CA1322802C - Blends of silicone copolymer and polyetherimide - Google Patents
Blends of silicone copolymer and polyetherimideInfo
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- CA1322802C CA1322802C CA 564738 CA564738A CA1322802C CA 1322802 C CA1322802 C CA 1322802C CA 564738 CA564738 CA 564738 CA 564738 A CA564738 A CA 564738A CA 1322802 C CA1322802 C CA 1322802C
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- polyetherimide
- silicone copolymer
- blend
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- formula
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Abstract
RD-17,873 BLENDS OF SILICONE COPOLYMER AND POLYETHERIMIDE
ABSTRACT OF THE DISCLOSURE
Polyetherimide-silicone copolymer blends are provided having improved resistance to water absorption and a Tg of at least 190°C.
ABSTRACT OF THE DISCLOSURE
Polyetherimide-silicone copolymer blends are provided having improved resistance to water absorption and a Tg of at least 190°C.
Description
132280~
~ -17,873 BLENDS OF SILICONE COPOLYMER AND POLYETHERIMIDE
.
BACKGROUND OF T~E I~E~l'ION
-The present inven~ion relates to injection moldable blends of ~ilicone copolymer and polyetherimide.
The silicone copolymer has been found to enhance the properties of the polyetherimide in the resulting blend without significantly reducing ~he upper-use temperature of the polyetherimide.
Prior to the present invention, polyetherimide, such as shown by Heath et al., United States Patent No.
10 3,847,867, assigned to the same assignee as the presant - -invention and issued November 12, 1974, have been used in a variety of applications reguiring a high performance injection moldable material and a Tg of at least 200DC. Although polyetherimides have exhibited superior solvent resistance, strength, and flame resista~ce, methods ; for improving such properties as greater oxygen plasma, and a~omic oxygen resistance, lower dielec~ric constant, lower : moisture absorption and improved a~hesion are constantly being ~ought.
On~ method of lowering ~he moi~ure absorption characteristics of polyetherimide requir~d n c rcui~ board applications, is by inco~pora~ing silicoQe~, pr ferably in the form of a silico~e copolymer. It has been ~ound, however, that althouqh the re~ulting blend often has superior moisture absorption resistance, a signi~icant decrease in heat distortion ~empera~ure (~DT) of the polyetherimide can be experienced, compared to th~ HDT of the polyetherimide free of silicone copolymer. In additionr .. ..
, , ~ 3228~
RD-17,873 if the silicone copolymer is not compatible or miscible with the polyetherimide, it will be hazy instead of clear, the blend alao can show a low Tg for the silicone copolymer and higher Tg for the polyetherimide. It would be desirable, the~efore, to be able to incorpora~e silicone copolymers into polyetherimide without ~xperiencin~ a substantial reduction in the Tg of the r~sulting blend compared to the initial polyetherimide T~ .
The present invention is based on our discovery that certain silicone copolymers resulting from the intercondensation of aromatic bis(etheranhydride), phthalic a~hydride termina~ed polydiorganosiloxane and aryldiamine, as defined hereinafker, can be blended wi~h polyetherimides, as defined hereinafter, to produce a blend of silicone copolymer and polyetherimide having a Tg of at least 190C.
STATEMENT 0~ THE INVENTION
There is provided by the present invention silicone copolymer-polyetherimide bl~nds having a Tg of at least 190C comprising by weight, (A) about 1-99% of polyetherimide, and (B) about 99%-1% of silicone copolymer comprising from about lO to 70 mole percent, and preferably from 2S to 50 mole p~rcent of disilox~ne units of ~he formula, O o .. n "
O O
, :
, ~ 3~2832 RD-17,873 interconden~ed with from about 90 to 30 moLe % and preferably from 75 to S0 mole percent of etherimide unlts of the formula, O O
\C ~ R2 ~ C\ (2) ll ll O O
where R i~ a member selected from the class consisting of the same or different C(l 14) monovalent hydrocarbon radiçals and C(1_14) monovalent hydrocarbon radicals substituted with radicals inert during intercondensation, is a member selected from the class consisting of divale~t C~2 20) or~anic radical~ and halogenated derivatives thereof, R2 is a divalent C(6 30) aromatic organic radical, and n is an integer having a value of 1 to 5 inclusive.
