-A0305-02-0028-35
    Figure 110149262-A0305-02-0028-36
    Figure 110149262-A0305-02-0028-37
    、或
    Figure 110149262-A0305-02-0028-38
    ,且o係1-70;每一R6各自為
    Figure 110149262-A0305-02-0028-39
    Figure 110149262-A0305-02-0028-40
    ,其中R9係H或CH3,且R10係C1-10的烷撐基; 其中(b)第二環氧化合物的結構為
    Figure 110149262-A0305-02-0029-41
    Figure 110149262-A0305-02-0029-42
    Figure 110149262-A0305-02-0029-43
    、或上述之組合,其中R2係CnH2n+1,n=1-5,x=1-3,且y=0-2;其中(a)第一環氧化合物與(b)第二環氧化合物的當量比為100:1至100:120;其中(c)硬化劑的結構為
    Figure 110149262-A0305-02-0029-44
    Figure 110149262-A0305-02-0029-45
    Figure 110149262-A0305-02-0029-46
    Figure 110149262-A0305-02-0029-47
    、或上述之組合,其中R3係苯基或萘基,k=0-3,且l=0-5;其中(a)第一環氧化合物加上(b)第二環氧化合物之當量總和與(c)硬化劑的當量比為100:70至100:120; 其中(e)脂肪族單體係1,3-丁二烯、異戊二烯、1,3-戊二烯、2,3-二甲基-1,3-丁二烯、2-甲基-1,3-戊二烯、2,3-二甲基-1,3-戊二烯、4,5-二乙基-1,3-辛二烯、
    Figure 110149262-A0305-02-0030-48
    Figure 110149262-A0305-02-0030-49
    、或
    Figure 110149262-A0305-02-0030-50
    ;其中R11係C1-12的烷撐基或環烷撐基;R12
    Figure 110149262-A0305-02-0030-51
    Figure 110149262-A0305-02-0030-52
    ;每一R13各自係H或CH3;R14係C2-5的烷撐基;每一R15各自係H或CH3;以及q=1-70;其中(d)芳香性單體、其寡聚物、或其聚合物與(e)脂肪族單體、其寡聚物、或其聚合物的莫耳比例(d/e)為1:2至99:1;其中該第一共聚物與該第二共聚物的重量比為100:5至100:120。
  5. 如請求項4之樹脂,其中芳香性單體之結構為
    Figure 110149262-A0305-02-0031-53
    Figure 110149262-A0305-02-0031-54
    Figure 110149262-A0305-02-0031-55
    Figure 110149262-A0305-02-0031-56
    、或
    Figure 110149262-A0305-02-0031-58
  6. 如請求項4之樹脂,其中脂肪族單體係1,3-丁二烯、
    Figure 110149262-A0305-02-0031-59
    Figure 110149262-A0305-02-0031-60
    、或
    Figure 110149262-A0305-02-0031-61
  7. 一種複合材料,包括:請求項4之樹脂;以及無機粉體; 其中樹脂與無機粉體的重量比例為100:30至100:300;其中該無機粉體包括氮化鋁、氮化硼、氧化鋁、氫氧化鎂、二氧化矽,或上述之組合。
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CN110194941A (zh) * 2019-05-29 2019-09-03 厦门艾贝森电子有限公司 一种尺寸稳定潜伏型可加热固化环氧胶膜及制备方法

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