TW496891B - Die attach adhesives for use in microelectronic devices - Google Patents
Die attach adhesives for use in microelectronic devices Download PDFInfo
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- TW496891B TW496891B TW088111220A TW88111220A TW496891B TW 496891 B TW496891 B TW 496891B TW 088111220 A TW088111220 A TW 088111220A TW 88111220 A TW88111220 A TW 88111220A TW 496891 B TW496891 B TW 496891B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
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- H—ELECTRICITY
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- H01L24/01—Means for bonding being attached to, or being formed on, the surface to be connected, e.g. chip-to-package, die-attach, "first-level" interconnects; Manufacturing methods related thereto
- H01L24/26—Layer connectors, e.g. plate connectors, solder or adhesive layers; Manufacturing methods related thereto
- H01L24/28—Structure, shape, material or disposition of the layer connectors prior to the connecting process
- H01L24/29—Structure, shape, material or disposition of the layer connectors prior to the connecting process of an individual layer connector
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
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- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/065—Polyamides; Polyesteramides; Polyimides
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- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/282—Alkanols, cycloalkanols or arylalkanols including terpenealcohols
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- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
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- C09J179/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
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- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
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- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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Description
經濟部智慧財產局員工消費合作社印製 496891 A7 B7___ 五、發明說明(1) 本案依35 USC 119(e)規定主張1998年7月2日提出 之美國臨時申請案60/09 1,492號之優先權。 本發明有關各種適合用作微電子元件或半導體封裝黏 著劑之組合物〇 黏著劑組合物,尤其導電性黏著劑,係在半導體封裝 及微電子元件之製作及組裝中用於各種目的〇較突顯之用 法爲將積體電路晶片黏結於引線框或其他基質,及將電·路 封裝或總成黏結於印刷線路板0 對電子包裝作業中導電性黏著劑之要求爲其等須具有 良好之機械强度、不影響組件或載體之固化性質、及與目 前工業中所用現有塗施設備相容之觸變性質〇 黏著劑黏合或交連技藝之另一重要情況爲黏接頭再加 工之能力〇對於涉及大體積物品之單一晶片包裝作-而言 ,可將故障之晶片丟棄而無顯著損失。然而,丟棄僅有一 故障晶片之複晶片封裝則屬昂貴;準此,故障晶片再加工 之能力將爲製作上之優點〇現今,半導體工業之一主要推 力爲開發各種符合所有黏著劑强度及撓1生要求,但亦可再 加工之黏著劑,亦即能予移除而不破壞基質0 本發明爲一種用於電子元件之黏著劑組合物,包含一 或更多單或多官能順丁烯二醯亞胺化合物、或一或更多非 順丁烯二醯亞胺化合物之單或多官能乙烯基化合物、或順 丁烯二醯亞胺與乙烯基化合物之組合、一固化起發劑、及 隨意之一或更多填料0 在另一具體形式中,本發明爲由上述可固化黏著劑組 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 -----------Aw ^--------^--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 B7 五、發明說明(2) 合物產生之已固化黏著劑〇 (請先閱讀背面之注意事項再填寫本頁) 在另一具體形式中,本發明爲一種電子總成,包含一 用一種包含一或更多單或多官能順丁烯二醯亞胺化合物、 或一或更多單或多官能乙烯基化合物、或順丁烯二醯亞胺 與乙烯基化合物之組合、一固化起發劑、及隨意之一或更 多填料之組合物所製備之已固化黏著劑組合物黏結於基質 上之電子組件〇 · 用於本發明黏著劑組合物中之順丁烯二醯亞胺及乙烯 基化合物乃可固化化合物,意指其等能進行聚合反應,不 論有無交聯〇如說明書中所用,固化意指進行聚合,不論 有無交聯。如業界所了解,交聯作用爲二聚合物鏈藉一元 素、分子基團、或化合物之橋接而附著,且一般而言在加 熱時發生。當交聯密度增加時,物質性質可由熱塑改變 至熱固性〇 經濟部智慧財產局員工消費合作社印製 藉由單或多官能化合物之正確選擇及用量有可能製備 寬廣交聯密度範圍之聚合物。多官能化合物之反應部份愈 大,交聯密度愈大。若需要熱塑性質,^等黏著劑組合物 係由單官能化合物製備以限制交聯密度〇可添加小量之多 官能化合物以對該組合物提供一些交聯作用及强度,唯多 官能化合物之量限制於不使所需熱塑性質消失之量0在此 等參數內,個別黏著劑之强度及彈性可裁修適應特定之最 終用途0 在必需將該總成再加工及使用熱塑性物質之情況下, 電子組件可予撬離基質,並可將任何殘餘黏著劑加熱直到 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g ) 496891 Α7 Β7 五、發明說明(3) 其軟化而易移除爲止〇 (請先閱讀背面之注意事項再填寫本頁) 交聯密度亦可加以控制,以給予該已固化黏著劑一寬 廣範圍之玻璃轉變溫度,以承當後續之處理及操作溫度〇 在本發明黏著劑組合物中,順丁烯二醯亞胺化合物及 乙烯基化合物可獨立或組合使用。順丁烯二醯亞胺或乙烯 基化合物或二者在可固化封裝黏著劑組合物內之存在量, 以存在之有機成份(不含任何填料)爲準爲2至98重量·% 〇 該黏著劑組合物進一步包含至少一自由基每發劑,其 定義爲一種分解成具有一或更多未配對電子、高度反應且 通常壽命短之分子片段之化學物種,能藉由鏈機制起發化 學反應。該自由基起發劑之存在量爲該等有機化合物(不 含任何填料)之重量之〇·1至10%,較佳爲0.1至3.0 % 經濟部智慧財產局員工消費合作社印製 〇該自由基固化機制提供迅速之固化,並對該組合物提供 固化前之長架儲壽命〇較佳之自由基起發劑包括過氧化物 譬如過辛酸丁酯及過氧化雙異丙苯,以及偶氮化合物譬如 2,2’-偶氮雙(2_甲基丙睛)及2,2’-1禺氮雙(2_甲基丁 睛)〇 另法,各黏著劑組合物可含有光起發劑以取代自由基 起發劑,然後可藉紫外線照射起發固化程序〇光起發劑之 存在量爲有機化合物(不含任何填料)之重量之0.1至10 %,較佳爲1至5.0 % 0有些情況下,光起發及自由基起 發二者可能均皆合宜〇舉例言之,固化程序可藉紫外線照 射起始,而在稍後之處理步驟中,可藉加熱完成自由基固 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297兮gj) 496891 經濟部智慧財產局員工消費合作社印製 Α7 Β7 五、發明說明(4) 化而完成固化作用〇 一般而言,此等組合物將在8〇-2 〇〇 °C之溫度範圍內固 化,而固化作用將在小於1分鐘至60分鐘之時間長度內完 成〇如一般所將了解,每一黏著劑組合物之時間及溫度態 樣均有變化,故可設計不同之組合物以提供適合特定工業 製作程序之固化態樣〇 合宜之黏著劑用導電性填料爲例如銀、銅、金、鈀·、 鉑〇有些情況下,可能需要非導電性填料譬如礬土、矽石 及鐵佛龍,以例如調節流變性〇 < 如說明書通篇所用,符號C ( 0 )係指羰基團。 順丁烯二醯亞胺化合物 適用於本發明黏著劑組合物之順丁烯二醒亞胺化合物 具有一由通式[M-Xro]n-Q或通式[M-Zro]n-K所代表之結構 。對於此等特定通式,當小寫”η”爲整數1時,該化合物 將爲一單官能化合物·,而當小寫” η"爲整數2至6時,該 化合物將爲一多官能化合物〇 在通式[M-Xm]n-Q代表之化合物中、 Μ爲具有下列結構式之順丁烯二醯亞胺部份:
