JPH03263426A - Fluorine-containing polyester - Google Patents
Fluorine-containing polyesterInfo
- Publication number
- JPH03263426A JPH03263426A JP5990890A JP5990890A JPH03263426A JP H03263426 A JPH03263426 A JP H03263426A JP 5990890 A JP5990890 A JP 5990890A JP 5990890 A JP5990890 A JP 5990890A JP H03263426 A JPH03263426 A JP H03263426A
- Authority
- JP
- Japan
- Prior art keywords
- tables
- formulas
- formula
- mathematical
- optical anisotropy
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 title claims description 7
- 229910052731 fluorine Inorganic materials 0.000 title claims description 7
- 239000011737 fluorine Substances 0.000 title claims description 7
- 229920000728 polyester Polymers 0.000 title claims description 6
- 239000000126 substance Substances 0.000 claims abstract description 15
- 230000003287 optical effect Effects 0.000 claims abstract description 9
- 239000000470 constituent Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 229920000642 polymer Polymers 0.000 abstract description 10
- 238000000034 method Methods 0.000 abstract description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract description 6
- 239000000155 melt Substances 0.000 abstract description 4
- 150000002009 diols Chemical class 0.000 abstract description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 230000001747 exhibiting effect Effects 0.000 abstract 2
- 238000006068 polycondensation reaction Methods 0.000 abstract 1
- 238000010008 shearing Methods 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000004973 liquid crystal related substance Substances 0.000 description 5
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- -1 polyethylene Polymers 0.000 description 4
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 229920000106 Liquid crystal polymer Polymers 0.000 description 2
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical compound C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 2
- TVIDDXQYHWJXFK-UHFFFAOYSA-N dodecanedioic acid Chemical compound OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 2
- OVBPIULPVIDEAO-LBPRGKRZSA-N folic acid Chemical compound C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-LBPRGKRZSA-N 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 238000001157 Fourier transform infrared spectrum Methods 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- OVBPIULPVIDEAO-UHFFFAOYSA-N N-Pteroyl-L-glutaminsaeure Natural products C=1N=C2NC(N)=NC(=O)C2=NC=1CNC1=CC=C(C(=O)NC(CCC(O)=O)C(O)=O)C=C1 OVBPIULPVIDEAO-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 230000000397 acetylating effect Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 229960000304 folic acid Drugs 0.000 description 1
- 235000019152 folic acid Nutrition 0.000 description 1
- 239000011724 folic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Liquid Crystal Substances (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業」二の利用分野〉
本発明は、４００°Ｃ以ドの温度で溶融成形可能で、溶
融時に広い温度範囲で安定な光学的異方・比を有し、耐
薬品性に優れた新規なフッ素含有ポリエステルに関づ′
る。[Detailed Description of the Invention] <Industry> Second Field of Application The present invention can be melt-molded at a temperature of 400°C or higher, has optical anisotropy and ratio that are stable over a wide temperature range during melting, Regarding new fluorine-containing polyester with excellent chemical resistance
Ru.
〈従来の技術〉
フッ素含有ポリマーは、−船釣に耐薬品性、熱安定性に
優れるが加工性に劣るという欠点を有する。そこで、Ｖ
ｉ薬品性、耐熱性に優れ、“かつ溶融加工性に優れたフ
ッ素含有ポリマーに対する要求が高まってきた。<Prior Art> Fluorine-containing polymers have excellent chemical resistance and thermal stability for boat fishing, but have the disadvantage of poor processability. Therefore, V
There has been an increasing demand for fluorine-containing polymers that have excellent chemical resistance, heat resistance, and melt processability.
一方近年、グラスチックの高性能化に対する要求が益々
高まり、種々の新規性能を有するポリマーが数多く開光
され、市場に供されているが、中でもＷ、Ｊ、ジャクソ
ンがＪ、 Ｐｏ １ｙｔｓ、 Ｓｅ ｔ 、 、 Ｐｏ
Ｉｙｔｎ、 Ｃｈｅｍ、Ｅｄ、＋４，２０４３（１９
７６）に、ポリエチレンプレフタ１／−１−とアセト・
ヘシ安７Ｑ、香酸とから成る液晶ポリマーが発表さノ王
てＩ？人来１．流形ｊ性Ｃ例ノ１．るととちに機械時−
りにおいてら良好な特性を有する液晶ポリ・ン・−が注
目されてきた。On the other hand, in recent years, the demand for higher performance of glass materials has been increasing, and many polymers with various new performances have been discovered and put on the market. , Po
Iytn, Chem, Ed, +4,2043 (19
76), polyethylene prefter 1/-1- and aceto-
A liquid crystal polymer consisting of hesyanin 7Q and folic acid has been announced. People coming 1. Flow form j nature C example no 1. Totochini Mechanical Time-
Liquid crystalline polyolefins have attracted attention because of their excellent properties.