Radicals which are included within R of formula (1) are, for example, C(l ~) alkyl radicals, such as methyl, ethyl, propyl, butyl, pentyl; alkaryl radicals such as d~methylenephenyl, trime~hylen~phenyl; C(6_14) aryl radicals su~h as phenyl, tolyl, xylyl, naphthyl, anthryl; and haloge~ated derivatives thereo, such a~ tri~luoropropyl, chlorophenyl, chloro~aphthyl; cyanoethyl, phthalimido.
Radicals which are includ~d within Rl are, for example, C(6 2~) aromatic hydrocarbon radical , halogenated derivative~ of ~uch C(~ 20) hydrocarbon radicals, C(2 ~) alkylene radicals, and divalent radical~ included within the formula, (Q)m ' ~ 3 2 2 ~ 73 where Q is a member selected from the class consisting of ~ O
-O-, - ~-J ~ -S-, -Cxd2x, x is a whole number equal to 1 to 5 inclusive, and m is O or 1.
R~dicals included within R2 are, more particularly, CH3 CH3 ~I3 ~H~ CH3 ~,~, ~ ,~rr~ ~
CH3 Br Br CH Br Br and ~ (~33)2 CH3 Br Br 3 Br Br and divalent organic`radicals included within the formula, ~ (X)m~
where X iæ a member sel2cted from the clas~ consisting of divalent radicals of the formula~, ~Cy~2y~ R -- ~ S- ::
~32~,8~2 RD-17,873 ;
and -S-, where m is O or 1, y is a whole number from 1 to 5.
The preferred polyetherimides which are blended with the silicone copolymer in the practice of the present invention can be made by intercondensing aromatic S bisetheranhydride of the formula, O o .. ..
0/ ~ \0 , (3) .. ..
O O
with aryldiamine of the formula, NH2RlNH2 , (4) either under melt conditions or in the presenee of an organic solvent, where R1 and R2 are as previously defined.
Silicone copolymer used in the praçtice of the prescnt invention can be made by intercondensing aryldiamine of formula (4) with a mixture of the aromatic bis(etheranhydride) of formula ~3) and a bisphthalic . 15 anhydride polysiloxane, or "PADS", of the formula, O O
~ r ~ ~
O\ ~ ~ ~i ~ /0 , (5) .. n ..
O O
where R and n are as previously defined to provide substantially equal molar amounts of anhydride unctional ~roups and amine functional ~roups of the aryldiamine of -5~
. ~322~
formula (4). A method for making bisphthalicanhydride disiloxane within formula (5) is ~hown by J.R. Pratt et al., Journal of Organic Chemistry, Vol.38, No.25, (1973) pp.
4272-75.
S Some of the aryldiamines included within formula (4) which can be used in the practice of the present invention to make the polyetherimide and the silicone copolymer are, for example, m-phenylenediamine, p-phenylenediamine, 4,4'-diaminodiphenylpropane, 4,4'-diaminodiphenylmethane, benzidine, 4,4'-diaminodiphenyl ulfide, 4,4'-diaminodiphenyl sulfone, 4,4'-diaminodiphenyl ether;
1,5-diaminonaphthalene, 3,3'-dimethylbenzidine, 3,3'-dimethoxybenzidine, 2,4-diaminotoluene, 2,6-diaminotoluene, 2,4-bis(~-amino-t~butyl)toluene, bis(p-~-methyl-o-aminopentyl)benzene, and 1,3-diamino~4-isopropylbenzene.