式中R1爲Η或。至(;5烷基; 每一 X獨立爲一由具有下列結構式(I )至([V)之芳香 族基團中選出之芳香族基團: 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公事) -----------41^ 裝--------訂--------- (請先閱讀背面之注意事項再填寫本頁) 496891 (iv)
A7 B7 五、發明說明(5) 0) (II) (ill) 1
» I NH— t Q爲線性或有支鏈烷基、烷基氧基、烯烴、烯氧基、 芳基、芳基氧基、烷胺、烷硫化物、烯胺、烯硫化物、芳 基硫化物物種,可含有自該鏈懸垂或作爲該鏈部份主幹之 飽和或不飽和環狀或雜環狀取代基,且其中存在之任何雜 原子可能或可能不直接附接於X ; 或者Q爲具有下列結構之胺基甲酸乙酯:
〇 0 0 0 一坪一x—c—NH-R?-NH-&-(0-R? - 0』- ΝΗ-|^-ΝΗ-&>^Χ 一 RL 式中R2獨立爲一具有1至18個碳原子之烷基、芳基、或芳 基烷基;R3爲一在鏈內有高至100個原> 之烷基或烷基氧 基鏈,該鏈可含有芳基取代基;X爲〇、S、N或P ;而7 爲〇至50 ; 或者Q爲具有下列結構式之酯: Ο Ο 一R3—£_〇_中一〇一&一 R3, 式中R3爲一在鏈內有高至100個原子之烷基或烷基氧基鏈 ,該鏈可含有芳基取代基; 或者Q爲具有下列結構式之矽氧烷: 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297仓 (請先閱讀背面之注意事項再填寫本頁) 裝------ -- 訂—------. 經濟部智慧財產局員工消費合作社印製 496891 Α7 Β7 五、發明說明(6) -(CR^ie-tSiR^Ojf-SiRS-CCR^Jg-式中每一位置之R1取代基獨立爲Η或一具有1至5個碳原 子之烷基團,且每一位置之R4取代基獨立爲Η 、一具有i 至5個碳原子之烷基團或一芳基團,而e及g獨立爲i至 1〇且f爲1至50 ;而 m爲〇或1 ,且η爲1至6 〇 較佳之組合物爲脂肪族雙順丁烯二_亞胺類,其中.順 丁烯二醯亞胺官能基經由胺基甲酸乙酯或尿素鍵予鍵合於 主幹,譬如於下列較佳化合物中者: (請先閱讀背面之注意事項再填寫本頁)
0 經濟部智慧財產局員工消費合作社印製
0 在通式[M-Zm]n-K代表之化合物中: Μ爲具有下列結構式之順丁烯二醯亞胺部份 式中R1爲Η或(^至(^6烷基; 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297兮$_) 496891 A7 B7 經濟部智慧財產局員工消費合作社印製 (VI)
五、發明說明(υ Ζ爲線性或有支鏈烷基、烷基氧基、烷胺、烷硫化物 、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基氧基或芳 基硫化物物種,可含有自該鏈懸垂或作爲該鏈部份主幹之 飽和或不飽和環狀或雜環狀取代基,且其中存在之任何雜 原子可能或可能不直接附接於Κ ; 或者Ζ爲具有下列結構之胺基甲酸乙酯: 〇 〇〇〇 —^―x —c—NH-F?-NH-C—(0-F?-0-C--NH-F^-NH-C-)^-X--R2-- 式中R2獨立爲一具有1至18個碳原子之烷基、芳基、或芳 基烷基;R3爲一在鏈內有高至1〇〇個原子之烷碁或烷基氧 基鏈,該鏈可含有芳基取代基;而v爲0至50; 或者Z爲具有下列結構式之矽氧烷: -(CR12)e~[SiR42,~〇]f-SiR42~(CR12)g -, 式中每一位置之R1取代基獨立爲Η或一具有1至5個碳原 子之烷基團,且每一位置之R4取代基獨立爲Η 、一具有1 至5個碳原子之烷基團或一芳基團,而e及g獨立爲1至 10且f爲1至50 ; K爲一由具有下列結構式(VI)至(ini)之芳香族基團 中選出之芳香族基團(雖然僅有一鍵可予顯示以代表與芳 香族基團K之連接,但此將被視爲代表任何如以n所述及 定義之額外鍵數) (V) 式中P爲1至100 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297) -----------•裝--------訂--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 B7 五、發明說明(8) (VII)
式中P爲1至100 (VIII)
(IX)
經濟部智慧財產局員工消費合作社印製 式中R5、R6及R7爲線性或有支鏈烷基、烷基氧基、烷胺、 烷硫化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基 氧基、或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈 部份主幹之飽和或不飽和環狀或雜環狀取代基,且其中存 在之任何雜原子可能或可能不直接附接於該芳香族環;或 者R5、R6及R7爲具有下列結構式之矽氧烷: 、 -(CR^Je-tSiRS-Olf-SiRS-iCHaig- 式中R1取代基爲Η或一具有1至5個碳原子之烷基團,且 每一位置之R4取代基獨立爲一具有1至5個碳原子之烷基 團或一芳基團,而e爲1至10且f爲1至50; ㈧ (X1)
(請先閱讀背面之注意事項再填寫本頁) -·裝 tr---------^w. 及 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 之 經濟部智慧財產局員工消費合作社印製 496891 A7 -----JB7 五、發明說明(9) (XII)
而m爲0或1 ,且η爲1至6 ο 較佳之順丁烯二醯亞胺化合物尤其用作可再加工性組 合物者爲Ν-丁基苯基順丁烯二醯亞胺及Ν-乙基苯基順丁烯 二醯亞胺。 乙烯基化合物 適用於本發明黏著劑組合物之乙烯基化合物(非本文 之順丁烯二醯亞胺類)具有下列結構式:
對於此等特定結構,當小寫u η η爲整數1時,該化合 物將爲一單官能化合物;而當小寫"η”爲整數2至6時’ 該化合物將爲一多官能化合物〇 ρ 在此等結構中,R1及R2爲Η或一有1至5個碳原子之 烷基;或與形成乙烯基團之碳形成一 5至9個成員之環狀 物;Β 爲 C、S、Ν、0、C(0)、O-C(O)、C(〇)-〇、C(0)NH、 或C(0)N(R8),其中肜爲1至(^烷基;m爲〇或1 ; n爲 1-6 ;而X、Q、Z及K均如上述〇 B 較佳爲 〇、〇(0)、0(0)-0、以0)0或〇(〇)1^(118); 8更佳爲〇、〇(〇)、〇-(](〇)、以〇)-〇、或以〇0(118)〇 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297舍 -------1 — —^w · -------It —-----1 HAW. (請先閱讀背面之注意事項再填寫本頁) 496891 A7 B7 五、發明說明(10) (請先閲讀背面之注意事項再填寫本頁) 用作黏著劑之較佳乙烯基化合物爲乙烯醚或烯硫化物 G合宜乙烯基化合物之實例如下:
:1 \/〇-(CH2)36—· 其他組合物成份 . 視該黏著劑所將黏結之基質之本質而定,黏著劑亦可 含有偶聯劑〇本文中所用偶聯劑爲一含有供與f 丁烯二醯 亞胺及其他乙烯基化合物反應之可聚合官能基團以及一能 與存在於基質表面上之金屬氫氧化物縮合之官能基團之化 學物種〇此等偶聯劑及在特定基質組合物內之較隹用量均 已知於業界〇合宜之偶聯劑爲矽烷、矽酸酯、金屬丙烯酸 酯或甲丙烯基酸酯、钛酸酯、及含有鉗合配位體譬如膦、 硫醇、及乙醯乙酸鹽之化合物〇當存在時,偶聯劑典型用 量高至順丁烯二醯亞胺及其他單官能乙烯基化合物之10重 量%,而較佳量爲0.1-3.0重量% 〇 ^ 經濟部智慧財產局員工消費合作社印製 此外,各黏著劑組合物含有對所得已固化組合物賦予 額外撓性及韌性之化合物。此等化合物可爲任何Tg爲或小 於50 eC之熱硬性或熱塑性物質,且典型爲以圍繞化學鍵自 由旋轉爲特徵之聚合物質、存在酯及醚基團、及欠缺環狀 物結構予以獲得〇合宜之此等變性劑包括聚丙烯酸酯、聚 (丁二烯)、聚THF (聚合四氫呋喃)、CTBN (羧基端接 丁睛一丙烯睛)橡膠、及聚丙二醇。當存在時,韌化用化 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g ) 經濟部智慧財產局員工消費合作社印製 496891 A7 B7___ 五、發明說明(11 ) 合物典型用量約高至順丁烯二醯亞胺及其他單官能乙烯基 化合物之15重量% 〇 若矽氧烷部份不爲順丁烯二醯亞胺或乙烯基化合物結 構之一部份,則矽氧烷可添加於各封裝配方以賦予彈性〇 合宜之矽氧烷爲甲丙烯氧基丙基端接之聚二甲基矽氧烷及 胺基丙基端接之聚二甲基矽氧烷(聯合化學技藝公司)〇 亦可添加以業界已知之類型及用量添加其他添加物·, 譬如黏著促進劑〇 操作特性 此等組合物將在晶片黏附用黏著劑之商業可接受範圍 內操作。對80 X 80平方密耳矽晶片之黏著劑商業可接受晶 片剪力値在室溫時之範圍爲大於或等於1千克,而於240 1時爲大於或等於〇·5千克,而對500X500平方密;晶片 之彎曲量在7〇°€!時爲小於或等於70微米〇 熱膨脹係數(CTE)爲旣定物質每單位溫度變化之尺寸 之變化〇不同物質將具有不同之膨脹率〇若附接於一處之 各元素爲不同之CTE ,則熱循環會導致各附接之元素彎屈 、破裂、或層離。