JPS6134731B2 - - Google Patents
Info
- Publication number
- JPS6134731B2 JPS6134731B2 JP7299979A JP7299979A JPS6134731B2 JP S6134731 B2 JPS6134731 B2 JP S6134731B2 JP 7299979 A JP7299979 A JP 7299979A JP 7299979 A JP7299979 A JP 7299979A JP S6134731 B2 JPS6134731 B2 JP S6134731B2
- Authority
- JP
- Japan
- Prior art keywords
- diamine
- moles
- fibers
- aromatic
- repeating units
- 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.)
- Expired
Links
- 239000000835 fiber Substances 0.000 claims description 19
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 150000004985 diamines Chemical class 0.000 claims description 14
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
- 125000004427 diamine group Chemical group 0.000 claims description 3
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims description 3
- 239000004760 aramid Substances 0.000 description 9
- 229920003235 aromatic polyamide Polymers 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 239000000243 solution Substances 0.000 description 6
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 5
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 5
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 description 3
- 239000011550 stock solution Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 3
- XBTRYWRVOBZSGM-UHFFFAOYSA-N (4-methylphenyl)methanediamine Chemical group CC1=CC=C(C(N)N)C=C1 XBTRYWRVOBZSGM-UHFFFAOYSA-N 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000003063 flame retardant Substances 0.000 description 2
- -1 polymetaphenylene isophthalamide Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012772 electrical insulation material Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 230000000877 morphologic effect Effects 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
Description
〔産業上の利用分野〕
本発明は改良された染色性と優れた耐熱性を有
する新規な芳香族コポリアミドに関する。
〔従来技術〕
酸成分及びジアミン成分がともに芳香族化合物
である芳香族ポリアミドは、脂肪族ポリアミドに
比べて高い軟化点及び融点を有し、高温時の強度
維持率、形態安定性、熱分解性などの耐熱性、耐
炎性、難燃性等に優れているばかりでなく、耐薬
品性、電気的特性、さらには強度、ヤング率等の
機械的特性など、極めて望ましい物理的及び化学
的性質を持つため、耐熱、難燃、防炎繊維、高強
度高ヤング率繊維、フイルム成形材料などの用途
に適していいる。
しかし、この芳香族ポリアミドを繊維とする場
合、その高度の配向・結晶性のため通常の染色方
法では容易に染色し得ない欠点がある。そのた
め、芳香族ポリアミド繊維は、モーター、トラン
スなどの電気絶縁材料としての用途やフイルター
パツク、加熱管などの工業的用途及びその他の着
色の必要でない織物において広く用いられてお
り、衣料やインテリア分野では原液着色繊維が用
いられている（特公昭51―45688号）。しかし、流
行的な色が重要であると考えられる紡織繊維とし
ては、易染性の芳香族ポリアミド繊維が提供され
ることが強く望まれている。
〔発明の目的〕
本発明は、芳香族ポリアミドの持つ優れた特性
を出来る限り保持しつつ、その貧弱な染色性を改
良した重合体を提供することを目的とするもので
ある。
〔発明の構成〕
本発明は、下記式(A)，(B)の少くとも１種からな
るジカルボン酸系繰返し単位と、
下記式(C)，(D)，(E)の少くとも１種および(F)，(G)
の少くとも１種からなるジアミン系繰返し単位と
から実質的に構成された、
固有粘度１〜４の芳香族コポリアミドであつて、
前記ジカルボン酸系繰返し単位の全モル数は前記
ジアミン系繰返し単位の全モル数と実質的に等し
く、かつ、ジアミン系繰返し単位(F)，(G)の合計モ
ル数がジアミン系繰返し単位全モル数の２〜20％
であることを特徴とする、染色性の改善された繊
維又はフイルム形成可能な芳香族コポリアミドで
ある。
本発明の芳香族コポリアミドはジカルボン酸系
繰返し単位（酸成分）として、前記式(A)または(B)
の一方または両方を含有する。また本発明の芳香
族コポリアミドはジアミン系繰返し単位（ジアミ
ン成分）として前記式(C)，(D)，(E)の少なくとも１
つと前記式(F)，(G)の少なくとも１つを必ず含有す
る共重合体である。
前記式(F)，(G)のキシレンジアミン単位の共重合
割合はジアミン系繰返し単位全部の２〜20モル％
であることが必要である。(F)，(G)のキシレンジア
ミン単位の合計が２モル％より少ない場合は、熱
的性質は優れているが染色性において劣つたもの
となる。また(F)，(G)の合計が20モル％より大きい
場合は染色性においては優れているが熱的性質が
劣り芳香族ポリアミドとしての特性が低下する。
(F)，(G)の共重合割合は、繰返し単位全部の４〜20
モル％が好適である。
また、本発明のコポリアミドは、該コポリアミ
ド0.5ｇを98％濃硫酸100mlに溶解した溶液を30℃
で測定した値に基づく固有粘度（ηinh）が１〜
４であり、特に１〜３のものが好適である。
前述の如き、本発明の芳香族コポリアミドは、
イソフタル酸クロライド、テレフタル酸クロライ
ドの少くとも一方と、メタフエニレンジアミン、
２，５―トルイレンジアミン、２，４―トルイレ
ンジアミン、パラキシリレンジアミン、メタキシ
リレンジアミンの中からパルキシリレンジアミ
ン、メタキシリレンジアミンの少くとも一方を全
ジアミン中に２〜20モル％含むように選ばれた少
くとも２種のジアミンとを、全酸クロライドのモ
ル数と全ジアミンのモル数とが実質的に等しくな
るように用いて互に反応せしめることにより製造
することができる。
本発明の芳香族ポリアミドを製造するのに用い
られる前記ジアミン及びジカルボン酸クロライド
の組合せを例示すると下記第１表に示す通りであ
る。
