WO2007094503A1 - ポリアミド - Google Patents
ポリアミド Download PDFInfo
- Publication number
- WO2007094503A1 WO2007094503A1 PCT/JP2007/053122 JP2007053122W WO2007094503A1 WO 2007094503 A1 WO2007094503 A1 WO 2007094503A1 JP 2007053122 W JP2007053122 W JP 2007053122W WO 2007094503 A1 WO2007094503 A1 WO 2007094503A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polyamide
- formula
- fiber
- weight
- parts
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/32—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from aromatic diamines and aromatic dicarboxylic acids with both amino and carboxylic groups aromatically bound
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/48—Polymers modified by chemical after-treatment
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
- D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/80—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/80—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides
- D01F6/805—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyamides from aromatic copolyamides
Definitions
- the present invention relates to a polyamide having a specific end group, a resin composition, and a fiber.
- Fully aromatic polyamides have a structure in which rigid aromatic rings are connected, and are excellent in heat resistance, mechanical properties, chemical resistance, and so on. Therefore, it is widely used in electrical insulation materials, various reinforcing agents, bulletproof fibers, etc. in the form of fibers or films. Fully aromatic polyamides are one of industrially extremely valuable materials, but more advanced properties have been required depending on the intended use.
- One means for improving the physical properties of the polymer is to perform cross-linking by chemical reaction between molecules.
- the solubility in the solvent decreases, making it difficult to form fibers and films. Therefore, there has been proposed a method S in which a crosslinking agent is added in advance to a polymer solution and reacted and subjected to crosslinking during heat treatment and hot drawing.
- Non-Patent Document 1 proposes the ability to introduce an intermolecular bond by a radical generated during heat treatment by introducing a halogen atom into a polybenzobisthiazole molecular chain.
- Non-Patent Document 1 Journal of Polymer Science: Part A: Polymer
- an object of the present invention is to provide a fiber excellent in heat resistance and mechanical strength such as tensile strength and elastic modulus by introducing a crosslinked structure into a wholly aromatic polyamide.
- Another object of the present invention is to provide a resin composition containing a wholly aromatic polyamide and a wholly aromatic polyamide as raw materials for the fiber.
- the object of the present invention is to An object of the present invention is to provide a method for producing a fiber having excellent thermal properties and excellent mechanical strength such as tensile strength and elastic modulus.
- the present inventors diligently studied a method for introducing a crosslinked structure into wholly aromatic polyamide. As a result, it was found that when a terminal of a wholly aromatic polyamide was modified with a compound having a specific structure and subjected to heat treatment, the terminal reacted to form a crosslinked structure. It was also found that the formability of the terminally modified wholly aromatic polyamide before heat treatment was good. Furthermore, the present inventors have found that fibers having excellent mechanical strength can be obtained by crosslinking. That is, the present invention provides the following formula (A) and formula (B):
- the specific viscosity measured at 30 ° C in a 0.5 g 0 O mL concentrated sulfuric acid solution is 0.05 0 2 0 dLZ g, and the terminal unit is at least at the end.
- a r 3 is a trivalent aromatic hydrocarbon group having 0 2 6 carbon atoms
- a r 4 is a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms
- the present invention also provides: (i) 100 parts by weight of the following formulas (A) and (B)
- the present invention is a fiber containing polyamide (X), and the present invention is a fiber containing a resin composition (Z).
- the present invention includes a dope (X) containing 100 parts by weight of polyamide (X) and 300 to 3,000 parts by weight of solvent.
- the present invention also includes a dope (Z) containing 100 parts by weight of the resin composition (Z) and 300 to 3,000 parts by weight of a solvent.
- the present invention includes a method for producing a fiber comprising spinning dope (X) or dope (Z).
- the polyamide (X) of the present invention mainly contains repeating units represented by the following formulas (A) and (B). That is, the repeating units represented by the formulas (A) and (B) are preferably contained in 80 to 100 mol%, more preferably 90 to 100 mol% in all repeating units. oen
- the proportion of the repeating unit represented by the formula (A) in the polyamide (X) is preferably 40 to 60 mol%, more preferably 45 to 55 mol%.
- the proportion of the repeating unit represented by the formula (B) in the polyamide (X) is preferably 60 to 40 mol%, more preferably 55 to 45 mol%.
- the repeating units of formulas (A) and (B) are present randomly in the polyamide (X).