在典型半導體總成中,晶片之CTE範圍 爲2或3ppm/t:;對於有機電路板基質,CTE大於30 ppm / eC ;因此,黏著劑之CTE最佳爲介於基質與晶片間〇 當聚合物受到加熱時,將經由一介於堅硬玻璃狀態至 柔軟橡膠狀態之轉換區域移動〇此區域稱爲玻璃轉換區域 或Tg〇若繪製聚合物之膨脹對溫度之圖形,玻璃轉換區域 爲較低溫度/玻璃狀區域熱膨脹係數與較高溫度/橡膠狀 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ) 一 -----------裝--------訂--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 __B7__ 五、發明說明(I2) (請先閱讀背面之注意事項再填寫本頁) 區域熱膨脹係數間之交點。高於此區域,膨脹率顯著增高 〇因此,該聚合物之玻璃轉換溫度較佳爲高於塗施期間所 經驗之正常操作溫度,而在需要可再加工性時,玻璃轉換 溫度較佳爲低於任何再加工溫度。 本發明之另一具體形式包括各種具有本文中所述通式 [M-Xm]n:-Q及[M-Zm]n-K之順丁烯二醯亞胺,式中Q及Z 可爲具有下列結構式之酯: · ? Η 〇 ? 一R3-O--C--R3-C--O—R3—C—R3—C—0— 或下列結構之酯: ο ο Ο 0 —R,C - 0«>R3-〇*C - R3*f 占-0—R3—〇 一各一 r3々 式中P爲1至100 ; 每一 R3可獨立爲一在鏈內有高至100個原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 % 具有下列結構式之矽氧烷: 經濟部智慧財產局員工消費合作社印製 -(CR^ )e-[SiR42-0]f-SiR42-(CR12 )g-式中每一位置之R1取代基獨立爲Η或一具有1至5·個碳原 子之烷基團,每一位置之R4取代基獨立^ 一具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至10,且f 爲1至50 〇 本發明之另一具體形式包括具有下列本文中所述結構 式之乙烯基化合物: 「R1、 R2 Ί Rl R2 Ί V/ B-V •Q 一 Ζ, π 足 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公|) 496891 A7 B7___ 五、發明說明(13) 式中 B 爲 C、 S、 N、 0、 C(0)、 〇-C(0)、 C(0)-0、 C(0)NH、 或C(0)N(R8),其中R8爲(^至。烷基ο 本發明之另一具體形式包括具有下列本文中所述結構 式之乙烯基化合物:
(請先閱讀背面之注意事項再填寫本頁) Ί
B-VQ 式中Q及Ζ可爲具有下列結構式之酯: —R3-0- C-R3-C- - C-R3 — C一。一 Rj-Jp 或下列結構之酯: ' ? ® ^ 0 -Rrc - 〜fV〇-C - FVfC 一 Ο-RfO 一占一 r3七 式中P爲1至100 ; , 每一 R3可獨立爲一在鏈內有高至100個原子之烷基率烷基 氧基鏈,該鏈可含有芳基取代基;或者 具有下列結構式之矽氧烷: 經濟部智慧財產局員工消費合作社印製 -(CR12)e-[SiR42-〇]f«SiR42-(CR12)g-式中每一位置之Ri取代基獨立爲Η或一、有ί至5個碳原 子之院基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至10,且f 爲1至50 〇 本發明之另一具體形式包括如本文中所述含有陰離子 性或陽離子性固化起發劑之可固化黏著劑組合物〇此等起 發劑之類型及有用量均詳知於業界〇 實例 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 496891 A7 B7 五、發明說明(14) (請先閱讀背面之注意事項再填寫本頁) 將各種順丁烯二醯亞胺及乙烯基化合物製備及配製成 黏著劑組合物〇該等組合物予調查未固化組成之黏滯度及 觸變指數,以及已固化組成之固化態樣、玻璃轉換溫度、 熱膨脹係數、熱機械分析、及一些情況下之可再加工性〇 實例1 丁二烯=丙烯腈雙順丁烯二醯亞胺之製備
胺基端接之丁二烯一丙烯睛(BF Goodrich公司所售 Hycar樹脂1300 X42 ATBN ,該結構內之m 整數提供 經濟部智慧財產局員工消費合作社印製 3600之數平均分子量)(450克,500 "毫摩爾,以胺當量 AEW =450克爲準)溶解於配備以添加用漏斗、機械攪拌器 、內部溫度探針及氮氣入口 /出口之3升裝四頸燒瓶內之 CHC13 (1000毫升)中0將已攪持之溶液置於氮氣下並於 冰浴上冷卻。將在CHC13 ( 50毫升)中之順丁烯二酸酐( 98 · 1克,1摩爾)注入添加用漏斗內,並以30分鐘時間將 此溶液添加於反應內,而內部反應溫度維持低於1 0 °C 〇此 混合物於冰上攪拌3 0分鐘,然後溫熱至室溫並額外攪拌4 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g ) 496891 經濟部智慧財產局員工消費合作社印製 A7 ______B7_ 五、發明說明(I5) 小時。對所得漿液添加乙酸酐(653 ·4克,6摩爾)、三 乙胺(64.8克,0.64摩爾)及乙酸鈉(62.3克,0.76摩爾 )〇將反應加熱至溫和迴流溫度達5小時,讓其冷卻至室 溫’並續用水(1升)、飽和碳酸氫鈉(1升)及水(2 X 1升)萃取。於眞空移除溶劑以產生順丁烯二醯亞胺端 接之丁工烯丙烯腈〇 實例2 製-MA^ (環氧基丙基)異m尿酸衍生之 三」順丁烯二醯亞胺) .·
三(環氧基丙基)異氰尿酸(99·0克,0.33摩爾)溶 解於配備以機械攪拌器、內部溫度探針及氮氣入口/出口 之2升裝三頸燒瓶內之THF ( 500毫升)中〇對此溶液添 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公 -----------裝--------訂--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 B7 五、發明說明(16) 加羥基苯基順丁烯二醯亞胺(189·2克,1摩爾)及苯甲 基二甲基胺(1.4克,〇·〇5重量%)。該溶液加熱至8(rc 達7小時〇然後讓反應冷卻至室溫,過濾,並用5 %氯化 氫水液(5 0 0毫升)及蒸飽水(1升)沖洗濾液〇所得三 氮哄三(順丁烯二醯亞胺)固體於室溫予眞空乾燥。 實例3 : 順丁烯二醯亞胺基棕櫚酸酯之製備 ·
棕櫚醯氯( 274.9克,1摩爾)溶解於配備以機械攪 拌器、內部溫度探針、添加用漏斗及氮氣入口 /出口之2 升裝三頸燒瓶內之二乙醚(5〇〇毫升)中〇添加在葬餾水 (500毫升)中之碳酸氫鈉(84 · 0克,1摩爾),劇烈攪 拌,並於氮氣下之冰浴上將溶液冷卻〇將在二乙醚(100 毫升)中之羥基乙基順丁烯二醯亞胺(H1克,1.摩爾) 注入添加用漏斗內,並以30分鐘時間將此溶液添加於反應 內,內部溫度於添加期間維持< l〇°C 〇在冰上另外攪拌該 反應30分鐘,然後讓其溫熱至室溫並攪拌4小時〇將反應 移至分離漏斗,並用蒸餾水(500毫升)、5 %氯化氫水 液( 500毫升)及蒸餾水( 2 X 500毫升)沖洗已分離之有 機層0有機物予分離,於無水硫酸鎂上乾燥,過濾並於眞 空移除溶劑,以產生脂肪族順丁烯二醯亞胺〇 實例4 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公^ ) (請先閱讀背面之注意事項再填寫本頁) ·裝 tr---------Aw. 經濟部智慧財產局員工消費合作社印製 叼6891
13-二甲某環己烷衍生之雙順丁烯二醯亞胺 NCO
A7 B7 五、發明說明(1?) 由5-基氡酸鹽基-ι-(異m酸鹽基甲基) 1 Ο
HN 0^ 人。
5-異氰酸鹽基-1-(異氰酸鹽基甲基)-1,3,3-三甲基環 % 己烷(111 · 1 5克,0 · 5摩爾)於配備以機械攪拌器、添加 用漏斗及氮氣入口 /出口之1升裝三頸燒瓶內之THF (500 毫升)中媒合。將反應置於氮氣下,並添加二丁錫二月桂 酸酯(觸媒Sni1) (6·31克,10毫摩爾Ί及羥基乙基順丁 烯二醯亞胺(141克,1摩爾)同時攪拌,且於70 °C將所 得混合物加熱4小時〇將溶於THF (100毫升)中之羥基 乙基順丁烯二醯亞胺(141克,1摩爾)注入添加用漏斗 內。以30分鐘時間將此溶液添加於異氰酸鹽溶液,所得混 合物於7〇°C額外加熱4小時〇讓反應冷卻至室溫並於眞空 移除溶劑。將殘留之油溶於CH2C12 (1升)中,並用10% 氯化氫水液(1升)及蒸餾水(2X1升)沖洗〇已分離之 -------------------^--------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 m- 496891 A7 __ B7 五、發明說明(18) (請先閱讀背面之注意事項再填寫本頁) 有機物於硫酸鎂上乾燥,過濾並於眞空移除溶劑,以產生 順丁烯二醯亞胺〇 實例5 製備由Pripol 2033衍生之二聚乙烯_
vv二聚乙烯醚〃(及環狀異構物) 經濟部智慧財產局員工消費合作社印製 雙(1,10-啡琳)Pd(0Ac)2 (0·21 克,0.54 毫摩爾)在 氮氣下溶解於配備以機械攪拌器之2升裝三頸燒瓶內之丁 基乙烯基醚(8.18克,81· 7毫摩爾)、庚烷(100毫升) 與νν二聚二醇"(由Unichema公司以Pripol 2033,銷售, 15·4克,27. 2毫摩爾)所成混合物中〇該溶液加熱至輕緩 迴流達6小時〇讓溶液冷卻至室溫,並續倒於活性碳(20 克)上且攪拌1小時。過濾所得漿液,並於眞空移除超量 之丁基乙烯基醚及庚烷以產生爲黃色油之乙烯醚〇生成物 顯現可接受之1 H NMR、FT-IK及1 3 C NN^R光譜特性〇黏滯 度典型爲〜1〇〇厘泊。 實例6 製備由二聚二醇(Pripol 2033)衍生之二聚二丙烯酯
