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GB461237A - The manufacture of new compositions of matter and of artificial filaments, fibres, sheets, films and the like therefrom - Google Patents

The manufacture of new compositions of matter and of artificial filaments, fibres, sheets, films and the like therefrom

Info

Publication number
GB461237A
GB461237A GB13666/35A GB1366635A GB461237A GB 461237 A GB461237 A GB 461237A GB 13666/35 A GB13666/35 A GB 13666/35A GB 1366635 A GB1366635 A GB 1366635A GB 461237 A GB461237 A GB 461237A
Authority
GB
United Kingdom
Prior art keywords
fibres
pentamethylenediamine
diamines
dicarboxylic acids
adipate
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
Application number
GB13666/35A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB461237A publication Critical patent/GB461237A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/02—Polyureas
    • 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
    • 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
    • C08G69/04—Preparatory processes
    • 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
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/14—Lactams
    • C08G69/16—Preparatory processes
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • 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

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)
  • Polyamides (AREA)
  • Artificial Filaments (AREA)

Abstract

One or more diamines containing at least one hydrogen atom attached to each nitrogen atom are interacted with one or more dicarboxylic acids or amide - forming derivatives such as anhydrides, acid halides, and esters for a time sufficient to form products capable of being drawn into continuous filaments. The diamines and dicarboxylic acids, which are preferably reacted in equimolecular proportion, are saturated bodies and so selected that the sum of their radical lengths is at least 8, but p carboxylic acids of radical length 4, amines of radical length 5 and amines containing an amino group attached to a secondary carbon atom of radical length 4 are excluded. Suitable dicarboxylic acids or their amide-forming derivatives include oxalic, malonic, methyl malonic, glutaric, adipic, pimelic, suberic, azelaic, sebacic, brassylic, tetradecanedioic, octadecanedioic, paraphenylenediacetic, hydroxyterephthalic, and pentamethylene dicarboxylic acids, dibutyl carbonate, diethyl carbonate, diphenyl carbonate, carbonyl chloride, diethyl oxalate, diethyl adipate, diphenyl sebacate, di-m-cresyl octadecanedioate, adipic anhydride, sebacic anhydride, monomethyl adipate and adipyl chloride. Suitable diamines include ethylene, tetramethylene, pentamethylene, hexamethylene, decamethylene, tridecamethylene, octadecamethylene, p-xylylene and cyclohexylene diamines. Catalysts which may be used include alkaline oxides and carbonates and halogen salts of polyvalent acids. The reaction may be carried out in the presence of inert gases such as nitrogen and of solvents such as cresol, phenol, xylenol, p-butylphenol and o-hydroxydiphenyl. Fibres may be formed from the product with or without the addition of a cellulose derivative such as nitrocellulose, cellulose acetate or ethyl cellulose by dissolving it in a suitable solvent and wet or dry spinning the solution, by extruding the molten product through a nozzle or by touching the molten product with a rod and collecting the fibre so obtained. The fibres have a strong affinity for dyes and may be dyed directly with those dyes used for wool and silk. Sheets, films, bands and ribbons may also be obtained. In examples, polyamides, and fibres derived therefrom, are prepared from (1) pentamethylenediamine and sebacic acid, (2) hexamethylenediamine and adipic acid, (4) pentamethylenediamine and ethyl hexadecamethylene dicarboxylate, (5) pentamethylenediamine and ethyl dodecamethylene dicarboxylate, (6) pentamethylenediamine and butylcarbonate, (7) hexamethylenediamine and dicresyl adipate.
GB13666/35A 1935-01-02 1935-05-09 The manufacture of new compositions of matter and of artificial filaments, fibres, sheets, films and the like therefrom Expired GB461237A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US201945XA 1935-01-02 1935-01-02

Publications (1)

Publication Number Publication Date
GB461237A true GB461237A (en) 1937-02-09

Family

ID=21797250

Family Applications (4)

Application Number Title Priority Date Filing Date
GB13666/35A Expired GB461237A (en) 1935-01-02 1935-05-09 The manufacture of new compositions of matter and of artificial filaments, fibres, sheets, films and the like therefrom
GB21149/36A Expired GB474999A (en) 1935-01-02 1936-07-30 The manufacture of polymeric amides
GB14039/37A Expired GB495790A (en) 1935-01-02 1937-05-20 Improvements in the manufacture of polyamides
GB23661/37A Expired GB501527A (en) 1935-01-02 1937-08-30 Improvements in the formation of shaped articles

Family Applications After (3)

Application Number Title Priority Date Filing Date
GB21149/36A Expired GB474999A (en) 1935-01-02 1936-07-30 The manufacture of polymeric amides
GB14039/37A Expired GB495790A (en) 1935-01-02 1937-05-20 Improvements in the manufacture of polyamides
GB23661/37A Expired GB501527A (en) 1935-01-02 1937-08-30 Improvements in the formation of shaped articles

Country Status (5)