〈発明が解決しようとする課題〉
しかＩ２ながら、これらの液晶ポリマ では、液晶性を
示す温度範囲が狭く、広い温度範囲で安定な液晶相を発
現させること、耐薬品性、耐熱性及び加工性を同時に満
足させるざとが困難であった。<Problem to be solved by the invention> However, these liquid crystal polymers have a narrow temperature range in which they exhibit liquid crystallinity, and it is difficult to develop a stable liquid crystal phase over a wide temperature range, chemical resistance, heat resistance, and processability. It was difficult to simultaneously satisfy the following.
く課題を解決さぜるための手段〉・・
本発明は、これらの課題を解決する特定の反復単位を有
づる溶融液晶性含フッ素ポリエステルを見出だした。罰
なわら本発明は、本質的に前記の（Ｉ） （ＩＩ）
（Ｉ［［） （ＩＶ）で示される反復単位を構成成
分とし、（］： ） ／ （Ｉ［）のモル比が、１００
１０〜５／９５て・あり、（Ｉ＋ｍ）／（］ｌ）の−１
ニル比カ０ 、９〜１ 、１ テあり、、（ＩＶ）が、
全体の０〜８０モル％含まれ、４００°Ｃ以下の温度で
光学異方性を示し、光学異方性を示す温度域でＩＱｊｓ
ｅｅ−’の剪断速度で測定した溶融粘度が１０〜１ｏｏ
ｏｏｏポイズである溶融液晶性含フ、ン素汁ζリエステ
ルである。Means for Solving the Problems> The present invention has discovered a molten liquid crystalline fluorine-containing polyester having a specific repeating unit that solves these problems. However, the present invention essentially consists of the above (I) and (II).
The repeating unit represented by (I[[) (IV) is a constituent component, and the molar ratio of (]: ) / (I[) is 100
10 to 5/95, -1 of (I+m)/(]l)
There is a ratio of 0, 9 to 1, 1, (IV) is,
Contains 0 to 80 mol% of the total, exhibits optical anisotropy at temperatures below 400°C, and exhibits IQjs in the temperature range that exhibits optical anisotropy.
Melt viscosity measured at a shear rate of ee-' is 10-1oo
ooo Poise is a molten liquid crystalline liquid crystal zeta-lyester.
より選ばれる１つ以上の化合物で あり、Ａ、 ｒ ｓは、 −ＣＯＡ ｒ ｉ ００ （■） ＯＡｒｉ Ｏ （Ｉ［Ｉ） 一〇−Ａ、 ｒ ｓ ０− （ＩＶ） より選ばれる１つ以上 より選ばれる１つ以」− の化合物； Ｘ Ｙは、−ｏ−、−ｃｏ−、−ｓ−、−ｓ。one or more compounds selected from Yes, A, rs is -COA r i 00 (■) OAri O (I[I) 10-A, rs 0- (IV) one or more selected from One or more selected from compound; XY is -o-, -co-, -s-, -s.
０ＣＨ２ＣＨ２０、ＣＨｔ−
Ｃ（ＣＨｓ ）＊ −、ＣＨ＝ＣＨ−−より選ばれる単
位であり、■は、０〜４の整数、ｍは、２〜Ｂの整数、
ｎは、２〜１２の整数、ｐは０または１である。）
本発明の液晶ポリエステルは、以下の例に限定されない
が、例えば次のような原料から製造することができる。A unit selected from 0CH2CH20, CHt-C(CHs)*-, CH=CH--, ■ is an integer from 0 to 4, m is an integer from 2 to B,
n is an integer of 2 to 12, and p is 0 or 1. ) The liquid crystal polyester of the present invention is not limited to the following examples, but can be manufactured from, for example, the following raw materials.
式（Ｉ）で示される、フッ素置換ジカルボン酸としては
、
のらのであり、３．３．４．４．５，５，６，６゜７．
７，８．８−ドデカフルオロデカン−１゜１０−ジカル
ボン酸、３，３，４，４．５，５゜６．６−オクタフル
オロオクタン−１，８−ジカルボン酸、２．２，３，３
，４，４，５．５−オクタフルオロヘキサン−１，６−
ジカルボン酸、２．２，３，３．４．４．５．５．６．
６．７．７−ドデカフルオロオクタン−１，８−ジカル
ボン酸、１，１．２．２．３．３．４．４−オクタフル
オロブタン−１，４−ジカルボン酸等が挙げられ、それ
を単独あるいは組み合わせて使用することができる。The fluorine-substituted dicarboxylic acid represented by formula (I) is Norano, 3.3.4.4.5,5,6,6゜7.