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 Μ之 經濟部智慧財產局員Η消費合作社印製 496891 A7 B7_ 五、發明說明(l9) 二聚二醇(Unichema 公司之 Pripol 2033 ,284·4 克 ,5 00毫升)在氮氣下溶解於配備以機械攪拌器、添加用 漏斗、及內部溫度探針之1升裝三頸燒瓶內之無水丙酮( 500毫升)中〇對此溶液添加三乙胺(1〇1·2克,1摩爾 ),並在冰洛上將溶液冷卻至4 °C 〇將媒合於無水丙麵( 100毫升)中之丙烯醯氯(90· 5克,1摩爾)注入添加用 漏斗內,並以60分鐘時間添加於已攪拌之反應溶液,內·部 溫度維持< 1 〇 °C 〇在冰上額外攪拌此溶液2小時,然後讓 其溫熱至室溫並攪拌4小時〇經由旋轉蒸發器移除全部溶 劑,並於CH2 Cl2 ( 1升)中將殘留物媒合〇該溶液用5 % 氯化氫水液(800毫升)及水(2 X 800毫升)沖洗〇已分 離之有機物於無水硫酸鎂上乾燥,過濾並於眞空移除溶劑 ,以產生二丙烯酯油〇 實例7 N-乙基苯基順丁烯二醯亞胺之製備 將“乙基苯胺(12.12克)溶於50毫升之無水乙醚中 並緩慢添加於9 · 81克順丁烯二酸酐在loTo毫升於冰浴中所 冷卻無水乙醚中之攪拌溶液。添加完畢後,反應混合物予 攪拌30分鐘〇將淡黃色結晶過濾及乾燥〇用乙酸酐(200 毫升)溶解順丁烯醯胺酸及20克之乙酸鈉。反應混合物於 1 60 eC油浴中加熱0迴流3小時後,將溶液冷卻至室溫, 置於1升裝燒杯內之冰水中並劇烈攪拌1小時〇吸濾生成 物並於己烷中再結晶〇收集之晶體物質於50°C眞空烘箱內 乾燥過夜〇 FTIR及NMR分析顯示出乙基順丁烯二醯亞胺之 $紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g ' -----------Μ.--------^--------- (請先閱讀背面之注意事項再填寫本頁) 496891
〇 0 H0 人 C^OH 觸砹Η
A7 B7 五、發明說明(2〇) 特性〇 SJL8 1(烯某硫化物)之製備
HO 二聚酸(以Unichema公司Empol簡標銷售)( 574.6 \ 克,1摩爾)及炔丙醇(112.1克,2摩爾)於配備以機 械攪拌及Dean-Stark蒸餾裝置之3升裝三頸燒瓶內之甲苯 (1升)中媒合〇添加濃硫酸(5毫升)並迴流該溶液6 小時,直到共沸蒸餾出36毫升之水爲止、讓溶液冷卻至室 溫,用水(2X 1升)沖洗,於無水硫酸鎂上乾燥,並於眞 空移除溶劑以產生爲油之炔丙酯中間產物〇 此酯中間產物( 650.7克,1摩爾)在氮氣下於配備 以迴流冷凝器、機械攪拌器、及內部溫度探針之1升裝三 頸燒瓶內之THF ( 200毫升)中媒合〇添加月桂基硫醇( 404.8克,2摩爾)及2,2’-偶氮雙(2,4-二甲基戊睛) (以DuPont公司Vazo 52商標銷售,11克),並於油浴上 -----------^--------^--------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ^ 496891 A7 B7_ 五、發明說明(21) (請先閱讀背面之注意事項再填寫本頁)
將所得混合物攪拌加熱至7〇°C達7小時〇讓反應冷卻至室 溫並於眞空移除溶劑,以產生烯基硫化物油〇 實例A 6-順丁烯二醯亞胺基己酸之製備
6-順丁烯二醯亞胺基己酸 用已知之方法合成酸功能性順丁烯二醯亞胺,即6-順 丁烯二醯亞胺基己酸。胺基己酸(100克,7.6X10-1摩 爾)溶解於配備以機械攪拌、內部溫度探針及添加用漏斗 之500毫升裝四頸燒瓶內之冰醋酸(50毫升)中9將順丁 烯二酸酐(74·8克,7.6X10-1摩爾)溶解於乙睛(75毫
S 經濟部智慧財產局員工消費合作社印製 升)中之溶液注入添加用漏斗內。於室溫以1小時時間將 此溶液添加於胺基己酸,內部反應溫度維持小於35 °C 〇添 加完畢後將反應攪拌3小時〇將反應漿液過濾,於70°C眞 空烘箱(P〜25 T)內將分離之濾液乾燥^夜,以產生166 及灰白色固體(95%) 〇生成物醯胺酸顯現與文獻資料一 致之FT-IR及iH NMR光譜特性〇 上述醯胺酸(166克,7.2X10-1摩爾)於氮氣下在 配備以機械攪拌及Dean-Stark蒸餾裝置之1升裝三頸燒瓶 內之甲苯( 200毫升)、苯( 200毫升)與三乙胺(211 毫升,1.51摩爾)之溶液中媒合〇將此溶液加熱至迴流溫 度達4小時,並將所生成之水收集於Dean-Stark阱內。添 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 經濟部智慧財產局員工消費合作社印製 496891 A7 ___ B7 五、發明說明(22) 加蒸餾水(4〇〇毫升)於反應燒瓶以溶解生成物之三乙銨 鹽,後者在反應期間自總溶液大量分離〇將此水液層分離 ,用50%氯化氫予酸化至pH〜1 ,並用乙酸乙酯(600毫 升)萃取。此有機層用蒸餾水(4〇0毫升)沖洗〇已分離 之有機層於硫酸鎂上乾燥,繼於眞空移除溶劑以產生灰白 色固體< 76 .2克,50 % ) 〇生成物6-順丁烯二醯亞胺基己 酸在FT-IR及1H NMR攝譜術上與文獻物質相同〇 實例Β νν二聚二酯雙順丁烯二醢亞胺〃之製備
a二聚二酯雙順丁烯二醯亞胺〃(及環狀異構物)
Pripol 2033 (Unichema公司 v、二聚二醇",.92·4克 ,1·69χ10-1摩爾)、6-順丁烯二醯亞^基己酸(75·0克 ,3.55x1ο·1摩爾)及硫酸(0·50毫升,〜8.5Χ10-3摩 爾)於氮氣下在配備以機械攪拌器、Dean-Stark阱及內部 溫度探針之1升裝四頸燒瓶內之甲苯( 300毫升)中打漿 〇將反應加熱至輕緩迴流達二小時,並將所生之水收集於 “&11-81&1^阱內〇該阱予洩流並將〜50毫升之甲苯溶劑餾 離反應,以移除微量水分並將酯化平衡驅至完成〇讓反應 冷卻至室溫,添加額外之甲苯(毫升)(實驗室規模 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 g ) -------------------1--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 ___B7_____ 五、發明說明(23) 上,於此處較佳爲添加二乙醚替代甲苯),並用飽和碳酸 氫鈉水液(300毫升)及蒸餾水( 300毫升)沖洗溶液。 將有機層分離及於無水硫酸鎂上乾燥,並於眞空移除溶劑 以產生橘色油(1〇7·2克,68%) 〇通過一短柱之矽石或 礬土流洗樹脂之甲苯溶液可將該物質進一步純化0此雙順 丁烯二醯亞胺樹脂液體顯現可接受之FT-IR、iH NMR、及 "CNMR資料〇r?典型爲〜2500厘泊。
實例C v'癸烷二醇二酯雙順丁烯二醢亞胺〃之製備
a癸烷二醇二酯雙順丁烯二醯亞胺〃 , 應用實例B中所述之一般步驟,用癸烷二醇(29· 5克
S .169X10-1摩爾)取代Pripol 2033 〇此程序產生中度 可溶性之雙順丁烯二醯亞胺固體(54· 9克,58% )〇生成 物顯現令人滿意之FT-IR及1H NMR資料。 -----------·1--------1T-------— (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 496891 A7 B7 五、發明說明(24) 甘油三酯三(順丁烯二醯亞胺)〃 利用實例B所列約定,用甘油(10 . 4克,1 .13 X 10· 1 摩爾)取代Pripol 2033 〇生成物爲黏稠液體,顯現可接 受之FT-IR及1 H NMR資料〇 實例Ε 製備ITDI之雙(m-硝基苯甲基胺基甲酸酯)〃
0 A (請先閱讀背面之注意事項再填寫本頁) °XrN〇2 經濟部智慧財產局員工消費合作社印製 a IPDI之雙(m-硝基苯甲基胺基甲酸酯)〃 異佛爾酮二異氰酸酯(” IPDI π,100.0克,、·5Χ 10-摩爾)硝基苯甲基醇(137·8克,9.0Χ10-1摩爾) 及二丁基錫二月桂酸酯(2.8克,4.5Χ10-3摩爾)在氮 氣下於配備以機械攪拌器、迴流冷凝器及內部溫度探針之 2升裝三頸燒瓶內之無水甲苯( 1500毫升)中媒合〇所得 溶液加熱至90°C達4小時〇試樣固體部。份之IR中未觀察到 異氰酸酯波帶。讓溶液冷卻至室溫並用蒸餾水(1〇〇毫升 )沖洗〇將有機層分離並於眞空移除溶劑,以產生黃色液 體,後者顯現可接受之FT-IR及iH NMR特性。
實例F 製備a IPDI之雙(m-胺基苯甲基胺基甲酸酯)〃 a IPDI之雙(m-胺基苯甲基胺基甲酸酯)〃 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 經濟部智慧財產局員工消費合作社印製 496891 A7 --- B7 五、發明說明(25)
實例E之二硝基化合物(8·28克,1.57X10·2摩爾) 在氮氣下溶解於配備以磁攪拌之500毫升裝三頸圓底燒瓶 內之乙醇(1〇〇毫升)中。添加環己烯(28.6毫升,2:82 Χ10-1摩爾),繼以5 %Pd/C (鈀/碳)(4·14克)〇所 得漿液輕緩迴流6.5小時。此溶液一過濾等分暈之FT-IR 於1529厘米及1 352厘米-i不顯現硝基伸展波帶〇讓總溶 液冷卻至室溫並過濾。於眞空移除溶劑以產生黃色半固體 (6·6克,90% ),後者顯現可接受之FT-IR及i,H NMR光 譜特性〇 實例G 製備a I PD I之雙」順丁烯二醢亞胺基苯甲基 胺某甲酸酯)〃
〜IPDI之雙(m-順丁烯二醯亞胺基苯甲基胺基甲酸酯)" 實例F之二胺(6·6克,1.41X10-2摩爾)在氮氣下 於配備以機械攪拌器及添加用漏斗之250毫升裝四頸燒瓶 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ------------裝--------訂--------- (請先閱讀背面之注意事項再填寫本頁) 496891 經濟部智慧財產局員工消費合作社印製 A7 B7 五、發明說明(26) 內之丙酮(60毫升)中媒合,並冷卻至4 eC〇以30分鐘時 間將溶解於丙酿(20毫升)中之順丁烯二酸酐(2·76克, 2·82χ 10-2摩爾)〇所得溶液於4 °C攪拌1小時,並續讓 其溫熱至室溫並攪拌過夜〇 FT- I R分析指示無剩餘之順丁 烯二酸酐,如由〜1 8 1 0厘米-1處缺少酐伸展波帶所判定〇 對上醯胺酸溶液添加乙酸酐(8.5毫升,9·0χ 10· 2 摩爾)、三乙胺(1·26毫升,9.0Χ10-3摩爾)及乙酸·鈉 (0.88克,1·1χ 10-2摩爾)〇所得溶液於氮氣下輕緩迴 流4小時〇讓反應冷卻至室溫並於眞空移除全部溶劑〇所 得黏稠液體於二氯甲烷( 20 0毫升)中再媒合,並用蒸餾 水( 3 X 200毫升)萃取。於是有機物及於無水硫酸鎂上乾 燥,過濾並於眞空移除溶劑以產生淺褐色固體(6,. 75克, 76% ) 〇此物質顯現可接受之FT-IR及iH NMR光譜特徵。 % 實例Η 製備a DPI 1410之雙(m-硝基苯甲基胺基甲酸酯)〃