The polyetherimide-silicone copolymer blend can be made by dissolving the polystheri~ide and ~ilicone copolymer in an appropriate i~ert organic ~olvent such as chloroform tD produce a solution havinq about 10 to 40% by weight solids. The solution blend then can be cast onto appropriate substrate, ~uch as a glass plate, to a desired thickness and allow~d to sta~d overnight. The cast film will be either tran~parent or hazy ~epending upon the ~6-R~-l 7, ~?3 ~22~2 proportions of chemically combined etherimide units and disiloxane units in the silicone copol~mer. Blends also can be obtained by combining materials in the melt, with a~itation, for example in an extruder reactor or heated mixing bowl.
Blends of silicone copolymer and polyetherimide can be used in a variety of application~, ~uch as coatings, adhesives, composite material~, and molding compounds.
The blends have added benefits over polyetherimides, ~uoh as improve~ oxygen plasma, atomi~
oxygen re~istance, lower dielectric constant, lower moisture absorption, and improved adhesion. Fillers such as glas~
fiber, carbon fiber, can be incorporated into the blends in proportions of from 5 to 100 parts by weight of filler, per hundred parts of blend.
The following example is given by way of illustration and not by way of limitation. All parts are by weight.
EXAMPLE
A eries of ~ilicone copolymers were prepared by effecting reaction between 1,3 bis~4'-phthalic anhydride)-tetramethyl~isiloxane (PADS), 2,2-bis[4 (3,4-dicarboxy-phenoxy)phenyl~propane dianhydride (BP~DA), and meta-phenylenediamine (MPD). In ~ome i~stances para-phenylenediamine (PPD) was used in combination with MPD.
Reaction of ~he aforementioned reactant~ was conducted in ortho-dichlorobenzene in the pre~ence of 0.5 weight % N,N-dimethylaminopyridine (DM~P) to provide a 30 weight % solids in the reaction mixture. Water of imidization was removed by azeotropic distillation of ~he reaotion mixture at temperature~ in the range of about 170~C. After removal of -7~
RD-11,873 ~322~02 water, the reaction mixture was heated for several hours at 180C, cooled, and the polymeric product precipitated twice from methanol. The molecular weight of the resulting silicone copolymer was evaluated by intrinsic viscosity measurements in chloroform which ranged between 0.55 and 0.70 dl/g.
A ~eries of polyetherimide-silicone copolymer blends were prepared by di~olving in chloroform, the commercially available Ultem~ polyetherimide and ilicone copolymer to produce a solution having 30% by weight of solids. The blend solutions were ca~t on a glass plate to a thickness of about lO mil and allowed to 6tand ov rnight.
Th~ cast blend was determined "miscible" if no ha~iness in the film was evident. The following r~sults were obtained where Tg is glass transition temperature, "plus" under miscibility indicates no haziness l'minus" under mi~cibility indicates haziness in the resulting cast film, and "Wt%
polyetherimide" means the weight of polyeth~rimide, divided by the weight of the blend x 100%.
Silioone Copolyner Polyetherimide .
Silioone Copolymer Wt % , T (C) tle ratio) Polyetherimlde g Miscibility ~ ~~~~ 217 P~D6/~P~MPD (1:1:2) 50 202 +
PA~S/BPAY~MPD " 25 196 PAD6/EpAn~pD " 10 193 +
P~D6/BP~MæD (75:25:100) 50 175,215 P~D6/BPA~D " 2S 175,215 PAD6/~PA~MPD/PPD (1:1:1:1) 50 210 PALS/BPAn~4MPD/P~D (50:50:75:25) 50 203 RD-17,873 13228~2 The above results show that major amounts of silicone copolymer can be blended with poly~therimide without substantially affecting the Tg of the polyetherimide. It was also found that blends having a range of 5% to 95% by weight of silicone copolymer can exhibit substantially the same Tg as shown for 50% by weight of silicone copolymer. In instances where silico~ne copolymer having a 3 to 1 mole ratio of PADS to BPADA was blended with polyetherimide, the blend was ound to be hazy.
