SE444176B - Forfarande for kontinuerlig framstellning av en losning av en polyamid i blandning med n-metyl-2-pyrrolidon och kalciumklorid - Google Patents

Forfarande for kontinuerlig framstellning av en losning av en polyamid i blandning med n-metyl-2-pyrrolidon och kalciumklorid

Info

Publication number: SE444176B
Authority: SE; Sweden
Prior art keywords: solution; chloride; diamine; calcium chloride; mixture
Prior art date: 1977-04-27

Application number

SE7804807A

Other languages

English (en)

Swedish (sv)

Other versions

SE7804807L (sv

Inventor

V Rochina

J Sacco

Original Assignee

Rhone Poulenc Textile

Priority date (The priority date 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 date listed.)

1977-04-27

Filing date

1978-04-26

Publication date

1986-03-24

1977-04-27 Priority claimed from FR7713619A external-priority patent/FR2388845A1/fr

1978-02-20 Priority claimed from FR7805000A external-priority patent/FR2417518A2/fr

1978-04-26 Application filed by Rhone Poulenc Textile filed Critical Rhone Poulenc Textile

1978-10-28 Publication of SE7804807L publication Critical patent/SE7804807L/xx

1986-03-24 Publication of SE444176B publication Critical patent/SE444176B/sv

Links

UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 title claims description 58
239000001110 calcium chloride Substances 0.000 title claims description 58
229910001628 calcium chloride Inorganic materials 0.000 title claims description 58
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 title claims description 36
239000000203 mixture Substances 0.000 title claims description 32
238000000034 method Methods 0.000 title claims description 27
239000004952 Polyamide Substances 0.000 title claims description 8
229920002647 polyamide Polymers 0.000 title claims description 8
238000002360 preparation method Methods 0.000 title claims description 7
150000004985 diamines Chemical class 0.000 claims description 48
229920000642 polymer Polymers 0.000 claims description 38
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 28
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 claims description 15
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 claims description 15
LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 claims description 14
238000006243 chemical reaction Methods 0.000 claims description 9
150000001805 chlorine compounds Chemical class 0.000 claims description 9
PWAXUOGZOSVGBO-UHFFFAOYSA-N adipoyl chloride Chemical compound ClC(=O)CCCCC(Cl)=O PWAXUOGZOSVGBO-UHFFFAOYSA-N 0.000 claims description 8
239000000376 reactant Substances 0.000 claims description 7
239000002904 solvent Substances 0.000 claims description 7
125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 2
VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 2
150000001348 alkyl chlorides Chemical class 0.000 claims 1
239000000243 solution Substances 0.000 description 55
235000011148 calcium chloride Nutrition 0.000 description 53
238000012705 nitroxide-mediated radical polymerization Methods 0.000 description 27
229920001577 copolymer Polymers 0.000 description 20
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 9
238000010586 diagram Methods 0.000 description 7
238000002347 injection Methods 0.000 description 6
239000007924 injection Substances 0.000 description 6
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 6
238000002474 experimental method Methods 0.000 description 5
239000000463 material Substances 0.000 description 5
WRDNCFQZLUCIRH-UHFFFAOYSA-N 4-(7-azabicyclo[2.2.1]hepta-1,3,5-triene-7-carbonyl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)N1C2=CC=C1C=C2 WRDNCFQZLUCIRH-UHFFFAOYSA-N 0.000 description 4