[Industrial Field of Application] The present invention relates to a novel aromatic copolyamide having improved dyeability and excellent heat resistance. [Prior art] Aromatic polyamide, in which both the acid component and the diamine component are aromatic compounds, has a higher softening point and melting point than aliphatic polyamide, and has improved strength retention at high temperatures, morphological stability, and thermal decomposition. It not only has excellent heat resistance, flame resistance, flame retardance, etc., but also has extremely desirable physical and chemical properties such as chemical resistance, electrical properties, and mechanical properties such as strength and Young's modulus. This makes it suitable for use as heat-resistant, flame-retardant, flame-retardant fibers, high-strength, high-Young's-modulus fibers, and film molding materials. However, when fibers are made from this aromatic polyamide, there is a drawback that it cannot be easily dyed by ordinary dyeing methods due to its high degree of orientation and crystallinity. Therefore, aromatic polyamide fibers are widely used as electrical insulation materials in motors, transformers, etc., in industrial applications such as filter packs and heating tubes, and in other textiles that do not require coloring, and in the clothing and interior fields. Solution colored fibers are used (Special Publication No. 45688, Showa 51). However, as textile fibers for which fashionable colors are considered important, it is strongly desired to provide easily dyeable aromatic polyamide fibers. [Object of the Invention] The object of the present invention is to provide a polymer that maintains as much of the excellent properties of aromatic polyamide as possible while improving its poor dyeability. [Structure of the Invention] The present invention provides a dicarboxylic acid repeating unit consisting of at least one of the following formulas (A) and (B); At least one of the following formulas (C), (D), (E) and (F), (G)
consisting essentially of a diamine repeating unit consisting of at least one type of An aromatic copolyamide having an intrinsic viscosity of 1 to 4,
The total number of moles of the dicarboxylic acid repeating units is substantially equal to the total number of moles of the diamine repeating units, and the total number of moles of the diamine repeating units (F) and (G) is equal to the total number of moles of the diamine repeating units. 2-20% of the number
An aromatic copolyamide capable of forming fibers or films with improved dyeability, characterized by: The aromatic copolyamide of the present invention has the above formula (A) or (B) as a dicarboxylic acid repeating unit (acid component).
Contains one or both of the following. Further, the aromatic copolyamide of the present invention has at least one of the above formulas (C), (D), and (E) as a diamine repeating unit (diamine component).
It is a copolymer that necessarily contains at least one of the above formulas (F) and (G). The copolymerization ratio of the xylene diamine units of the above formulas (F) and (G) is 2 to 20 mol% of the total diamine repeating units.
It is necessary that If the total amount of xylene diamine units (F) and (G) is less than 2 mol %, the thermal properties will be excellent but the dyeability will be poor. If the total content of (F) and (G) is more than 20 mol%, the dyeability is excellent, but the thermal properties are poor and the properties as an aromatic polyamide are degraded.
The copolymerization ratio of (F) and (G) is 4 to 20 of the total repeating units.
Mol% is preferred. In addition, the copolyamide of the present invention can be prepared by dissolving 0.5 g of the copolyamide in 100 ml of 98% concentrated sulfuric acid at 30°C.