- the molar ratio ⁇ (A) / (B) ⁇ of the repeating units represented by the formula (A) and the formula (B) in the polyamide (X) is preferably 1 / 0.8 to L / 1. More preferably, 1 / 0.9 to 9; LZ1.1.
- the polyamide (X) may contain other repeating units other than the formulas (A) and (B).
- Other repeating units include repeating units composed of the following formulas (D) and (E).
- the proportion is preferably 0 to 20 mol%, more preferably 0 to 10 mol% of the total repeating units.
- Ar 1 is at least one group selected from a paraffinene group and a metaphenylene group.
- Ar 2 is at least one group selected from a paraffinene group, a metaphenylene group, a 3, 4, diphenylene ether group, and a 4, 4, 1 diphenylene ether group.
- Polyamide (X) is obtained by polymerizing a diamine component represented by the following formulas (a-1) and -2) with a dicarboxylic acid component represented by the following formula (b) and / or its acid anhydride. Can be manufactured.
- the polymerization can be performed by a conventionally known method such as a solution polymerization method, an interfacial polymerization method, or a melt polymerization method.
- X represents a group represented by OH, a halogen atom, or OR.
- R is an aliphatic hydrocarbon group having 1 to 6 carbon atoms and an aromatic hydrocarbon group having 6 to 12 carbon atoms.
- the degree of polymerization can be controlled by the ratio of the diamine component and the dicarboxylic acid component. The preferred composition ratio is
- Polyamide (X) has an inherent viscosity inh of 0.05 to 20 dLZg measured in a solution of 0.5 g / 10 OmL in 98 wt% concentrated sulfuric acid at a concentration of 0.5 g / 10 OmL. Preferably, it is 0.1-5 dLZg, more preferably 0.5-2 dLZg.
- the polyamide (X) of the present invention has a substituent represented by the following formula (C) in at least a part of the terminal groups.
- a r 3 is a trivalent aromatic hydrocarbon group having 6 to 20 carbon atoms
- Ar 4 is a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms.
- trivalent aromatic hydrocarbon group A r 3 includes a group having a benzene ring or a naphthyl evening Len ring.
- a benzene mono-tolyl group a toluene-tolyl group, a xylene mono-tolyl group, an ethyl benzene mono-tolyl group, and a naphthenic mono-tolyl group.
- Examples of the monovalent aromatic hydrocarbon group for Ar 4 include a phenyl group and a naphthyl group.
- a r 3 and A r 4 may have a substituent.
- substituents halogen groups such as fluorine, chlorine and bromine; alkyl groups having 1 to 6 carbon atoms such as methyl group, ethyl group, propyl group and hexyl group; carbons such as pentyl pentyl group and hexyl hexyl group Examples thereof include a cycloalkyl group having a number of 5 to 10; an aromatic group having 6 to 10 carbon atoms such as a phenyl group.
- a r 3 is preferably a benzene monotolyl group
- a r 4 is preferably a phenyl group.
- the terminal group represented by the formula (C) is
- the power S is preferable.
- the concentration of the end group represented by the formula (C) in the polyamide (X) is preferably 0.05 to 1,500 e qZt on, more preferably 10 to: L, 000 eqZt on, more preferably 100 ⁇ 240 eq / ton.
- End group concentration is polyamide It can obtain
- Polyamide (X) preferably has a specific viscosity of 0.5 to 2 d LZ g and a concentration of end groups represented by formula (C) of 100 to 24 ⁇ 6 ( ⁇ ⁇ on .
- the polyamide (X) has a terminal group represented by the formula (C)
- the terminal group represented by the formula (C) reacts to form a crosslinked structure in the polyamide, resulting in a mechanical strength. Will improve. Since the terminal group represented by the formula (C) does not form a crosslinked structure before heating, it can be easily formed into a fiber, a film, etc. using polyamide (X).
- the resin composition (Z) of the present invention contains a polyimide (X) and a polyamide (Y).
- Polyamide (X) is as described above.
- the polyamide (Y) mainly contains repeating units represented by the following formulas (A) and (B). That is, the repeating units represented by the formulas (A) and (B) are preferably contained in an amount of 80 to 100 mol%, more preferably 90 to 100 mol% in all repeating units.
- the proportion of the repeating unit represented by the formula (A) in the polyamide (Y) is preferably 40 to 60 mol%, more preferably 45 to 55 mol%.
- the proportion of the repeating unit represented by the formula (B) in the polyamide (Y) is preferably 60 to 40 mol%, more preferably 55 to 45 mol%.