The hazy blends showed a T~ for the silicone copolymer and a ~eparate Tg for the polyetherimide.
Although the above example is directed to only a few of the very many variables which can be employed in the practice of the present invention, it should be understood that the present invention is directed to a much broader variety of blends of polyetherimides and ~ilicone polyimides as shown in the description preceding this example.
~ -17,873 BLENDS OF SILICONE COPOLYMER AND POLYETHERIMIDE
.
BACKGROUND OF T~E I~E~l'ION
-The present inven~ion relates to injection moldable blends of ~ilicone copolymer and polyetherimide.
The silicone copolymer has been found to enhance the properties of the polyetherimide in the resulting blend without significantly reducing ~he upper-use temperature of the polyetherimide.
Prior to the present invention, polyetherimide, such as shown by Heath et al., United States Patent No.
10 3,847,867, assigned to the same assignee as the presant - -invention and issued November 12, 1974, have been used in a variety of applications reguiring a high performance injection moldable material and a Tg of at least 200DC. Although polyetherimides have exhibited superior solvent resistance, strength, and flame resista~ce, methods ; for improving such properties as greater oxygen plasma, and a~omic oxygen resistance, lower dielec~ric constant, lower : moisture absorption and improved a~hesion are constantly being ~ought.
On~ method of lowering ~he moi~ure absorption characteristics of polyetherimide requir~d n c rcui~ board applications, is by inco~pora~ing silicoQe~, pr ferably in the form of a silico~e copolymer. It has been ~ound, however, that althouqh the re~ulting blend often has superior moisture absorption resistance, a signi~icant decrease in heat distortion ~empera~ure (~DT) of the polyetherimide can be experienced, compared to th~ HDT of the polyetherimide free of silicone copolymer. In additionr .. ..
, , ~ 3228~
RD-17,873 if the silicone copolymer is not compatible or miscible with the polyetherimide, it will be hazy instead of clear, the blend alao can show a low Tg for the silicone copolymer and higher Tg for the polyetherimide. It would be desirable, the~efore, to be able to incorpora~e silicone copolymers into polyetherimide without ~xperiencin~ a substantial reduction in the Tg of the r~sulting blend compared to the initial polyetherimide T~ .
The present invention is based on our discovery that certain silicone copolymers resulting from the intercondensation of aromatic bis(etheranhydride), phthalic a~hydride termina~ed polydiorganosiloxane and aryldiamine, as defined hereinafker, can be blended wi~h polyetherimides, as defined hereinafter, to produce a blend of silicone copolymer and polyetherimide having a Tg of at least 190C.
STATEMENT 0~ THE INVENTION
There is provided by the present invention silicone copolymer-polyetherimide bl~nds having a Tg of at least 190C comprising by weight, (A) about 1-99% of polyetherimide, and (B) about 99%-1% of silicone copolymer comprising from about lO to 70 mole percent, and preferably from 2S to 50 mole p~rcent of disilox~ne units of ~he formula, O o .. n "
O O
, :
, ~ 3~2832 RD-17,873 interconden~ed with from about 90 to 30 moLe % and preferably from 75 to S0 mole percent of etherimide unlts of the formula, O O
\C ~ R2 ~ C\ (2) ll ll O O
where R i~ a member selected from the class consisting of the same or different C(l 14) monovalent hydrocarbon radiçals and C(1_14) monovalent hydrocarbon radicals substituted with radicals inert during intercondensation, is a member selected from the class consisting of divale~t C~2 20) or~anic radical~ and halogenated derivatives thereof, R2 is a divalent C(6 30) aromatic organic radical, and n is an integer having a value of 1 to 5 inclusive.