7,8.8-dodecafluorodecane-1゜10-dicarboxylic acid, 3,3,4,4.5,5゜6.6-octafluorooctane-1,8-dicarboxylic acid, 2.2,3, 3
,4,4,5.5-octafluorohexane-1,6-
Dicarboxylic acid, 2.2, 3, 3.4.4.5.5.6.
6.7.7-dodecafluorooctane-1,8-dicarboxylic acid, 1,1.2.2.3.3.4.4-octafluorobutane-1,4-dicarboxylic acid, etc. Can be used alone or in combination.
式（ＩＩ）で示されるジカルボン酸としては、脂肪族ジ
カルボン酸として、マロン酸、コハク酸、グルタル酸、
アジピン酸、ピメリン酸、スペリン酸、アゼライン酸、
セバシン酸等が挙げられ、また、芳香族ジカルボン酸と
しては、テレフタル酸、イソフタル酸、４．４−−とフ
土ニルジカルボン酸、２．６−ナフタレンジカルボン酸
、ｔｒａｎｓ−４，４−−スチルベンジカルボン酸等が
挙げられ、単独あるいは組み合わせて使用することがで
きる。The dicarboxylic acids represented by formula (II) include malonic acid, succinic acid, glutaric acid, and aliphatic dicarboxylic acids.
Adipic acid, pimelic acid, speric acid, azelaic acid,
Examples of the aromatic dicarboxylic acids include terephthalic acid, isophthalic acid, 4,4- and fluoroyl dicarboxylic acid, 2,6-naphthalene dicarboxylic acid, trans-4,4-stilbene Examples include dicarboxylic acids, which can be used alone or in combination.
式（Ｉ［［＞で示されるジオールとして、ヒドロキノン
、ビフェノール、２．６−ナフタレンジオール、４．４
゛−ジヒドロキシベンゾフェノン、４．４゛−ジヒドロ
キシジフェニルエーテル等があげられ、それぞれ単独あ
るいは組み合わせて使用することができる。Diols represented by the formula (I[[>) include hydroquinone, biphenol, 2.6-naphthalenediol, 4.4
Examples include '-dihydroxybenzophenone, 4,4'-dihydroxydiphenyl ether, and each can be used alone or in combination.
式（］Ｖ）で示されるヒドロキシカルボン酸としるいは
組み合わせて使用することができる。It can be used as a binder or in combination with a hydroxycarboxylic acid represented by formula (]V).
＜Ｉ）／（ＩＩ）のモル比は、１００１０〜５／９５で
あり、好ましくは、１００．１０〜５０１５０である。The molar ratio of <I)/(II) is from 10010 to 5/95, preferably from 100.10 to 50150.
（１）の断金が、これより少ないと充分な効果がみちれ
ない、 （Ｉ＋ＩＩ）／（Ｉ［［）のモル比は、０．
９〜１．１であり、この範囲外の場合には機械的強度が
低くなる。（■）は全体の０〜８０％モル含まれるのが
好ましく、（ＩＶ）が４０モル％以下の場合には、（Ｉ
［［）として４．４−ビフェノールが−５０モル％以上
含まれるのが好ましい。If the disconnection of (1) is less than this, sufficient effect will not be seen.The molar ratio of (I+II)/(I[[) is 0.
9 to 1.1, and if it is outside this range, the mechanical strength will be low. (■) is preferably contained in 0 to 80% mole of the total, and when (IV) is 40% by mole or less, (I
It is preferable that -50 mol% or more of 4,4-biphenol is contained as [[).
重合法としては、例えば公知のエステル結合形成法を用
いることが可能であり、ビフェノールのアセチル誘導体
とジカルボン酸から、脱酢酸反応を行うことによる溶融
型締合法、およびカルボン酸を該クロリド化することに
より活性化しジオールと反応させる方法等がある。As the polymerization method, it is possible to use, for example, a known ester bond forming method, such as a melt mold clamping method in which acetic acid is removed from an acetyl derivative of biphenol and a dicarboxylic acid, and a method in which the carboxylic acid is converted into the chloride. There is a method of activating the compound and reacting it with a diol.