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
238000010924 continuous production Methods 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
238000002156 mixing Methods 0.000 description 4
BEWOBXRVEXRJFN-UHFFFAOYSA-N 3-amino-n'-(4-aminophenyl)-n-phenylhexanediamide Chemical compound C=1C=CC=CC=1NC(=O)CC(N)CCC(=O)NC1=CC=C(N)C=C1 BEWOBXRVEXRJFN-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
230000018044 dehydration Effects 0.000 description 3
238000006297 dehydration reaction Methods 0.000 description 3
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 3
238000005259 measurement Methods 0.000 description 3
238000004064 recycling Methods 0.000 description 3
238000012360 testing method Methods 0.000 description 3
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000001361 adipic acid Substances 0.000 description 2
235000011037 adipic acid Nutrition 0.000 description 2
229910052791 calcium Inorganic materials 0.000 description 2
239000011575 calcium Substances 0.000 description 2
238000004821 distillation Methods 0.000 description 2
239000000835 fiber Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 2
230000008929 regeneration Effects 0.000 description 2
238000011069 regeneration method Methods 0.000 description 2
239000000725 suspension Substances 0.000 description 2
PQHRHABVSWOYPG-UHFFFAOYSA-N 2,9-dioxatricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene-3,8-dione Chemical compound O1C(=O)C(C=C2)=CC=C2C(=O)OC2=CC=C1C=C2 PQHRHABVSWOYPG-UHFFFAOYSA-N 0.000 description 1
FZXVVMPYCPCKGU-UHFFFAOYSA-N 4-(3-chloro-7-azabicyclo[2.2.1]hepta-1,3,5-triene-7-carbonyl)benzamide Chemical compound C1=CC(C(=O)N)=CC=C1C(=O)N1C2=CC=C1C=C2Cl FZXVVMPYCPCKGU-UHFFFAOYSA-N 0.000 description 1
241000796533 Arna Species 0.000 description 1
101100137177 Drosophila melanogaster polyph gene Proteins 0.000 description 1
235000006679 Mentha X verticillata Nutrition 0.000 description 1
235000002899 Mentha suaveolens Nutrition 0.000 description 1
235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
101150064691 Q gene Proteins 0.000 description 1
241001080173 Ridens Species 0.000 description 1
SWFPCDJSMKKRFW-UHFFFAOYSA-N [Cr].[Li] Chemical compound [Cr].[Li] SWFPCDJSMKKRFW-UHFFFAOYSA-N 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
125000005521 carbonamide group Chemical group 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
239000002131 composite material Substances 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000012937 correction Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000005520 cutting process Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
238000011978 dissolution method Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000013213 extrapolation Methods 0.000 description 1
JFUIHGAGFMFNRD-UHFFFAOYSA-N fica Chemical compound FC1=CC=C2NC(C(=O)NCCS)=CC2=C1 JFUIHGAGFMFNRD-UHFFFAOYSA-N 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
229910052808 lithium carbonate Inorganic materials 0.000 description 1
238000007726 management method Methods 0.000 description 1
230000035800 maturation Effects 0.000 description 1
230000028161 membrane depolarization Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
-1 p-phenylene adipamides Chemical class 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
230000002787 reinforcement Effects 0.000 description 1
239000010865 sewage Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
238000001149 thermolysis Methods 0.000 description 1
230000002110 toxicologic effect Effects 0.000 description 1
231100000027 toxicology Toxicity 0.000 description 1
108700026220 vif Genes Proteins 0.000 description 1
238000004065 wastewater treatment Methods 0.000 description 1