Radicals which are included within R of formula (1) are, for example, C(l ~) alkyl radicals, such as methyl, ethyl, propyl, butyl, pentyl; alkaryl radicals such as d~methylenephenyl, trime~hylen~phenyl; C(6_14) aryl radicals su~h as phenyl, tolyl, xylyl, naphthyl, anthryl; and haloge~ated derivatives thereo, such a~ tri~luoropropyl, chlorophenyl, chloro~aphthyl; cyanoethyl, phthalimido.
Radicals which are includ~d within Rl are, for example, C(6 2~) aromatic hydrocarbon radical , halogenated derivative~ of ~uch C(~ 20) hydrocarbon radicals, C(2 ~) alkylene radicals, and divalent radical~ included within the formula, (Q)m ' ~ 3 2 2 ~ 73 where Q is a member selected from the class consisting of ~ O
-O-, - ~-J ~ -S-, -Cxd2x, x is a whole number equal to 1 to 5 inclusive, and m is O or 1.
R~dicals included within R2 are, more particularly, CH3 CH3 ~I3 ~H~ CH3 ~,~, ~ ,~rr~ ~
CH3 Br Br CH Br Br and ~ (~33)2 CH3 Br Br 3 Br Br and divalent organic`radicals included within the formula, ~ (X)m~
where X iæ a member sel2cted from the clas~ consisting of divalent radicals of the formula~, ~Cy~2y~ R -- ~ S- ::
~32~,8~2 RD-17,873 ;
and -S-, where m is O or 1, y is a whole number from 1 to 5.
The preferred polyetherimides which are blended with the silicone copolymer in the practice of the present invention can be made by intercondensing aromatic S bisetheranhydride of the formula, O o .. ..
0/ ~ \0 , (3) .. ..
O O
with aryldiamine of the formula, NH2RlNH2 , (4) either under melt conditions or in the presenee of an organic solvent, where R1 and R2 are as previously defined.
Silicone copolymer used in the praçtice of the prescnt invention can be made by intercondensing aryldiamine of formula (4) with a mixture of the aromatic bis(etheranhydride) of formula ~3) and a bisphthalic . 15 anhydride polysiloxane, or "PADS", of the formula, O O
~ r ~ ~
O\ ~ ~ ~i ~ /0 , (5) .. n ..
O O
where R and n are as previously defined to provide substantially equal molar amounts of anhydride unctional ~roups and amine functional ~roups of the aryldiamine of -5~
. ~322~
formula (4). A method for making bisphthalicanhydride disiloxane within formula (5) is ~hown by J.R. Pratt et al., Journal of Organic Chemistry, Vol.38, No.25, (1973) pp.
4272-75.
S Some of the aryldiamines included within formula (4) which can be used in the practice of the present invention to make the polyetherimide and the silicone copolymer are, for example, m-phenylenediamine, p-phenylenediamine, 4,4'-diaminodiphenylpropane, 4,4'-diaminodiphenylmethane, benzidine, 4,4'-diaminodiphenyl ulfide, 4,4'-diaminodiphenyl sulfone, 4,4'-diaminodiphenyl ether;
1,5-diaminonaphthalene, 3,3'-dimethylbenzidine, 3,3'-dimethoxybenzidine, 2,4-diaminotoluene, 2,6-diaminotoluene, 2,4-bis(~-amino-t~butyl)toluene, bis(p-~-methyl-o-aminopentyl)benzene, and 1,3-diamino~4-isopropylbenzene.
The polyetherimide-silicone copolymer blend can be made by dissolving the polystheri~ide and ~ilicone copolymer in an appropriate i~ert organic ~olvent such as chloroform tD produce a solution havinq about 10 to 40% by weight solids. The solution blend then can be cast onto appropriate substrate, ~uch as a glass plate, to a desired thickness and allow~d to sta~d overnight. The cast film will be either tran~parent or hazy ~epending upon the ~6-R~-l 7, ~?3 ~22~2 proportions of chemically combined etherimide units and disiloxane units in the silicone copol~mer. Blends also can be obtained by combining materials in the melt, with a~itation, for example in an extruder reactor or heated mixing bowl.