- the repeating units of the formulas (A) and (B) are present randomly in the polyamide (Y).
- the molar ratio ⁇ (A) / (B) ⁇ of the repeating units represented by the formula (A) and the formula (B) in the polyamide (Y) is preferably 1 / 0.8.8: L / l.2, more preferably 10.09-; L / l.1.
- the polyamide (Y) may contain other repeating units other than the formulas (A) and (B).
- Other repeating units include repeating units composed of the following formulas (D) and (E). The proportion thereof is preferably 0 to 20 mol%, more preferably 0 to 10 mol%, based on all repeating units.
- Ar 1 is at least one group selected from a paraffinene group and a metaphenylene group.
- Ar 2 is at least one group selected from a paraffinene group, a metaphenylene group, a 3, 4′-diphenylene ether group, and a 4, 4, 1 diphenylene ether group. .
- Polyamide (Y) is a polymerization of a diamine component represented by the following formulas (a-1) and (a-2), a dicarboxylic acid component represented by the following formula (b) and Z or its acid anhydride. Can be manufactured.
- the polymerization can be performed by a conventionally known method such as a solution polymerization method, an interfacial polymerization method, or a melt polymerization method.
- X represents a group represented by ⁇ H, a halogen atom, or OR.
- R is an aliphatic hydrocarbon group having 1 to 6 carbon atoms and an aromatic hydrocarbon group having 6 to 12 carbon atoms.
- the degree of polymerization can be controlled by the ratio of the diamine component and the dicarboxylic acid component.
- the preferred composition ratio is 0. 8 ⁇ (a) / ⁇ ( ⁇ ) + ( 7 ) ⁇ ⁇ 1.2
- Polyamide (Y) has an inherent viscosity? 7 i measured at 30 ° C of a solution dissolved in 98% by weight concentrated sulfuric acid at a concentration of 0.5 g / 10 OmL. 20 dL / g, preferably :! ⁇ 20 dLZg, more preferably 1-10 dL / g.
- the content of the polyamide (X) in the resin composition (Z) is 0.0001 to 100 parts by weight, preferably 0.0001 to 30 parts by weight, more preferably 0 to 100 parts by weight of the polyamide (Y). 001 to 20 parts by weight, more preferably 0.01 to 15 parts by weight.
- the concentration of the terminal group represented by the formula (C) in the resin composition (Z) is preferably 0.05 to 240 eq / ton, more preferably 1 to 50 eqZton.
- Resin composition (Z) consists of 1) adding polyamide (X) to polyamide (Y), 2) mixing polyamide (Y) and polyamide (X), 3) polyamide (X) and polyamide (Y 4) In-situ polymerization of polyamide (Y) with a solution of polyamide (X).
- the dope (X) of the present invention comprises 100 parts by weight of polyamide (X) and 300 to 3,000 parts by weight, preferably 500 to 2,500 parts by weight, more preferably 1,000 to 2,000 parts by weight. Part of the solvent.
- the dope (Z) of the present invention comprises 100 parts by weight of the resin composition (Z) and 300-3,000 parts by weight, preferably 500-2,500 parts by weight, more preferably 1,000-2,000 parts by weight. Containing the solvent.
- Solvents include amide solvents such as dimethylacetamide and N-methyl-2-pyrrolidone, or acids such as 100% sulfuric acid, phosphoric acid, polyphosphoric acid, and methanesulfonic acid. A solvent is mentioned.
- the dope can be prepared by mixing the solvent and the polyamide (X) or the resin composition (Z). In addition, a polymer can be polymerized in the presence of a solvent to directly obtain a dopant.
- the present invention includes a fiber containing polyamide (X).
- the present invention also includes a fiber containing the resin composition (Z).
- the strength of the fiber is preferably 20 to 40 CN / d t x, more preferably 22 to 35 CN / d t x.
- the concentration of the end group represented by the formula (C) in the fiber is preferably 0.05 to 240 e qZT o n, more preferably:! ⁇ 50 e q / t o n.
- the molar ratio of the repeating units represented by the formulas (A) and (B) in the fiber is ⁇ (A) / (B) ⁇ , preferably 1Z0.8 to 1 / 1.2, more preferably 1 / 0. 9 -1/1.
- the fiber can be produced by spinning dope (X) or dope (Z).
- Spinning may be performed by any of wet, dry, and dry wet methods.
- the orientation of the polyamide can be increased and the mechanical properties can be improved by performing the flow orientation, liquid crystal orientation, shear orientation or stretch orientation. It is preferable to heat-treat after spinning.