The intrinsic viscosity (ηinh) based on the value measured at
4, and those of 1 to 3 are particularly preferred. As mentioned above, the aromatic copolyamide of the present invention comprises:
At least one of isophthalic acid chloride and terephthalic acid chloride, metaphenylenediamine,
2 to 20 moles of at least one of 2,5-toluylene diamine, 2,4-toluylene diamine, para-xylylene diamine, and metaxylylene diamine to the total diamine. It can be produced by reacting at least two types of diamines selected to contain % with each other such that the number of moles of total acid chloride and the number of moles of total diamine are substantially equal. . Examples of combinations of the diamine and dicarboxylic acid chloride used to produce the aromatic polyamide of the present invention are shown in Table 1 below.
【表】【table】
(i) 固有粘度
本発明では、芳香族コポリアミドの重合度の目
安として固有粘度I.V.を用いて表示する。I.V.は
濃硫酸にポリマーを溶解した溶液を30℃において
粘度測定し、下記の式より求める。
I.V.＝１ｎη／Ｃ
Ｃ＝ポリマー濃度
（ポリマーｇ／濃硫酸ｄ）
(ii) 染色性
染色性の目安として、Ｋ／Ｓ値で表示する。試
料を酸性染料を用い、染色温度と時間130℃×90
分の条件で高温染色したのち、充分水洗し、炭酸
ナトリウム0.5ｇを水300mlに溶解した水溶液で80
℃、20分間ソーピングを行い乾燥した繊維サンプ
ルのＫ／Ｓを測定した。
Ｋ／Ｓ値は、よく開綿された繊維の一定量を一
定の大きさのセルにつめスペクトロフオトメータ
ーにより波長500mμの光の反射率（Ｒ）を測定
し次式により求めたものである。
Ｋ／Ｓ＝（１―Ｒ）２／２Ｒ
なお、実施例及び比較例における染色条件は次
の通り。
繊維サンプル 10.0ｇ
染料スプラノープル―GL 0.6ｇ
硫酸アンモニウム 22.5ｇ
酢酸 6.0ｇ
染料パラフエニルフエノール 2.0ｇ
水 300ml
(iii) 耐熱性
繊維の耐熱性を示す尺度の代表として熱収縮率
をとり挙げた。また、温度は実用的尺度として
300℃をとり挙げた。後述する実施例及び比較例
中の熱収縮率の値は、繊維を一定長（l0）とり300
℃の雰囲気において30分間弛緩処理した後の長さ
(l)を測定し、次式により定義されるものである。
300℃の熱収縮率（S300）
＝ｌ０―ｌ／ｌ０×100（％）
〔発明の効果〕
前記の如き本発明の芳香族コポリアミドは従来
の芳香族コポリアミドに比べて染色性が飛躍的に
改善され、該芳香族コポリアミドからなる繊維、
テープ、フイルム等の成形物は各種の染料により
実用的なレベルに染色することができる。しか
も、芳香族ポリアミドとしての優れた耐熱性、難
燃性そのまま維持しており、耐熱、難燃性の要求
される衣料、インテリヤ分野に有用である。
〔実施例〕
次に、本発明の実施例及び比較例を詳述する。
比較例１及び実施１〜４
イソフタル酸クロライド（IPC）32.485ｇをテ
トラヒドロフラン（THF）200c.c.に溶解した溶液
(a)を０℃に冷却した。またTHF200c.c.にメタフエ
ニレンジアミン（MPD）及び／又はメタキシリ
レンジアミン（MXD）を表２に記載のモル比と
重量だけ溶解した溶液(b)を、冷却され激しく撹拌
されている溶液(a)にゆつくりと滴下した。得られ
た溶液又はスラリー液(c)を、無水炭酸ナトリウム
32.5ｇを水400c.c.に溶解し５℃に冷却された溶液
(d)中に激しく撹拌しながら投入した。沈澱した重
合体を取し充分水洗して乾燥した。得られた芳
香族コポリアミド重合体の固有粘度（I.V）を表
２に記載した。
このようにして得られた重合体をＮ―メチル―
２―ピロリドンに表２記載の濃度に溶解さて紡糸
原液とした。
紡糸原液は、孔径0.08mm孔数100の紡糸口金よ
り速度４ｍ／分で塩化カルシウムを主体とする無
機塩類水溶液中に押し出して凝固させ、その後水
洗し、沸水中で表２に記載の沸水延伸倍率
（DR1）で延伸し乾燥した後、表２に記載の熱延伸
温度で表２に記載の熱延伸倍率（DR2）でさらに
延伸し、ボビンに巻き取つた。
得られた繊維の強度、伸度、300℃における熱
収縮率（S300）、Ｋ／Ｓを表２にまとめて記載す
る。
本発明による芳香族コポリアミドの繊維（実施
例１〜４）は、ポリメタフエニレンイソフタルア
ミド（比較例１）に比べＫ／Ｓの値が大きく、染
色性にすぐれていることが確認された。
(i) Intrinsic viscosity In the present invention, the degree of polymerization of aromatic copolyamide is expressed using intrinsic viscosity IV as a guideline. IV is determined by measuring the viscosity of a solution of a polymer dissolved in concentrated sulfuric acid at 30°C and using the formula below. IV=1nη/C C=polymer concentration (polymer g/concentrated sulfuric acid d) (ii) Dyeability As a guideline for dyeability, it is expressed as a K/S value. The sample was dyed using an acid dye at a temperature and time of 130°C x 90
After dyeing at a high temperature for 30 minutes, wash thoroughly with water, and dye with an aqueous solution of 0.5 g of sodium carbonate in 300 ml of water.