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
- C08G69/02—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
- C08G69/28—Preparatory processes

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyamides (AREA)

SE7804807A 1977-04-27 1978-04-26 Forfarande for kontinuerlig framstellning av en losning av en polyamid i blandning med n-metyl-2-pyrrolidon och kalciumklorid SE444176B (sv)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR7713619A FR2388845A1 (fr)	1977-04-27	1977-04-27	Procede d'obtention en continu de polyamides derives de la para-phenylenediamine
FR7805000A FR2417518A2 (fr)	1978-02-20	1978-02-20	Procede d'obtention en continu de polyamides derives de la paraphenylenediamine

Publications (2)

Publication Number	Publication Date
SE7804807L SE7804807L (sv)	1978-10-28
SE444176B true SE444176B (sv)	1986-03-24

Family

ID=26219997

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE7804807A SE444176B (sv)	1977-04-27	1978-04-26	Forfarande for kontinuerlig framstellning av en losning av en polyamid i blandning med n-metyl-2-pyrrolidon och kalciumklorid

Country Status (15)

Country	Link
US (1)	US4297479A (ja)
JP (1)	JPS5496A (ja)
AT (1)	AT379156B (ja)
BR (1)	BR7802623A (ja)
CA (1)	CA1096542A (ja)
CH (1)	CH630933A5 (ja)
DE (1)	DE2818670A1 (ja)
DK (1)	DK180978A (ja)
ES (1)	ES469213A1 (ja)
GB (1)	GB1602917A (ja)
IE (1)	IE46741B1 (ja)
IT (1)	IT1113074B (ja)
LU (1)	LU79531A1 (ja)
NL (1)	NL7804476A (ja)
SE (1)	SE444176B (ja)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4389521A (en) *	1979-03-26	1983-06-21	Teijin Limited	Process for preparing a cyclic amide polar solvent composition
FR2496678B1 (fr) *	1980-12-22	1985-10-11	Rhone Poulenc Textile	Compositions de polyparaphenyleneterephtalamide ainsi que leur preparation et un procede d'obtention de fibres a partir de telles compositions
JPS61139781U (ja) *	1984-09-27	1986-08-29
JPS61123631A (ja) *	1984-11-19	1986-06-11	Teijin Ltd	芳香族ポリアミド共重合体の製造法
WO1992014774A1 (en) *	1991-02-14	1992-09-03	E.I. Du Pont De Nemours And Company	PROCESS FOR PRODUCING PARA-ARAMID WITH LOW Ca?++ AND Cl-¿ CONTENT
DE69924034T2 (de)	1998-12-01	2006-04-06	Syntrix Biochip, Inc., Sammamish	Lösemittelresistente lichtempfindliche zusammensetzungen
CN114316257B (zh) *	2021-12-17	2023-12-01	山东聚芳新材料股份有限公司	一种改性对位芳纶原液及其制备方法和应用
CN118834383B (zh) *	2024-09-23	2025-01-21	泰和新材集团股份有限公司	一种高均匀度粒径ppta聚合体的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3671542A (en) *	1966-06-13	1972-06-20	Du Pont	Optically anisotropic aromatic polyamide dopes
US3850888A (en) *	1972-12-07	1974-11-26	Du Pont	Process for producing poly-p-phenylene terephthalamide from solution of p-phenylene diamine and molten terephthaloyl chloride
JPS5344957B2 (ja) *	1973-12-28	1978-12-02
DE2556883C2 (de) *	1974-12-27	1981-11-26	Teijin Ltd., Osaka	Aromatische Copolyamide und deren Verwendung zur Herstellung von Fasern, Fäden, Filmen und Folien
NL157327C (nl)	1975-02-21	1984-05-16	Akzo Nv	Werkwijze ter bereiding van poly-p-fenyleentereftaalamide.
JPS53294A (en) *	1976-06-23	1978-01-05	Teijin Ltd	Preparation of aromatic polyamide with high degree of polymerization

1978
- 1978-04-18 US US05/897,500 patent/US4297479A/en not_active Expired - Lifetime
- 1978-04-25 GB GB16319/78A patent/GB1602917A/en not_active Expired
- 1978-04-26 BR BR7802623A patent/BR7802623A/pt unknown
- 1978-04-26 CA CA302,069A patent/CA1096542A/fr not_active Expired
- 1978-04-26 JP JP4880678A patent/JPS5496A/ja active Pending
- 1978-04-26 IE IE826/78A patent/IE46741B1/en unknown
- 1978-04-26 CH CH451978A patent/CH630933A5/fr not_active IP Right Cessation
- 1978-04-26 SE SE7804807A patent/SE444176B/sv not_active IP Right Cessation
- 1978-04-26 DK DK180978A patent/DK180978A/da not_active Application Discontinuation
- 1978-04-26 LU LU79531A patent/LU79531A1/xx unknown
- 1978-04-26 NL NL7804476A patent/NL7804476A/xx not_active Application Discontinuation
- 1978-04-27 IT IT22752/78A patent/IT1113074B/it active
- 1978-04-27 AT AT0304178A patent/AT379156B/de not_active IP Right Cessation
- 1978-04-27 ES ES469213A patent/ES469213A1/es not_active Expired
- 1978-04-27 DE DE19782818670 patent/DE2818670A1/de not_active Ceased

Also Published As

Publication number	Publication date
JPS5496A (en)	1979-01-05
IT7822752A0 (it)	1978-04-27
DK180978A (da)	1978-10-28
US4297479A (en)	1981-10-27
BR7802623A (pt)	1978-11-28
SE7804807L (sv)	1978-10-28
CH630933A5 (fr)	1982-07-15
ES469213A1 (es)	1979-07-16
ATA304178A (de)	1985-04-15
CA1096542A (fr)	1981-02-24
AT379156B (de)	1985-11-25
NL7804476A (nl)	1978-10-31
IT1113074B (it)	1986-01-20
IE780826L (en)	1978-10-27
GB1602917A (en)	1981-11-18
DE2818670A1 (de)	1978-11-02
LU79531A1 (fr)	1978-11-28
IE46741B1 (en)	1983-09-07

Legal Events

Date

Code

Title

Description

1995-01-31

NUG

Patent has lapsed

Ref document number: 7804807-1

Effective date: 19880822

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US4172938A (en)	1979-10-30	Process for producing polyamides with lactam or urea solvent and CaCl2
DE60006169T2 (de)	2004-08-12	Festphasen-polymerisierte Polyamide und Verfahren zu deren Herstellung
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SE443984B (sv)	1986-03-17	Forfarande for diskontinuerlig framstellning av en losning av en polyamid i blandning med n-metyl-2-pyrrolidon och kalciumklorid
IE52231B1 (en)	1987-08-19	Poly-para-phenyleneterephthalamide compositions,their preparation and their use
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