Performance of Stable Brominated Epoxies in Encapsulants for

Sep 5, 1989 - Dow Chemical Company, Freeport, TX 77541. Polymeric Materials for Electronics Packaging and Interconnection. Chapter 33, pp 405–413...
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Chapter 33

Performance of Stable Brominated Epoxies in Encapsulants for Microelectronic Devices

Downloaded by UNIV OF CALIFORNIA SANTA BARBARA on May 29, 2018 | https://pubs.acs.org Publication Date: September 5, 1989 | doi: 10.1021/bk-1989-0407.ch033

D. B. Fritz and C. S. Wang Dow Chemical Company, Freeport, TX 77541

Epoxy molding compounds, used to encapsulate microelec­ tronic devices, contain bromine to provide flame retardancy to the package. This bromine, typically added as tetrabromo bisphenol-A or its epoxy derivative, has been found to contain many hydrolyzable bromides. These bromides, along with the presence of chloride impurities, are detrimental to the life of the elec­ tronic component. Bromine especially has been suspected (proven) to cause wire bond failure when subjected to moisture and/or high temperatures. With the addition of a more thermally and hydrolytic stable bromine compound, flame retardancy does not have to be compromised to increase the device reliability. Stable brominated cresol epoxy novolac, when formulated into a microelectronic encapsulant, increases the reliability of the device without sacrificing any of the beneficial properties of present-day molding compounds. Cresol Epoxy Novolac (CEN) and t h e epoxy d e r i v a t i v e o f tetrabromobisphenol-A (TBBA) a r e t h e r e s i n s t y p i c a l l y employed t o encapsulate m i c r o e l e c t r o n i c d e v i c e s i n molding compounds. The brominated r e s i n , which i s u t i l i z e d as a f l a m e - r e t a r d a n t a d d i t i v e t o impart a degree o f i g n i t i o n r e s i s t a n c e t o t h e encapsulant, c o n t a i n s many u n s t a b l e h y d r o l y z a b l e bromides. These bromides, along with t h e presence o f chloride impurities, are detrimental to the l i f e o f the e l e c t r o n i c component. S p e c i f i c a l l y , bromine has been suspected and proven t o cause wire bond f a i l u r e (1-3). Brominated compounds, where t h e bromine i s i n t h e meta p o s i t i o n to the p h e n o l i c h y d r o x y l , have been shown t o be more h y d r o l y t i c a l l y and t h e r m a l l y s t a b l e than ortho-brominated compounds such as TBBA (4). These s t a b l e bromine compounds can be i n c o r p o r a t e d i n t h e CEN molecule and formulated i n t o a molding compound. These molding compounds p r o v i d e i n c r e a s e d d e v i c e r e l i a b i l i t y without s a c r i f i c i n g any o f the b e n e f i c i a l p r o p e r t i e s o f present molding compounds. 0097-6156/89/0407-0405$06.00/0 β 1989 American Chemical Society

Lupinski and Moore; Polymeric Materials for Electronics Packaging and Interconnection ACS Symposium Series; American Chemical Society: Washington, DC, 1989.

Downloaded by UNIV OF CALIFORNIA SANTA BARBARA on May 29, 2018 | https://pubs.acs.org Publication Date: September 5, 1989 | doi: 10.1021/bk-1989-0407.ch033

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POLYMERS FOR ELECTRONICS PACKAGING AND INTERCONNECTION

T a b l e I shows t h e t y p i c a l a n a l y t i c a l p r o p e r t i e s o f s t a b l e b r o m i n a t e d CEN and t h e s t a n d a r d h i g h p u r i t y r e s i n b l e n d o f CEN (QUATREX* 3430) and t h e e p o x y o f TBBA (QUATREX 6 4 1 0 ) . T h i s r e s i n b l e n d o f CEN and t h e e p o x y o f TBBA was m i x e d i n a r a t i o t h a t c o r r e sponds w i t h what i s t y p i c a l l y u s e d i n m i c r o e l e c t r o n i c e n c a p s u l a n t s . The s t a b l e b r o m i n e CEN was s y n t h e s i z e d t o match t h e b r o m i n e c o n t e n t o f t h e r e s i n b l e n d . The t o t a l b r o m i n e c o n t e n t o f t h e r e s i n b l e n d and t h e s t a b l e b r o m i n e CEN i s 7%; however, t h e h y d r o l y z a b l e b r o m i d e i m p u r i t i e s o f t h e s t a b l e b r o m i n e CEN i s much l o w e r t h a n t h a t o f t h e s t a n d a r d r e s i n b l e n d . T h i s low c o n t e n t o f h y d r o l y z a b l e b r o m i d e , a l o n g w i t h t h e low c h l o r i d e c o n t e n t , c o n t r i b u t e s t o a n i n c r e a s e i n device r e l i a b i l i t y TABLE I.

T y p i c a l A n a l y t i c a l P r o p e r t i e s Based o n R e s i n ( s ) at 7% Bromine

QUATREX 3430 + S t a b l e Bromine C r e s o l EDOXV N o v o l a c OUATREX 6410 Property 7.0% Bromine, wt. % 7.0% V i s c o s i t y @ 150°C, c k s 300-600 300-600 E p o x i d e , wt. % 20.5% 20.3% E p o x i d e E q u i v a l e n t W e i g h t (EEW) 210 212 H y d r o l y z a b l e C h l o r i d e , ppm