a DDI 1410之雙(m-硝基苯甲基胺基甲酸酯)〃 (及環狀異構物) DDI 1410 (Henkel 公司 a 二聚二異氰酸酯",99.77 克,1.65父10-1摩爾,以13.96%別0爲準)、〇1-硝基苯 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ) -----------Αν ^-----1—^--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 __B7 _ 五、發明說明(27)
甲基醇(50·8克,3·32χ1〇-ι摩爾)及二丁基錫二月桂酯 (〇·3毫升,8·3Χ 10〃摩爾)在氮氣下於配備以機械攪 拌器、迴流冷凝器及內部溫度探針之1升裝四頸燒瓶內之 甲苯(15〇毫升)中媒合〇將反應加熱至85°〇達2.5小時 。該反應一等分量之FT-IR分析指示異氰酸酯官能基團完 全消耗+如由2272厘米-1處缺少波帶所判定。於眞空將溶 劑移離該反應,以產生黃色油,後者靜置於溫度時固化| ( 152.4克,102 % (微量甲苯))〇此固體顯現令人滿意 之FT-IR及iH NMR光譜特徵〇 實例I 製備a DDI 1410之雙(m-胺基苯甲基胺基甲酸酯)〃 (請先閱讀背面之注意事項再填寫本頁) 0
w DDI 1410之雙(m-胺基苯甲基>基甲酸酯)" 經濟部智慧財產局員工消費合作社印製 (及環狀異構物) 實例Η之二胺生成物(39.6克,4.32X10-2摩爾)及 二水合氯化亞錫在氮氣下於配備以機械攪拌器及迴流冷凝 器之1升裝三頸燒瓶內之乙酸乙酯( 300毫升)中打漿〇 將反應加熱至輕緩迴流並劇烈攪拌3小時。讓溶液冷卻至 室溫並用飽和碳酸氫鈉之溶液帶至pH 7-8〇將混合物推過 25微米過濾器,以產生一分離成混濁水液層及中度清澈有 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公$ ) 經濟部智慧財產局員工消費合作社印製 496891 A7 ______ B7___ 五、發明說明(28)
機層之混合物。將水液層分離並用乙酸乙酯(100毫升) 沖洗0將有機層結合,用蒸餾水(30 0毫升)萃取,並於 無水硫酸鎂上乾燥〇過濾漿液並於眞空將溶劑移離濾液, 以產生黃色黏性固體(33.8克,92%) 〇 實例J 製備a DDI 1410之雙(m-順丁烯二醯亞胺某茏田葚 胺基甲酸酯)〃
胺基甲酸酯)〃(及環狀異構物) 順·丁烯二酸酐(I5·4克,1·57Χΐ〇_2摩爾)溶解於配 備以機械攪拌器、內部溫度探針及添加0用漏斗之2升裝四 頸燒瓶內之丙酮(300毫升)中〇此溶液在冰浴上冷卻至 〜4 °C〇將實例I所製備二胺(63.4克,7.48/10-2摩爾 )在丙酮(70毫升)中之溶液注入添加用漏斗內,並以30 分鐘時間添加於順丁烯二酸酐溶液,而內部溫度維持< 1 〇 °C 〇將所得溶液攪拌1小時,並續讓其溫熱至室溫並攪拌 2小時〇 對此醯胺酸溶液添加乙酸酐(24.7毫升,2·61Χ10〃 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ^ - -------1---Aw ^----1 — ti------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 496891 A7 ____B7____ 五、發明說明(29 )
摩爾)、三乙胺(6·25毫升,4·48Χ10-2摩爾)及四水合 乙酸鎂(〇·37克,1.50Χ10-3摩爾)〇此溶液予輕緩迴流 6 · 5小時,然後讓其冷卻至室溫。於眞空移除全部溶劑, 並將所得暗色液體溶解於二乙醚( 500毫升)中〇此溶液 用蒸餾水( 500毫升)沖洗〇然後用飽和碳酸氫鈉水液( 500毫升)並再用蒸餾水( 500毫升)沖洗已分離之有機 層。有機物予分離,於無水硫酸鎂上乾燥,並於眞空移·除 溶劑以產生黏稠之橘色油〇此物質顯現與預期之雙順丁烯 二醯亞胺生成物一致之FT-IR、NMR及"C NMR光譜特 徵〇 實例AA 低應力晶片黏附用黏著劑配方及在各種引線框 , 上之晶片抗剪强麻 % 於室溫用機械混合器將以下結合生成黏滯度爲9〇11厘 泊(5 rpm ,圓錐及平板)及觸變指數爲5.36之填銀晶片 黏附用黏著劑配方: 實例B之液體雙順丁烯二醯亞胺β 2·6“克 實例5之二聚乙烯醚 2.644克
Ricon 131ΜΑ20 ( Ricon 樹脂公司) 0.661 克
Silquest A-174 (Witco 公司) 0·040 克 USP-90MD (Witc〇 公司) 0·099 XD0026 ( NSCC公司商業機密) 〇·119 SF-96 銀片 23.794 本紙張尺度適用中國國家標準(CNS)A4規格(210 χ 297 ) -----------Aw ^----------------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 _ B7 五、發明說明(3〇) 所得糊劑如下詳述予分配於不同金屬引線框上,並將 120X 120密耳矽晶片置於黏著劑珠上以生成約1密耳之黏 結線。各試樣於200艺、、急速固化"60分鐘,並於室溫及 240 °C測量晶片抗剪强度。然後,此等試樣受到高溫及濕 度(85eC/85%RH)達48小時。然後於室溫及24〇它再次 測量晶片抗剪强度。各項結果表列於表1 〇 表1 :順丁烯二醯亞胺/乙烯醚晶片黏附用 . 黏著劑之晶片抗剪强度(DSS)_ 不暴露於水 暴露於水後 (48小時 /85eC /85 RH) 固化態樣 60秒 / 200 eC 6 0 秒 / 2 0 0 eC 測試溫度 2 5eC 24 0。。 2 5°〇 t 240 eC 銅引線框 4 · 88 + /- 1 .46 + /- 6.54+/- 1 .84 + /- DSS(千克) 0 .25 0.35 0.82 0 . 76 銀銅引線框 5.29+/— 2.17+/« 9 .50 + /- 1.56+/- DSS(千克) 0 .34 0.43 1 . 88 .0 · 72 鈀銅 5 · 52 + /- 1.99+/- ί’1 · 9 + / - 3 . 53+/- DSS(千克) 0 .39 0 .44 1 .3 0 . 66 此等元件在85¾ / 85¾ RH飽和後之典型水分 攝取量爲0.1 8重量% 〇固化期間之重量損失 爲 0 · 16 + /-0 . 05 重量 % 〇
實例BB 順丁烯二醯亞胺/乙烯_晶片黏附用黏著劑之HAST測試 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g ) (請先閱讀背面之注意事項再填寫本頁) ▼裝--------訂---------· 經濟部智慧財產局員工消費合作社印製 類似實例AA之方式將 成之引線框〇然後用 快速烘箱固化〃(1 5 固化〇所得已固化元 ,85 % RH)達 130 小 溫顯現良好之以晶片 之晶片抗剪强度 固化態樣 496891 A7 ______B7_ 五、發明說明(31) 利用實例AA之黏著劑組合物,以 120X 120密耳晶片黏附於各種不同組 vv急速固化"(60秒/ 200 ·〇)及^ 分鐘/175它)之條件將已黏結晶片 件接受模擬之HAST測試條件(130 °C 時〇如表2所示,各元件於室溫及高 抗剪强度(DSS)所量度之黏著力〇 表2 :在模擬HAST測試條件後
15分鐘 /175°C
60秒 / 200 〇C 測試溫度 2 5°〇 24 0。。 2 5PC 24 0 °C 銅引線框 15.3+/- 1.12+/- 17.2+/- 1 .25 + /- DSS(千克) 1 . 8 0.35 〇·8 ,〇·39 銀銅引線框 16.3+/- 2.81+/- 14.8+/- 2 · 6 + / - DSS(千克) 1 .9 0.55 1.8 1 · 6 金巴銅 15.7+/- 3.04+/- 14.4+/- 2 · 96 + /- DSS(千克) 1,7 0 .46 0.7 0.90
實例CC 用順丁烯二醯亞胺/乙烯_晶片黏附用 黏著劑所黏結大晶片之蠻曲 使用實例AA中所述晶片黏附用組合物將500 X 500密耳 晶片黏結於鈀一銅引線框〇於若干溫度及時間將已組裝之 物件a急速固化〃,並測量晶片彎曲量0典型結果列示於 表3 〇此黏著劑所顯現之性能使其符合〜低應力"物質〇 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297g|2 -----------^--------^--------- (請先閱讀背面之注意事項再填寫本頁) 經 濟 部 智 慧 財一 產 局 員 工 消 費 合 作 社 印 製 496891 A7 B7 五、發明說明(32) 表3:順丁烯二醯亞胺/乙烯醚晶片黏附用 _龜著劑在5〇〇 X 5〇〇密耳晶片b之蠻曲 熱史 1分鐘/ 200¾ +1分鐘/ 240°C +4小時/175 Ό 彎曲(微米)10.4 + /- 1· 11·9 + /- 1 ·4 14.1+/-1. 實例DD : am嫌二醯亞胺/乙烯醚晶片黏附用黏芸劑夕埶分析. 使用實例AA之組合物以一向下拉引棒生成〜i密耳之 膜0各膜在熱板上vv急速固化"(60秒,200 p )或予烘 箱固化(4小時/175 °C),並藉動態機械分析(DMA)予 以定性。各項結果摘列於表4 〇 表4:順丁烯二醯亞胺/乙烯醚晶片黏附膜之熱分析 固化態樣