The K/S of the dried fiber sample was measured by soaping at ℃ for 20 minutes. The K/S value is determined by the following formula by packing a certain amount of well-opened fibers into a cell of a certain size and measuring the reflectance (R) of light at a wavelength of 500 mμ using a spectrophotometer. K/S=(1-R) 2 /2R The staining conditions in Examples and Comparative Examples are as follows. Fiber sample 10.0g Dye Spranople-GL 0.6g Ammonium sulfate 22.5g Acetic acid 6.0g Dye paraphenylphenol 2.0g Water 300ml (iii) Heat resistance Thermal shrinkage rate was taken as a representative measure of the heat resistance of fibers. Also, temperature is a practical measure.
The temperature was 300℃. The heat shrinkage rate values in the Examples and Comparative Examples described below are based on a fiber with a constant length (l 0 ) of 300
Length after relaxation treatment for 30 minutes in °C atmosphere
(l) is measured and defined by the following formula. Heat shrinkage rate at 300°C (S300) =l 0 -l/l 0 ×100 (%) [Effects of the invention] The aromatic copolyamide of the present invention as described above has better dyeability than conventional aromatic copolyamides. A dramatically improved fiber made of the aromatic copolyamide,
Molded products such as tapes and films can be dyed to a practical level with various dyes. Moreover, it maintains the excellent heat resistance and flame retardancy of an aromatic polyamide, making it useful in the clothing and interior fields that require heat resistance and flame retardancy. [Example] Next, Examples and Comparative Examples of the present invention will be described in detail. Comparative Example 1 and Examples 1 to 4 A solution of 32.485 g of isophthaloyl chloride (IPC) dissolved in 200 c.c. of tetrahydrofuran (THF)
(a) was cooled to 0°C. In addition, a solution (b) in which metaphenylenediamine (MPD) and/or metaxylylenediamine (MXD) is dissolved in THF200c.c. in the molar ratio and weight listed in Table 2, is cooled and vigorously stirred. It was slowly dripped onto (a). The obtained solution or slurry liquid (c) was added to anhydrous sodium carbonate.
A solution of 32.5 g dissolved in 400 c.c. of water and cooled to 5°C.
(d) while stirring vigorously. The precipitated polymer was taken, thoroughly washed with water, and dried. The intrinsic viscosity (IV) of the obtained aromatic copolyamide polymer is shown in Table 2. The polymer thus obtained was N-methyl-
It was dissolved in 2-pyrrolidone at the concentration shown in Table 2 to prepare a spinning stock solution. The spinning stock solution was extruded from a spinneret with a pore diameter of 0.08 mm and a number of holes of 100 at a speed of 4 m/min into an aqueous solution of inorganic salts mainly composed of calcium chloride, solidified, washed with water, and stretched in boiling water at the boiling water draw ratio listed in Table 2. After stretching and drying at (DR 1 ), the film was further stretched at the hot stretching temperature listed in Table 2 and at the hot stretching ratio (DR 2 ) listed in Table 2, and then wound onto a bobbin. The strength, elongation, heat shrinkage rate at 300°C (S 300 ), and K/S of the obtained fibers are summarized in Table 2. It was confirmed that the aromatic copolyamide fibers according to the present invention (Examples 1 to 4) had a larger K/S value than the polymetaphenylene isophthalamide (Comparative Example 1), and had excellent dyeability. .