- the polyamide can be crosslinked by heat treatment.
- the temperature during the heat treatment is preferably 100 ° C to 800 ° C, more preferably 200 ° C to 600 ° C. It is also preferable to apply tension to the fiber during heat treatment.
- the tension is preferably 1 to 95%, more preferably 3 to 50%, and still more preferably 5 to 30% of the fiber breaking strength.
- the draw ratio is preferably 2 to 40 times, more preferably 5 to 30 times. It is desirable in terms of mechanical properties to stretch as close as possible to the maximum draw ratio (MDR).
- MDR maximum draw ratio
- the stretching temperature is preferably 100 ° C. to 800 ° (more preferably 200 ° C. to 600 ° C.) Ability to obtain fibers having excellent mechanical properties by stretching and orientation at high magnification at high temperatures. S is possible.
- the polymer dope was determined by proton NMR analysis using JEOL J EOL A-600 (600MHz).
- the obtained fiber was subjected to a tensile test with a single yarn, and the bow I tension elastic modulus and tensile strength were determined.
- NMP N-methyl-2-monopyrrolidone
- p-phenylenediamine 27.04 parts by weight
- 3,4′-diaminodiphenyl ether After adding 50.06 parts by weight at room temperature and dissolving in nitrogen, 101.51 parts by weight of terephthalic dichloride was added with ice cooling and stirring. After that, when the temperature was gradually raised and finally reacted at 80 ° C for 60 minutes, 37.04 parts by weight of calcium hydroxide was added to carry out a neutralization reaction, and a dope containing polyamide (Y) was added. Obtained.
- NMP N-methyl-2-monopyrrolidone
- the dope contained 1,513 parts by weight of NMP for 100 parts by weight of polyamide (Y). A part of the dope was reprecipitated with water to obtain polyamide (Y). The specific viscosity of the polyamide (Y) was 3.5 dL / g, and the molar ratio of (A) Z (B) was 50Z50.
- coagulation bath at a temperature of 50, which is an aqueous solution of 30% by weight of NMP, at a cylinder temperature of 30 ° C. It was extruded and spun at a speed of 3 m / min. The distance between the cap surface and the coagulation bath surface was 10 mm. The fiber taken out from the coagulation bath was washed with water in a 50 ° C water bath, dried with a drying roller at 200 ° C, and then stretched on a hot plate at 500 ° C.
- the resulting fiber was heat-treated at 400 ° C for 5 minutes with a tension of 2.2 cN / d tex, and the tensile strength was 22.82 cN / d tex.
- the tensile strength of the obtained fiber after heat treatment by applying a tension of 2.2 cN / d tex at 450 for 5 minutes was 2 3.8 cNZd tex.
- Example 1 300 parts by weight of the polyamide dope prepared in Reference Example 1 was spun in the same manner as in Example 1 to obtain a fiber.
- Various physical properties of this fiber are shown in Table 1.
- the resulting fiber had a tensile strength of 24.55 cNZd t e X.
- the obtained fiber was heat-treated at 400 ° C. for 3 minutes while applying a tension of 2.2 cN / d tex.
- the tensile strength of the fiber after the heat treatment was 1 7. 19 cN / d te X.
- the obtained fiber was heat-treated at 400 ° C. for 5 minutes while applying a tension of 2.2 cN / d tex.
- the tensile strength of the fiber after heat treatment was 15.8 c NZd te X.
- the obtained fiber was heat-treated at 450 ° C for 5 minutes while applying a tension of 2.2 cN / d tex, but the fiber broke during the heat treatment, and the mechanical properties could not be measured.
- the terminal of the polyamide (X) of the present invention is modified with a compound having a specific structure.
- polyamide (X) can be easily formed into a fiber or other form.
- a crosslinked structure can be introduced into the polyamide (X).
- a fiber having excellent mechanical strength can be obtained.
- the fiber of the present invention is excellent in heat resistance and excellent in mechanical strength such as tensile strength and elastic modulus.