Blends of silicone copolymer and polyetherimide can be used in a variety of application~, ~uch as coatings, adhesives, composite material~, and molding compounds.
The blends have added benefits over polyetherimides, ~uoh as improve~ oxygen plasma, atomi~
oxygen re~istance, lower dielectric constant, lower moisture absorption, and improved adhesion. Fillers such as glas~
fiber, carbon fiber, can be incorporated into the blends in proportions of from 5 to 100 parts by weight of filler, per hundred parts of blend.
The following example is given by way of illustration and not by way of limitation. All parts are by weight.
EXAMPLE
A eries of ~ilicone copolymers were prepared by effecting reaction between 1,3 bis~4'-phthalic anhydride)-tetramethyl~isiloxane (PADS), 2,2-bis[4 (3,4-dicarboxy-phenoxy)phenyl~propane dianhydride (BP~DA), and meta-phenylenediamine (MPD). In ~ome i~stances para-phenylenediamine (PPD) was used in combination with MPD.
Reaction of ~he aforementioned reactant~ was conducted in ortho-dichlorobenzene in the pre~ence of 0.5 weight % N,N-dimethylaminopyridine (DM~P) to provide a 30 weight % solids in the reaction mixture. Water of imidization was removed by azeotropic distillation of ~he reaotion mixture at temperature~ in the range of about 170~C. After removal of -7~
RD-11,873 ~322~02 water, the reaction mixture was heated for several hours at 180C, cooled, and the polymeric product precipitated twice from methanol. The molecular weight of the resulting silicone copolymer was evaluated by intrinsic viscosity measurements in chloroform which ranged between 0.55 and 0.70 dl/g.
A ~eries of polyetherimide-silicone copolymer blends were prepared by di~olving in chloroform, the commercially available Ultem~ polyetherimide and ilicone copolymer to produce a solution having 30% by weight of solids. The blend solutions were ca~t on a glass plate to a thickness of about lO mil and allowed to 6tand ov rnight.
Th~ cast blend was determined "miscible" if no ha~iness in the film was evident. The following r~sults were obtained where Tg is glass transition temperature, "plus" under miscibility indicates no haziness l'minus" under mi~cibility indicates haziness in the resulting cast film, and "Wt%
polyetherimide" means the weight of polyeth~rimide, divided by the weight of the blend x 100%.
Silioone Copolyner Polyetherimide .
Silioone Copolymer Wt % , T (C) tle ratio) Polyetherimlde g Miscibility ~ ~~~~ 217 P~D6/~P~MPD (1:1:2) 50 202 +
PA~S/BPAY~MPD " 25 196 PAD6/EpAn~pD " 10 193 +
P~D6/BP~MæD (75:25:100) 50 175,215 P~D6/BPA~D " 2S 175,215 PAD6/~PA~MPD/PPD (1:1:1:1) 50 210 PALS/BPAn~4MPD/P~D (50:50:75:25) 50 203 RD-17,873 13228~2 The above results show that major amounts of silicone copolymer can be blended with poly~therimide without substantially affecting the Tg of the polyetherimide. It was also found that blends having a range of 5% to 95% by weight of silicone copolymer can exhibit substantially the same Tg as shown for 50% by weight of silicone copolymer. In instances where silico~ne copolymer having a 3 to 1 mole ratio of PADS to BPADA was blended with polyetherimide, the blend was ound to be hazy.
The hazy blends showed a T~ for the silicone copolymer and a ~eparate Tg for the polyetherimide.
Although the above example is directed to only a few of the very many variables which can be employed in the practice of the present invention, it should be understood that the present invention is directed to a much broader variety of blends of polyetherimides and ~ilicone polyimides as shown in the description preceding this example.