Tg (ec) -65 eC 模數(E’)(psi) 100 °C 模數(E’)(psi) 60秒 /200 -1 421.300 421.300 4 小時 / 2 0 0 t! ♦ 35 513.900 513.900 (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 各物質顯現之模數低於低應力黏著劑之典型Tg 〇高於 Tg之溫度時各物質之模數足以承受典型之線黏結條件,而 不故障〇 本發明之其他具體形式包括以下各編號項目中者: 1. 一種用以將電子組件黏結於基質之可固化黏著劑組合 物,包含一順丁烯二醯亞胺化合物及一由自由基起發劑、 光起發劑、及其等之組合所組成集團中選出之固化起發劑 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公3@上 496891 Α7 Β7 五、發明說明(33) ’該順丁嫌—^醒亞fee化合物具有通式[M-Xm]n-Q ,式中m 爲〇或1且η爲1至6 ;而 (a ) Μ爲一具有下列結構式之順丁烯二醯亞胺部份··
經濟部智慧財產局員工消費合作社印製 式中R1爲Η或具有1至5個碳原子之烷基; . (b) X爲一由具有下列結構式之芳香族基團中選出之 芳香族基團: (丨) (") (III) -ζ^ΝΗ^°-ΝΗ- * * ,' 及(IV) % ΝΗ— 而 (C ) Q爲線性或有支鏈烷基、烷基。氧基、烷胺、烷硫 化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基氧基 或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈一部份 之飽和或不飽和環狀或雜環狀取代基,且其中存在之任何 雜原子可能或可能不直接附接於X 〇 2 · 如項目1之可固化黏著劑組合物,其中Q爲線性或有 支鏈烷基、烷基氧基、烯烴、或烯氧基物種,可含有自該 鏈懸垂或作爲該鏈一部份之飽和或不飽和環狀或雜環狀取
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 (請先閱讀背面之注意事項再填寫本頁) ·裝 tr------*— 496891 A7 B7 五、發明說明(34) 代基〇 (請先閱讀背面之注意事項再填寫本頁) 3 . 如項目2之可固化黏著劑組合物,其中Q爲線性或有 支鏈烷基物種,可含有自該鏈懸垂或作爲該鏈一部份之飽 和或不飽和環狀或雜環狀取代基〇 4. 如項目1之可固化黏著劑組合物,其中Q爲具有下列 結構式之胺基甲酸乙酯: 〇 Ο 〇 〇 —洋一X-(0-序 一 0-έ-ΝΗ-ίΫ·ΝΗ_0!>)^Χ 一 R2- 式中R2獨立爲一具有1至18個碳原子之烷基、芳基、或芳 基烷基;R3爲一在鏈內有高至1〇〇個原子之烷基或烷基氧 基鏈,該鏈可含有芳基取代基;X爲〇、S、N或P ;而乂 爲〇至50 〇 5. 如項目1之可固化黏著劑組合物,其中Q爲具有下列 結構式之酯: 0 〇 一 R3—C 一 〇 一 r3 一 〇 一^R3 一 式中R3爲一在鏈內有高至100個原子之烷基或烷基氧基鏈 ,該鏈可含有芳基取代基。 6 · 如項目1之可固化黏著劑組合物,1中Q爲具有下列 經濟部智慧財產局員工消費合作社印製 結構式之酯: ϊ Ϋ 0 〇 —%·〇 - C-R3-C - o-R3-f〇 - c一 r3—&一〇 - r3士 式中P爲1至100 ;而 每一 R3可獨立爲一在鏈內有高至100個原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧烷: -(CR12)e~[SiR42~〇]f~SiR42-(CR12 )g- 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公$ ) 496891 A7 __B7 五、發明說明(35) (請先閱讀背面之注意事項再填寫本頁) 式中每一位置之R1取代基獨立爲H或一具有i至5個碳原 子之烷基團,每一位置之R4取代基獨立爲一具有i至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至1〇,且f 爲1至50 〇 7 ·如項目1之可固化黏著劑組合物,其中Q爲具有下列 結構式之酯: ? 〇 〇 〇 — IVC〜R3-〇^—R:f^-〇-R3—〇—乙 式中P爲1至100 ;而 每一 R3可獨立爲一在鏈內有高至100個原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧烷: -(CR^Je-LSiRS-Ojf-SiR^-iCR^)^ 式中每一位置之R1取代基獨立爲Η或一具有1至5個碳原 子之烷基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至10,且f 爲1至50 〇 經濟部智慧財產局員工消費合作社印製 8. 一種可固化黏著劑組合物,包含一 Ί噴丁烯二醯亞胺化 合物及一由自由基起發劑、光起發劑、及其等之組合所組 成集團中選出之固化起發劑,該順丁烯二醯亞胺化合物具 有通式[M-Zro]n-K ,式中m爲〇或1且η爲1至6 ;而 (a ) Μ爲一具有下列結構式之順丁烯二醯亞胺部份:
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 496891 A7 B7 五、發明說明(36) 式中R1爲Η或具有1至5個碳原子之烷基; (b) Κ爲一由具有下列結構式之芳香族基團中選出之 芳香族基團: (V) (VI) Ό·. 式中P爲1至100 ; (VII) -〇s]
式中P爲1至100 ; (VIII)
(IX) R5
R6 R7 ----------I --------— — — — — — (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 式中R5、R6及R7爲線性或有支鏈烷基、烷基氧基、烷胺、 院硫化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基 氧基、或芳基硫化物物種,可含有自該^懸垂或作爲該鏈 部份主幹之飽和或不飽和環狀或雜環狀取代基,且其中存 在之任何雜原子可能或可能不直接附接於該芳香族環;或 者R5、R6及R7爲具有下列結構式之矽氧烷: -(CR12)e-[SiR42-〇]f-SiR42-(CH3)g-式中R1取代基爲Η或一具有1至5個碳原子之烷基團,且 每一位置之R4取代基獨立爲一具有1至5個碳原子之烷基 團或一芳基團,而e爲1至10且f爲1至50; 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ) 496891 A7 B7 五、發明說明(37) (X) (XI)
(XII)
(請先閱讀背面之注意事項再填寫本頁) ·裝 而 (C ) Z爲線性或有支鏈烷基、烷基氧基、烷胺、烷硫 化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基氧基 或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈一部份
S 之飽和或不飽和環狀或雜環狀取代基,且其中存在之任何 雜原子可能或可能不直接附接於κ 〇 9 · 如項目8之可固化黏著劑組合物,其中Z爲線性或有 支鏈烷基、烷基氧基、烯烴、或烯氧基。物種,可含有自該 鏈懸垂或作爲該鏈一部份之飽和或不飽和環狀或雜環狀取 代基〇 I 0 ·如項目8之可固化黏著劑組合物,其中Z爲線性或有 支鏈烷基物種,可含有自該鏈懸垂或作爲該鏈一部份之飽 和或不飽和環狀或雜環狀取代基〇 II .如項目8之可固化黏著劑組合物,其中Z爲具有下列 結構式之胺基甲酸乙酯: 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297^^2 tr--------- 經濟部智慧財產局員工消費合作社印製 496891 A7 B7 五、發明說明(38) 〇 ο 〇 〇 —F?—X_c^NH-F?-NH-C—(〇-F?-0-C-NH--R5-NH-C-)^-X-R2-- (請先閱讀背面之注意事項再填寫本頁) 式中R2獨立爲一具有1至18個碳原子之烷基、芳基、或芳 基烷基;R3爲一在鏈內有高至100個原子之烷基或烷基氧 基鏈,該鏈可含有芳基取代基;X爲0、S、N或P ;而7 爲〇至50 〇 12·如項目8之可固化黏著劑組合物,其中z爲具有下列 結構式之酯: 0 〇 · —R3一έ-〇_Κ3-〇 一 έ一鲈一 式中R3爲一在鏈內有高至100個原子之烷基或塚基氧基鏈 ,該鏈可含有芳基取代基〇 1 3 ·如項目8之可固化黏著劑組合物,其中ζ爲具有下列 結構式之酯: ? ? ? ? , —R3·。一 C一R^-C—ΟR3—·(-0—C一R3—C一。一 \ 式中P爲1至100 ;而 每一 R3可獨立爲一在鏈內有高至100個原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧〔院: 經濟部智慧財產局員工消費合作社印製 -(CR^ )e-[SiR42-0]f-SiRS-(CRi2 )g~ 式中每一位置之R1取代基獨立爲Η或一具有1至5個碳原 子之烷基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之院基團或一芳基團,e及g獨立爲1至1〇,且f 爲1至50 〇 14·如項目8之可固化黏著劑組合物,其中ζ爲具有下歹IJ 結構式之酯: 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g ) 496891 Α7 Β7 五、發明說明(39) ? ? ? 〇 —R3-C -。-FVO—C-R^C-O—r3—〇 一各一〜女 式中P爲1至100 ;而 每一 R3可獨立爲一在鏈內有高至1〇〇個原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧院·· J -(CR12)e-[SiR42-0]f-SiR42-(CR12)g-式中每一位置之R1取代基獨立爲Η或一具有1至5個碳,原 子之烷基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1军1〇,且f 爲1至50 〇 15·如項目8至14中任一之可固化黏著劑組合物,其中κ 爲: π ,