- the resin composition of the present invention is a raw material for fibers having excellent mechanical strength. Further, according to the production method of the present invention, fibers excellent in mechanical strength such as tensile strength and elastic modulus can be produced. Industrial applicability
- the fiber of the present invention is excellent in heat resistance and mechanical properties, it can be widely used in the fields of ropes, belts, insulating fabrics, thermosetting or thermoplastic resin reinforcements, and protective clothing.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
- Polyamides (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002642827A CA2642827A1 (en) | 2006-02-16 | 2007-02-14 | Polyamide |
JP2008500591A JPWO2007094503A1 (ja) | 2006-02-16 | 2007-02-14 | ポリアミド |
EP07714622A EP1988114A1 (en) | 2006-02-16 | 2007-02-14 | Polyamide |
US12/279,648 US20100234538A1 (en) | 2006-02-16 | 2007-02-14 | Polyamide |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006-039489 | 2006-02-16 | ||
JP2006039489 | 2006-02-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2007094503A1 true WO2007094503A1 (ja) | 2007-08-23 |
Family
ID=38371673
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2007/053122 WO2007094503A1 (ja) | 2006-02-16 | 2007-02-14 | ポリアミド |
Country Status (8)
Country | Link |
---|---|
US (1) | US20100234538A1 (ja) |
EP (1) | EP1988114A1 (ja) |
JP (1) | JPWO2007094503A1 (ja) |
KR (1) | KR20080092939A (ja) |
CN (1) | CN101384643A (ja) |
CA (1) | CA2642827A1 (ja) |
TW (1) | TW200801076A (ja) |
WO (1) | WO2007094503A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8492507B2 (en) | 2008-09-23 | 2013-07-23 | Nexam Chemical Ab | Acetylenic polyamide |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2444387A1 (en) * | 2010-10-22 | 2012-04-25 | Nexam Chemical AB | Cross-linkable end-cappers for primary amino groups |
JP5955980B2 (ja) * | 2012-01-11 | 2016-07-20 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーE.I.Du Pont De Nemours And Company | 低残留硫黄を有するアラミドコポリマー糸条 |
EP2676987A1 (en) * | 2012-06-21 | 2013-12-25 | Universidad De Burgos | Cross-linked aramid |
Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63146930A (ja) * | 1986-12-10 | 1988-06-18 | Asahi Chem Ind Co Ltd | 硬化性全芳香族コポリアミド |
JPS63196564A (ja) * | 1987-02-10 | 1988-08-15 | Agency Of Ind Science & Technol | イミドオリゴマ−の製造方法 |
JPS63305165A (ja) * | 1987-05-18 | 1988-12-13 | ザ ボーイング カンパニー | ポリアミドオリゴマーブレンド |
JPS649967A (en) * | 1987-06-12 | 1989-01-13 | Boeing Co | Polyamide oligomer and manufacture |
JPH03166211A (ja) * | 1989-11-24 | 1991-07-18 | Showa Highpolymer Co Ltd | 熱硬化性ポリアミドおよびその組成物 |
JPH08311715A (ja) * | 1995-05-19 | 1996-11-26 | Teijin Ltd | 全芳香族ポリアミド繊維の製造方法 |
JPH09188916A (ja) * | 1996-01-10 | 1997-07-22 | Teijin Ltd | メタ型芳香族ポリアミド繊維及びその製造方法 |
JPH10279714A (ja) * | 1997-04-02 | 1998-10-20 | Toray Ind Inc | プリプレグ |
US6136949A (en) * | 1998-09-03 | 2000-10-24 | The Dow Chemical Company | Resins containing phenylethynl-terminated compounds |
-
2007
- 2007-02-14 CA CA002642827A patent/CA2642827A1/en not_active Abandoned
- 2007-02-14 KR KR1020087019226A patent/KR20080092939A/ko not_active Application Discontinuation
- 2007-02-14 CN CNA2007800053539A patent/CN101384643A/zh active Pending
- 2007-02-14 EP EP07714622A patent/EP1988114A1/en not_active Withdrawn
- 2007-02-14 US US12/279,648 patent/US20100234538A1/en not_active Abandoned
- 2007-02-14 JP JP2008500591A patent/JPWO2007094503A1/ja not_active Withdrawn
- 2007-02-14 WO PCT/JP2007/053122 patent/WO2007094503A1/ja active Application Filing
- 2007-02-15 TW TW096105797A patent/TW200801076A/zh unknown