Claims (10)
1. A silicone copolymer-polyetherimide blend having a Tg of at least 190°C comprising by weight, (A) about 1-99% of polyetherimide, and (B) about 99%-1% of silicone copolymer comprising from about 10 to 70 mole percent of disiloxane units of the formula, , intercondensed with from 90 to 30 mole % of etherimide units of the formula, , where R is a member selected from the class consisting of the same or different C(1-14) monovalent hydrocarbon radicals and C(1-14) monovalent hydrocarbon radicals substituted with radicals inert during intercondensation, R1 is selected from the class consisting of divalent C(2-20) organic radicals and halogenated derivatives thereof, R2 is a divalent C(6-30) aromatic organic radical, and n is an integer having a value of 1 to 5 inclusive.
RD-17,873
RD-17,873
2. A blend in accordance with claim 1, where R2 is , and R1 is .
3. A silicone copolymer polyetherimide blend in accordance with claim 1, where R is methyl, R1 is , R2 is , and n is 1.
4. A silicone copolymer polyetherimide blend in accordance with claim 1, which is substantially transparent.
5. A silicone copolymer-polyether blend in accordance with claim 1, where R is methyl, R1 is a mixture of and , R2 is , and n is 1.
6. A blend in accordance with claim 1, where R1 is .
7. A blend in accordance with claim 1, of about 50% by weight of polyetherimide and 50% by weight of silicone copolymer.
8. A silicone copolymer polyetherimide blend in accordance with claim 1, where R is methyl, R1 is RD-17,873 and R2 is and n is 1.
9. A blend of silicone copolymer and a polyetherimide having a Tg of at least 190°C comprising by weight, (A) about 1-99% of polyetherimide, and (B) about 99-1% of silicone copolymer comprising from about 10 to 50 mole percent of disiloxane units of the formula, intercondensed with from 90 to 50 mole % of etherimide units of formula, where R is a member selected from the class consisting RD-17,873
Claim 10 continued:
of the same or different C(1-14) monovalent hydrocarbon radicals and C(1-14) monovalent hydrocarbon radicals s u b s t i t u t e d w i t h r a d i c a l s i n e r t d u r i n g intercondensation, R1 is selected from the class consisting of divalent C(2-20) organic radicals and halogenated derivatives thereof, R2 is a divalent C(6-30) aromatic organic radical, and n is an integer having a value of 1 to 5 inclusive.
10. A blend in accordance with claim 9, where R 2 is and R1 is a mixture of and having at least 50 mole % of .
of the same or different C(1-14) monovalent hydrocarbon radicals and C(1-14) monovalent hydrocarbon radicals s u b s t i t u t e d w i t h r a d i c a l s i n e r t d u r i n g intercondensation, R1 is selected from the class consisting of divalent C(2-20) organic radicals and halogenated derivatives thereof, R2 is a divalent C(6-30) aromatic organic radical, and n is an integer having a value of 1 to 5 inclusive.
10. A blend in accordance with claim 9, where R 2 is and R1 is a mixture of and having at least 50 mole % of .
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US6720087A | 1987-06-29 | 1987-06-29 | |
US067,200 | 1987-06-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1322802C true CA1322802C (en) | 1993-10-05 |
Family
ID=22074384
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA 564738 Expired - Fee Related CA1322802C (en) | 1987-06-29 | 1988-04-21 | Blends of silicone copolymer and polyetherimide |
Country Status (2)
Country | Link |
---|---|
JP (1) | JPS6445464A (en) |
CA (1) | CA1322802C (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4820781A (en) * | 1987-06-29 | 1989-04-11 | General Electric Company | Blends of silicone copolymer and polyetherimide |
-
1988
- 1988-04-21 CA CA 564738 patent/CA1322802C/en not_active Expired - Fee Related
- 1988-06-27 JP JP15702388A patent/JPS6445464A/en active Pending
Also Published As
Publication number | Publication date |
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JPS6445464A (en) | 1989-02-17 |
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