Ρ 式中Ρ爲1至100 〇 16·如項目8至14中任一之可固化黏著劑組合物,.其中Κ
式中Ρ、R6及R7爲線性或有支鏈烷基、烷基氧基、烷胺、 烷硫化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基 氧基、或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈 一部份之飽和或不飽和環狀或雜環狀取代基,且其中存在 之任何雜原子可能或可能不直接附接於該芳香族環。 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ) (請先閱讀背面之注意事項再填寫本頁) 裝·-------訂---------^9. 經濟部智慧財產局員工消費合作社印製 496891 Α7 Β7 五、發明說明(4〇) 17 . 爲:
如項目8至14中任一之可固化黏著劑組合物,其中K —Ο
18· —種可固化黏著劑組合物,包含一乙烯基化合物及一 由自由基起發劑、光起發劑、及其等之組合所組成集團中 選出之固化起發劑,該乙烯基化合物具有下列通式:* R2 ' 、Β-4·
Q (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 (IV) 式中m爲0或1且11爲1_6 ;而 (a) R1及R2爲Η或一有1至5個碳原子之烷基,或與 形成乙烯基團之碳一起形成一 5至9個成員之環狀物; (b) Β 爲 C、S、Ν、0、C(0)、C(0)NH 或C(0)N(R8), 其中R8爲具有1至5個碳原子之烷基團; (c) X爲一由具有下列結構式之芳香族基團中選出之 芳香族基團: ^ (I) (II) (III) 〇°-L Ο 及 而 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ^ 496891 A7 B7_ 五、發明說明(41) (請先閱讀背面之注意事項再填寫本頁) (d ) Q爲線性或有支鏈烷基、烷基氧基、烷胺、烷硫 化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基氧基 或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈一部份 之飽和或不飽和環狀或雜環狀取代基,且其中存在之任何 雜原子可能或可能不直接附接於X 〇 1 9 ·如項目1 8之可固化黏著劑組合物,其中Q爲線性或有 支鏈烷基、烷基氧基、烯烴、或烯氧基物種,可含有自·該 鏈懸垂或作爲該鏈一部份之飽和或不飽和環狀或雜環狀取 代基〇 20.如項目19之可固化黏著劑組合物,其中Q爲線性或有 支鏈烷基物種,可含有自該鏈懸垂或作爲該鏈一部份之飽 和或不飽和環狀或雜環狀取代基〇 , 21·如項目18之可固化黏著劑組合物,其中Q爲具有下列 \ 結構式之胺基甲酸乙酯: Ο 0 0 0 —穿一X—6—- (0-圮一 經濟部智慧財產局員工消費合作社印製 式中R2獨立爲一具有1至18個碳原子之烷基、芳基、或芳 基烷基;R3爲一在鏈內有高至100個原f子之烷基或烷基氧 基鏈,該鏈可含有芳基取代基;X爲〇、S、N或P ;而7 爲〇至50 〇 22·如項目18之可固化黏著劑組合物,其中Q爲具有下列 結構式之酯: ? 0 一 R3 一 C—〇一 R3—〇 一& 一 R3— 式中R3爲一在鏈內有高至100個原子之烷基或烷基氧基鏈 ,該鏈可含有芳基取代基〇 本紙張尺度ϋ用中國國家標準(CNS)A4規格(210 X 297公餐) 經濟部智慧財產局員工消費合作社印製 496891 A7 B7 五、發明說明(42) 23 .如項目18之可固化黏著劑組合物,其中Q爲具有下列 結構式之酯: ? ? 〇 〇 一R3-0-C—R3-C-0"-R3-4〇-C—R3—C-〇 - r3-)^ 式中P爲1至100 ;而 每一 R3可獨立爲一在鏈內有高至1〇〇個原子之烷基或烷基 氧基鏈;該鏈可含有芳基取代基;或者 每一R3可獨立爲具有下列結構式之矽氧烷: · —(CR12 )e-[SiR4 2 ~〇]f-SiR4 % - (CR1% )g - 式中每一位置之R1取代基獨立爲H或一具有1军5個碳原 子之烷基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至10,且f 爲1至50 〇 丨 24 ·如項目1 8之可固化黏著劑組合物,其中Q爲具有下列 結構式之酯: ? ? ? 〇 K-0 - fV〇-c - FVfc - 〇-〜一〇4 一 咏 式中P爲1至100 ;而 每一 R3可獨立爲一在鏈內有高至100個。原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧烷·· -(CR^ie-CSiRS-OJf-SiRS-iCR^Jg-式中每一位置之R1取代基獨立爲Η或一具有1至5個碳原 子之院基團’母一'位置之R4取代基獨立爲一^具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至10,且f 爲1至50 〇 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297公g -----------裝--------訂---------^9 (請先閱讀背面之注意事項再填寫本頁) 496891
K A7 B7 五、發明說明(43) 25· —種可固化黏著劑組合物,包含一乙烯基化合物及一 由自由基起發劑、光起發劑、及其等之組合所組成集團中 選出之固化起發劑,該乙烯基化合物具有下列通式: R2 冶一 Z, 式中m爲0或1且η爲1-6 ;而 : (a) R1及R2爲Η或一有1至5個碳原子之烷基,或與 形成乙烯基團之碳一起形成一 5至9個成員之舉狀物; (b) B 爲 C、S、N、0nC(0)、C(0)NH 或 C(0)N(R8), 其中R8爲具有1至5個碳原子之烷基團; (c) K爲一由具有下列結構式之芳香族基團中選出之 芳香族基團: (V) -0. 式中P爲1至100 (VI)
-------------------^-------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 式中P爲1至100 (VIII) (VII)
(IX) R5
R? R7 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 496891 A7 B7 五、發明說明(44) 式中R5、R6及R7爲線性或有支鏈烷基、烷基氧基、烷胺、 烷硫化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基 氧基、或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈 部份主幹之飽和或不飽和環狀或雜環狀取代基,且其中存 在之任何雜原子可能或可能不直接附接於該芳香族環;或 者R6、及R7爲具有下列結構式之矽氧烷: -(CR12)e-[SiR42-〇]f-SiR42-(CH3)g- · 式中R1取代基爲Η或一具有1至5個碳原子之烷基團,且 每一位置之R4取代基獨立爲一具有1至5個碳厚子之烷基 團或一芳基團,而e爲1至10且f爲1至5〇; ㈧ (刈 (請先閱讀背面之注意事項再填寫本頁) 及
(XII)
經濟部智慧財產局員工消費合作社印製 而 (d ) Z爲線性或有支鏈烷基、烷基氧基、烷胺、烷硫 化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基氧基 或芳基硫化物物種,可含有自該鏈懸垂或作爲該鏈一部份 之飽和或不飽和環狀或雜環狀取代基,且其中存在之任何 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ) 經濟部智慧財產局員工消費合作社印製 496891 A7 ___B7 _ 五、發明說明(45 ) 雜原子可能或可能不直接附接於κ 〇 2 6.如項目25之可固化黏著劑組合物,其中Z爲線性或有 支鏈烷基、烷基氧基、烯烴、或烯氧基物種,可含有自該 鏈懸垂或作爲該鏈一部份之飽和或不飽和環狀或雜環狀取 代基〇 27 ·如項目25之可固化黏著劑組合物,其中Z爲線性或有 支鏈烷基物種,可含有自該鏈懸垂或作爲該鏈一部份之·飽 和或不飽和環狀或雜環狀取代基〇 28·如項目25之可固化黏著劑組合物,其中Z爲具有下列 結構式之胺基甲酸乙酯: 〇 〇 〇 0 x—〇-NH-F?-NH-C~(0-R3-0-C-NH-R3-NH-C-)^X-r2~ 式中R2獨立爲一具有1至18個碳原子之烷基、芳基、或芳 基烷基;R3爲一在鏈內有高至100個原子之烷基或烷基氧 % 基鏈,該鏈可含有芳基取代基;X爲〇、S、N或P ;而/ 爲〇至50 〇 29 ·如項目25之可固化黏著劑組合物,其中Z爲具有下列 結構式之酯: ? Ϋ … —R3—C—0—r3-〇-C— R3- 式中R3爲一在鏈內有高至100個原子之烷基或烷基氧基鏈 ,該鏈可含有芳基取代基〇 30.如項目25之可固化黏著劑組合物,其中Z爲具有下列 結構式之酯: ? ? ? ? —IV〇 - C—fVC- 0-R3-k)-O-R3—C—0 — R3士 式中P爲1至100 ;而 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 -----------裝--------訂---------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 496891 A7 _ B7 五、發明說明(46) 每一 R3可獨立爲一在鏈內有高至100個原子之烷基或烷基 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧烷: -(CR^ )e-[SiR42-〇]f-SiR42-(CR12 )g- 式中每一位置之R1取代基獨立爲Η或一具有1至5個碳原 子之烷基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之院基團或一芳基團,e及g獨立爲1至1〇,且 爲1至50 〇 31 ·如項目25之可固化黏著劑組合物,其中z爲具有下列 結構式之酯: ? 〇 〇 〇' —R3- C — Ο— Rj- Ο — C— R^-^C— 0— R3Ο— C一 R3*4p· 式中P爲1至100 ;而 , 每一 R3可獨立爲一在鏈內有高至1〇〇個原子之烷基或烷基 % 氧基鏈,該鏈可含有芳基取代基;或者 每一 R3可獨立爲具有下列結構式之矽氧烷: -(CR12)e-[SiR42-0]f-SiR42-(CR12)g- 式中每一位置之R1取代基獨立爲Η或一‘具有1至5個碳原 子之烷基團,每一位置之R4取代基獨立爲一具有1至5個 碳原子之烷基團或一芳基團,e及g獨立爲1至10,且f 爲1至50 〇 32·如項目25至31中任一之可固化黏著劑組合物,其中κ