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS63146930A (ja) * | 1986-12-10 | 1988-06-18 | Asahi Chem Ind Co Ltd | 硬化性全芳香族コポリアミド |
JPS63196564A (ja) * | 1987-02-10 | 1988-08-15 | Agency Of Ind Science & Technol | イミドオリゴマ−の製造方法 |
JPS63305165A (ja) * | 1987-05-18 | 1988-12-13 | ザ ボーイング カンパニー | ポリアミドオリゴマーブレンド |
JPS649967A (en) * | 1987-06-12 | 1989-01-13 | Boeing Co | Polyamide oligomer and manufacture |
JPH03166211A (ja) * | 1989-11-24 | 1991-07-18 | Showa Highpolymer Co Ltd | 熱硬化性ポリアミドおよびその組成物 |
JPH08311715A (ja) * | 1995-05-19 | 1996-11-26 | Teijin Ltd | 全芳香族ポリアミド繊維の製造方法 |
JPH09188916A (ja) * | 1996-01-10 | 1997-07-22 | Teijin Ltd | メタ型芳香族ポリアミド繊維及びその製造方法 |
JPH10279714A (ja) * | 1997-04-02 | 1998-10-20 | Toray Ind Inc | プリプレグ |
US6136949A (en) * | 1998-09-03 | 2000-10-24 | The Dow Chemical Company | Resins containing phenylethynl-terminated compounds |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8492507B2 (en) | 2008-09-23 | 2013-07-23 | Nexam Chemical Ab | Acetylenic polyamide |
Also Published As
Publication number | Publication date |
---|---|
EP1988114A1 (en) | 2008-11-05 |
TW200801076A (en) | 2008-01-01 |
CA2642827A1 (en) | 2007-08-23 |
KR20080092939A (ko) | 2008-10-16 |
US20100234538A1 (en) | 2010-09-16 |
CN101384643A (zh) | 2009-03-11 |
JPWO2007094503A1 (ja) | 2009-07-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2002538278A (ja) | 水性ポリアミド−アミド酸組成物 | |
JPH07278303A (ja) | 芳香族コポリアミド、その製法、成形構造体およびその製法 | |
KR0161313B1 (ko) | 폴리이미드 아미 에스테르 화합물 및 그 제조방법 | |
WO2007094503A1 (ja) | ポリアミド | |
JP2007154356A (ja) | 湿式紡糸に適したメタ型芳香族ポリアミド重合体の製造方法 | |
KR0151720B1 (ko) | 전방향족 폴리아미드, 이의 제조방법 및 이로부터 제조된 성형구조물 | |
Kang et al. | Synthesis and characterization of polyhydroxyamide copolymers as precursors of polybenzoxazoles | |
JP6917027B2 (ja) | ポリイミド繊維およびその製造方法 | |
CA2628615A1 (en) | Polyazole fiber and method for producing same | |
WO2007052825A1 (ja) | ドープおよび該ドープを用いた繊維の製造方法 | |
JP2009040804A (ja) | ポリアミド | |
Rickert et al. | Thermally crosslinked rigid… rod aramids, 1. Synthesis of a new monomer and its polymerization | |
Liu et al. | Improved properties of aromatic polyamide tape-casting films | |
RU2603796C2 (ru) | Нити из полностью ароматических полиимидов с высоким уровнем равномерности физико-механических показателей и способ их получения | |
JPH0551615B2 (ja) | ||
CN114736409B (zh) | 一种侧链接枝硅氧烷的聚酰亚胺薄膜 | |
Kang et al. | Preparation and Characterization of Fluorine-Containing Polybenzoxazole Composite Films including Graphene Oxide as a Reinforcing Material | |
JP2008127495A (ja) | 全芳香族ポリアミド粒子の製造方法 | |
Zhang et al. | Synthesis and Properties of Polyamide 6 Random Copolymers Containing an Aromatic Imide Structure. Polymers 2023, 15, 2812 | |
JP2007177353A (ja) | 全芳香族ポリアミド繊維成型体 | |
JP2007077524A (ja) | ポリアミド成形体およびポリベンゾオキサゾール成形体の製造方法 | |
JP2007154355A (ja) | メタ型芳香族ポリアミド繊維及びその製造法 | |
JP2009051890A (ja) | 脂肪族ポリイミドをマトリックスとするアラミドナノコンポジット | |
JP2008037999A (ja) | 成形用ドープ | |
Hsiao et al. | Synthesis and properties of aromatic polyamides based on 4, 4′‐(1, 5‐naphthalenedioxy) dibenzoic acid |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
WWE | Wipo information: entry into national phase |
Ref document number: 1020087019226 Country of ref document: KR |
|
ENP | Entry into the national phase |
Ref document number: 2008500591 Country of ref document: JP Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 200780005353.9 Country of ref document: CN |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2642827 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2007714622 Country of ref document: EP |
|
NENP | Non-entry into the national phase |
Ref country code: DE |