本発明の含フッ素ポリエステルは、溶融状態で光学異方
性を示し、光学異方性を示す温度域で、１０’５ｅｃ−
”の剪断速度で溶融粘度を測定すると、１０〜１０００
００ポイズの値を示す、特に、５０〜１００００ポイズ
の溶融粘度を示すものが好ましい、この溶融粘度の測定
は、島津製作所製高化式フローテスターを使用し、ダイ
ス径０．５ｍｍ、長さ２ｍｍのものを使用することによ
り実施できる。The fluorine-containing polyester of the present invention exhibits optical anisotropy in a molten state, and has a temperature range of 10'5 ec-
Melt viscosity measured at a shear rate of 10 to 1000
A melt viscosity of 50 to 10,000 poise is particularly preferred, and a melt viscosity of 50 to 10,000 poise is preferably measured using a Koka-type flow tester manufactured by Shimadzu Corporation, with a die diameter of 0.5 mm and a length of 2 mm. This can be done by using the following.
〈実施例〉 以下の実施例により本発明をさらに説明する。<Example> The invention is further illustrated by the following examples.
実施例１
５０ｍ１セパラブルフラスコに、ビフェノールをアセチ
ル化して得られた４、４−−ビフエノールジ７セｆ−ト
を０．５ｍｍｏｌ、３，３．４゜４．５，５，６，６．
７．７．８．８−ドデカフルオロデカン−１，１０−ジ
カルボン酸を０．５ｍｍｏｌ、触媒として酢酸ナトリウ
ムを０．０１ｇ仕込み室索気流下で、１．５時間かけて
、１８０℃に加熱し、次ぎに１．５時間かけて２８０°
Ｃに加熱した。その後、２８０℃に保ったままで１゜５
時間、真空ポンプで減圧し、副成する酢酸を取り除き、
目的物を得た。Example 1 In a 50 ml separable flask, 0.5 mmol of 4,4-biphenol di7cet obtained by acetylating biphenol was added at 3,3.4°4.5,5,6,6.
7.7.8. 0.5 mmol of 8-dodecafluorodecane-1,10-dicarboxylic acid and 0.01 g of sodium acetate as a catalyst were heated to 180°C over 1.5 hours under airflow in a preparation chamber. , then 280° for 1.5 hours.
It was heated to C. After that, while keeping it at 280℃,
The pressure is reduced using a vacuum pump for an hour to remove the by-produced acetic acid.
Obtained the object.
このポリマーは、ジメチルアセトアミド、ジメロホルム
、テトラクロロエタン、スルホラン等に不溶であった。This polymer was insoluble in dimethylacetamide, dimeroform, tetrachloroethane, sulfolane, and the like.
生成ポリマーのＩＲスペクトルを図１に示した。The IR spectrum of the produced polymer is shown in FIG.
また、示差走査熱量計（ＤＳＣ）により測定した、昇温
過程および冷却過程の固体一液晶転移温度（Ｔ、）と、
液晶−等労相転移温度（Ｔ２）および溶融粘度を表２に
示した。In addition, the solid-liquid crystal transition temperature (T, ) during the heating process and cooling process measured by a differential scanning calorimeter (DSC),
Table 2 shows the liquid crystal phase transition temperature (T2) and melt viscosity.
＝１０
実施例２−１０
ジカルボン酸としてデカン−１，１０−ジカルボン酸（
ｙ）とフッ素化ジカルボン酸＜ｘ）とを用い、その組成
比ｘ ／ ｘ 十ｙが０．１から０．９まで変えること
以外は実施例１と同様の方法で重合した１、生成ポリマ
ーの熱的特性および溶融粘度を表２に示した。=10 Example 2-10 Decane-1,10-dicarboxylic acid (
y) and fluorinated dicarboxylic acid <x), and the resulting polymer was polymerized in the same manner as in Example 1, except that the composition ratio x / x + y was changed from 0.1 to 0.9. The thermal properties and melt viscosity are shown in Table 2.
比較例
モノマーとして、４．４°−ビフェノールジアセテート
０．５ｍｒｎｏｌおよびデカン−１，１０−ジカルボン
酸０．５ｍｍｏｌを用い、実施例１と同様の方法で重合
した。Comparative Example Polymerization was carried out in the same manner as in Example 1 using 0.5 mrnol of 4.4°-biphenol diacetate and 0.5 mmol of decane-1,10-dicarboxylic acid as monomers.