本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297 ) -----------------—^--------- (請先閱讀背面之注意事項再填寫本頁) 496891 A7 B7 五、發明說明(47) 式中P爲1至1〇〇 〇
33·如項目25至31中任一之可固化黏著劑組合物,其中K
式中R6、R6及R7爲線性或有支鍵院基、院基氧基、院胺、 烷硫化物、烯烴、烯氧基、烯胺、烯硫化物、芳基、芳基 氧基、或芳基硫化物物種,可含有自該鏈懸垂或作爲該:鏈 一部份之飽和或不飽和環狀或雜環狀取代基,且其中存在 之任何雜原子可能或可能不直接附接於該芳香族環〇
34.如項目25至31中任一之可固化黏著劑組合物,其中K (請先閱讀背面之注意事項再填寫本頁)
經濟部智慧財產局員工消費合作社印製 35. —種可固化黏著劑組合物,包含項目1至17中任一所 述之順丁烯二醯亞胺與項目18至34中任一所述之乙烯基化 合物、及一固化起發劑〇 36. —種可固化黏著劑組合物,包含項洎1至1 7中任一所 述之順丁烯二醯亞胺、或項目18至34中任一所述之乙烯基 化合物、或項目1至17中任一所述之順丁烯二醯亞胺與項 目18至34中任一所述之乙烯基化合物之組合、及一陰離子 性或陽離子性固化起發劑〇 37. —種電子總成,包含一用以上任一項目中之組合物所 製備之固化黏著劑組合物黏結於基質之電子組件0 本紙張尺度適用中國國家標準(CNS)A4規格(210 X 297
Claims (1)
- ABCD 經濟部智慧財產局員工消費合作社印製 4968911邇免t年月曰I ~^~ 六、束: ι· 一種用以將電子組件黏結於基質之可固化組合物, 該組合物包含一順丁烯二醯亞胺化合物及一以0.1至10重 量%之量存在之由自由基起發劑、光起發劑、及其等之組 合所組成集團中選出之固化起發劑,該順丁烯二醯亞胺化 合物具有通式[M-Ar]n-Q ,式中η爲1 至3 ,而 (a) Μ爲一具有下列結構式之順丁烯二醯亞胺部份: R1 〇 0 式中R1爲Η或具有1至5個碳原子之烷基; (b) Ar爲一由具有下列結構式之芳香族基團中選出之 芳香族基團: (C) Q爲線性或有支鏈烷基或烷基氧基,可含有飽和 或不飽和環狀或雜環狀取代基,或 (d ) <5爲具有下列結構式之胺基甲酸乙酯: Ο 0 Η Η 式中R2及R3各爲一具有1至18個碳原子之烷基團。 2.—種組合物,包含一順丁烯二醯亞胺化合物及一以 0.1至10重量%之量存在之由自由基起發劑、光起發劑、 ^纟中國國家標準(CNS)A4規格(210 X 297公釐) (請先閱讀背面之注意事項再填寫本頁)496891 A8 B8 C8 D8 六、申請專利範圍 及其等之組合所組成集團中選出之固化起發劑,該順丁烯 二醯亞胺化合物具有通式:N_ 0 Q 經濟部智慧財產局員工消費合作社印製 式中η爲1-3 ,而 Q爲 (a )線性或有支鏈烷基, (b )具有下列結構式之胺基甲酸乙酯: 0 0 —R2—O-C-N-R3—N-C-0-R2— Η Η 式中R2及R3各爲一具有1至36個碳原子之烷基團, (c )具有下列結構式之酯: 0 0 —R—C-0-R3—0-C-R3— 式中R3爲一在鏈內有高至3 6個原子之烷基鏈,或者 (d)具有下列結構式之酯: •R3- -0-L R3 式中R3爲一在鍵內有高至36個原子之院基鏈 本紙張尺度適用fiii_標準(CNS)A4規格⑽χ 297公髮 (請先閱tt背面之注意事項再填寫本頁)
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US9149298P | 1998-07-02 | 1998-07-02 | |
US09/336,245 US6265530B1 (en) | 1998-07-02 | 1999-06-18 | Die attach adhesives for use in microelectronic devices |
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TW496891B true TW496891B (en) | 2002-08-01 |
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TW088111220A TW496891B (en) | 1998-07-02 | 1999-12-20 | Die attach adhesives for use in microelectronic devices |
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US (2) | US6265530B1 (zh) |
EP (1) | EP0969065B1 (zh) |
JP (1) | JP2000044888A (zh) |
KR (1) | KR100602887B1 (zh) |
CN (1) | CN1145682C (zh) |
DE (1) | DE69920813T2 (zh) |
HK (1) | HK1028904A1 (zh) |
SG (1) | SG73662A1 (zh) |
TW (1) | TW496891B (zh) |
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-
1999
- 1999-06-18 US US09/336,245 patent/US6265530B1/en not_active Expired - Lifetime
- 1999-06-25 SG SG1999003553A patent/SG73662A1/en unknown
- 1999-06-30 CN CNB991113950A patent/CN1145682C/zh not_active Expired - Fee Related
- 1999-07-01 EP EP99112734A patent/EP0969065B1/en not_active Expired - Lifetime
- 1999-07-01 DE DE69920813T patent/DE69920813T2/de not_active Expired - Lifetime
- 1999-07-02 JP JP11189198A patent/JP2000044888A/ja active Pending
- 1999-07-02 KR KR1019990026638A patent/KR100602887B1/ko not_active IP Right Cessation
- 1999-12-20 TW TW088111220A patent/TW496891B/zh not_active IP Right Cessation
-
2000
- 2000-09-27 HK HK00106149A patent/HK1028904A1/xx not_active IP Right Cessation
-
2001
- 2001-02-01 US US09/773,800 patent/US20020007042A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
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EP0969065A3 (en) | 2000-02-23 |
DE69920813T2 (de) | 2006-02-23 |
EP0969065B1 (en) | 2004-10-06 |
JP2000044888A (ja) | 2000-02-15 |
SG73662A1 (en) | 2000-06-20 |
US6265530B1 (en) | 2001-07-24 |
KR100602887B1 (ko) | 2006-07-19 |
KR20000011449A (ko) | 2000-02-25 |
EP0969065A2 (en) | 2000-01-05 |
DE69920813D1 (de) | 2004-11-11 |
CN1248603A (zh) | 2000-03-29 |
HK1028904A1 (en) | 2001-03-09 |
US20020007042A1 (en) | 2002-01-17 |
CN1145682C (zh) | 2004-04-14 |
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