【表】【table】
【表】
実施例 ５〜６
比較例１及び実施例１〜４において、酸クロラ
イドとしてイソフタル酸クロライド（IPC）の代
りにテレフタル酸クロライド（TPC）を用い、
さらにジアミンとして表３に示すように、メタフ
エニレンジアミン（MPD）、２，４―トルイレン
ジアミン（２，４―TDA）及び／又は２，６―
トルイレンジアミン（２，６―TDA）を用いる
とともに、メタキシリレンジアミン（MXD）及
び／又はパラキシレンジアミン（PXD）を用
い、表３に記載のモル比、重量に従うほかは比較
例１及び実施例１〜４と同様にして芳香族ポリア
ミドを重合した。そして、同様にして紡糸原液を
調製し紡糸して繊維を得た。得られた繊維の強
度、伸度、300℃の熱収縮率（S300）、Ｋ／Ｓを表
３にまとめて記載する。[Table] Examples 5 to 6 In Comparative Example 1 and Examples 1 to 4, terephthaloyl chloride (TPC) was used instead of isophthaloyl chloride (IPC) as the acid chloride,
Furthermore, as diamines shown in Table 3, metaphenylenediamine (MPD), 2,4-tolylenediamine (2,4-TDA) and/or 2,6-
Comparative Example 1 and Example 1 except that toluylene diamine (2,6-TDA) and meta-xylylene diamine (MXD) and/or para-xylylene diamine (PXD) were used and the molar ratios and weights listed in Table 3 were followed. Aromatic polyamides were polymerized in the same manner as in Examples 1-4. Then, a spinning stock solution was prepared in the same manner and fibers were obtained by spinning. The strength, elongation, heat shrinkage rate at 300°C (S 300 ), and K/S of the obtained fibers are summarized in Table 3.
Claims (1)
ボン酸系繰返し単位と、 下記(C)，(D)及び(E)の少くとも１種と下記(F)及び
(G)の少くとも１種とからなるジアミン系繰返し単
位、 とから実質的に構成された、固有粘度１〜４の芳
香族コポリアミドであつて、前記ジカルボン酸系
繰返し単位の全モル数は前記ジアミン系繰返し単
位の全モル数と実質的に等しく、かつ、ジアミン
系繰返し単位(F)及び(G)の合計モル数が前記ジアミ
ン系繰返し単位全モル数の２〜20モル％であるこ
とを特徴とする染色性の改善された繊維又はフイ
ルム形成可能な芳香族コポリアミド。[Claims] 1. A dicarboxylic acid repeating unit consisting of at least one of the following (A) and (B); At least one of the following (C), (D) and (E) and the following (F) and
A diamine repeating unit consisting of at least one type of (G), an aromatic copolyamide having an intrinsic viscosity of 1 to 4, the total number of moles of the dicarboxylic acid repeating units being substantially equal to the total number of moles of the diamine repeating units, and , wherein the total number of moles of the diamine repeating units (F) and (G) is 2 to 20 mol% of the total number of moles of the diamine repeating units, and is capable of forming a fiber or film with improved dyeability. Aromatic copolyamide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7299979A JPS55165921A (en) | 1979-06-12 | 1979-06-12 | Aromatic copolyamide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7299979A JPS55165921A (en) | 1979-06-12 | 1979-06-12 | Aromatic copolyamide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55165921A JPS55165921A (en) | 1980-12-24 |
| JPS6134731B2 true JPS6134731B2 (en) | 1986-08-09 |
Family
ID=13505614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7299979A Granted JPS55165921A (en) | 1979-06-12 | 1979-06-12 | Aromatic copolyamide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55165921A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10632662B2 (en) | 2013-10-23 | 2020-04-28 | Corning Incorporated | Device and method of correcting extrudate bow |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59144610A (en) * | 1983-02-04 | 1984-08-18 | Teijin Ltd | Production of aromatic copolyamide fiber |
| JPS6017113A (en) * | 1983-07-07 | 1985-01-29 | Teijin Ltd | Preparation of aromatic polyamide yarn |
-
1979
- 1979-06-12 JP JP7299979A patent/JPS55165921A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10632662B2 (en) | 2013-10-23 | 2020-04-28 | Corning Incorporated | Device and method of correcting extrudate bow |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55165921A (en) | 1980-12-24 |
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