種々の仕込み比で得られたポリマーの元素分析結果を表
１に示した。計算値と実測値が良く一致し、目的物が得
られたことを確認した。また、実施例１で得られたポリ
マーのＩＲスペクトルを図１に示しな。Table 1 shows the elemental analysis results of polymers obtained at various charging ratios. It was confirmed that the calculated value and the measured value matched well, and that the target product was obtained. Furthermore, the IR spectrum of the polymer obtained in Example 1 is shown in FIG.
１３13
図１は、実施例１で得られた生成物のＦＴ−ＩＲスペク
トル図である。FIG. 1 is an FT-IR spectrum diagram of the product obtained in Example 1.
Claims (1)
復単位を構成成分とし、（ I ）／（II）のモル比が、
１００／０〜５／９５であり、（ I ＋II）／（III）の
モル比が０．９〜１．１であり、（IV）が、全体の０〜
８０モル％含まれ、４００℃以下の温度で光学異方性を
示し、光学異方性を示す温度域で１０＾３ｓｅｃ＾−＾
１の剪断速度で測定した溶融粘度が１０〜１０００００
ポイズである溶融液晶性含フッ素ポリエステル。 ▲数式、化学式、表等があります▼（ I ） ▲数式、化学式、表等があります▼（II） （式中、Ａｒ＿１は（ＣＨ＿２）＿２、▲数式、化学式
、表等があります▼、▲数式、化学式、表等があります
▼、▲数式、化学式、表等があります▼ より選ばれる１つ以上 の化合物であり、Ａｒ＿２は、▲数式、化学式、表等が
あります▼、 ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼ より選ばれる１つ以上の化合物であり、Ａｒ＿３は ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼、▲数式、化学式、表等があります▼ より選ばれる１つ以上の化合物； Ｘ、Ｙは、−Ｏ−、−ＣＯ−、−Ｓ−、−ＳＯ＿２−、
−ＯＣＨ＿２ＣＨ＿２Ｏ−、−ＣＨ＿２−、−Ｃ（ＣＨ
＿３）＿２−、−ＣＨ＝ＣＨ−より選ばれる単位であり
、ｌは、０〜４の整数、ｍは、２〜８の整数、ｎは、２
〜１２の整数、ｐは、０または１である）(1) The repeating units shown in (I), (II), (III), and (IV) below are the constituent components, and the molar ratio of (I)/(II) is
100/0 to 5/95, the molar ratio of (I + II)/(III) is 0.9 to 1.1, and (IV) is 0 to 5/95 of the total.
Contains 80 mol%, exhibits optical anisotropy at temperatures below 400°C, and exhibits optical anisotropy for 10^3 sec^-^ in the temperature range that exhibits optical anisotropy.
Melt viscosity measured at a shear rate of 10 to 100,000
Poise is a molten liquid crystalline fluorine-containing polyester. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) (In the formula, Ar_1 is (CH_2)_2, ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲Formula , there are chemical formulas, tables, etc. ▼, ▲ there are mathematical formulas, chemical formulas, tables, etc. ▼, and Ar_2 is one or more compounds selected from ▲ there are mathematical formulas, chemical formulas, tables, etc. There are ▼, ▲mathematical formula, chemical formula, etc.
There are tables, etc. ▼ It is one or more compounds selected from, and Ar_3 has ▲ mathematical formulas, chemical formulas, tables, etc. ▼, ▲ mathematical formulas, chemical formulas,
There are tables, etc. ▼, ▲There are mathematical formulas, chemical formulas, tables, etc. ▼ One or more compounds selected from; X and Y are -O-, -CO-, -S-, -SO_2-,
-OCH_2CH_2O-, -CH_2-, -C(CH
_3)_2-, -CH=CH-, l is an integer of 0 to 4, m is an integer of 2 to 8, n is 2
an integer of ~12, p is 0 or 1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5990890A JPH03263426A (en) | 1990-03-13 | 1990-03-13 | Fluorine-containing polyester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5990890A JPH03263426A (en) | 1990-03-13 | 1990-03-13 | Fluorine-containing polyester |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03263426A true JPH03263426A (en) | 1991-11-22 |
Family
ID=13126694
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5990890A Pending JPH03263426A (en) | 1990-03-13 | 1990-03-13 | Fluorine-containing polyester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03263426A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20160144209A (en) * | 2015-06-08 | 2016-12-16 | 주식회사 엘지화학 | Copolycarbonate and method for preparing the same |
-
1990
- 1990-03-13 JP JP5990890A patent/JPH03263426A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20160144209A (en) * | 2015-06-08 | 2016-12-16 | 주식회사 엘지화학 | Copolycarbonate and method for preparing the same |
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