Country Link
BE (2) BE416730A (en)
DE (3) DE749747C (en)
FR (5) FR790521A (en)
GB (4) GB461237A (en)
NL (1) NL52489C (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE902090C (en) * 1939-01-11 1954-01-18 Basf Ag Process for the production of condensation products
US2816879A (en) * 1951-11-15 1957-12-17 Du Pont Process for preparing polyureas utilizing immiscible phases
US2835654A (en) * 1954-10-11 1958-05-20 Du Pont Process for making elastomers from polymeric bis-chloroformates, phosgene and diamines
US2963465A (en) * 1960-12-06 Certification of correction
US2965599A (en) * 1956-09-21 1960-12-20 Inventa Ag Process for plasticizing linear polyamides with pentadecyl phenols and shaped product therefrom
DE975586C (en) * 1943-01-29 1962-02-01 Hackethal Draht Und Kabel Werk Process for the production of electrical conductors with flexible insulation made of thermoplastic plastics
US3074914A (en) * 1957-04-04 1963-01-22 Dow Chemical Co Cyclobutane derivative polymers
DE1187787B (en) * 1955-09-27 1965-02-25 E J Du Pont De Nemours And Com Process for the injection molding of polyamides with the formation of crystal nuclei
US3197443A (en) * 1960-07-13 1965-07-27 Du Pont Thermally stable polyamides from symmetrically substituted aromatic diamines
US3235623A (en) * 1961-01-02 1966-02-15 Rhodiaceta Polypropylene heat stabilized with interpolyamide
FR2700768A1 (en) * 1993-01-25 1994-07-29 Rhone Poulenc Chimie Process for the preparation of an alpha-amino omega-ester monoamide and process for producing a polyamide

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2212772A (en) * 1937-02-15 1940-08-27 Du Pont Synthetic polymers and shaped articles therefrom
DE748253C (en) * 1938-06-10 1944-10-30 Process for the production of deformable high molecular weight polyamides
US2253176A (en) * 1938-08-09 1941-08-19 Du Pont Method and apparatus for production of structures
DE976142C (en) * 1938-09-01 1963-03-28 Aeg Use of phenolic resin-polyamide mixtures for electrical insulation
NL52648C (en) * 1938-09-29 1900-01-01
US2241323A (en) * 1938-09-30 1941-05-06 Du Pont Process for preparing polyamides
US2273200A (en) * 1938-11-01 1942-02-17 Du Pont Artificial structure
DE755428C (en) * 1939-02-07 1953-05-04 Ig Farbenindustrie Ag Process for the production of meltable, high polymer, linear polyamides
DE748023C (en) * 1939-03-17 1944-10-25 Process for the production of high polymer polyamides or mixed polyamides (super polyamides)
NL56652C (en) * 1940-03-09
DE976561C (en) * 1940-05-02 1963-11-14 Aeg Coating compound
DE766183C (en) * 1940-09-03 1953-12-07 Ig Farbenindustrie Ag Plasticizers for super polyamides
DE932581C (en) * 1942-10-31 1955-09-05 Zellwolle Und Kunstseide Ring Process for the production of high molecular weight polycondensation products
US2647146A (en) * 1949-07-01 1953-07-28 Du Pont Process for the preparation of diprimary diamines
DE974334C (en) * 1952-04-21 1960-11-24 Glanzstoff Ag Process for the production of threads, fibers, bristles and films from linear aromatic polyesters by the melt spinning process
US2766221A (en) * 1953-06-04 1956-10-09 California Research Corp Synthetic fiber-forming polymers from meta-xylylene diamine and adipic acid
FR1112203A (en) * 1953-09-29 1956-03-09 California Research Corp Linear superpolymers of mixed diamines
IT576650A (en) * 1957-08-28
DE1202487B (en) * 1958-03-26 1965-10-07 Minnesota Mining & Mfg Polyamide molding compounds made from polypyrrolidone that can be pressed from the melt
US3094511A (en) * 1958-11-17 1963-06-18 Du Pont Wholly aromatic polyamides
US3133138A (en) * 1958-12-19 1964-05-12 Du Pont Stretching and heat crystallization of poly(meta-phenylene isophthalamide) fibers
US3079219A (en) * 1960-12-06 1963-02-26 Du Pont Process for wet spinning aromatic polyamides
BE625217A (en) * 1961-11-24
US3274151A (en) * 1962-11-21 1966-09-20 Schweizerische Viscose Polyamides containing a combination of (1) a phenol, (2) a phosphorus acid salt or ester, (3) a manganese salt, and (4) a dicarboxylic acid as stabilizers
US3322728A (en) * 1963-06-17 1967-05-30 Du Pont Sulfonyl aromatic polyamides
US3349062A (en) * 1966-07-21 1967-10-24 Du Pont Halogenated aromatic polyamides
US4568736A (en) * 1984-09-17 1986-02-04 The Standard Oil Company Preparation of polyamide from omega-aminonitrile with oxygen containing phosphorus catalyst
FR3008984B1 (en) * 2013-07-24 2017-04-28 Rhodia Operations ARTICLES OBTAINED FROM POLYMERIC COMPOSITION, PROCESS FOR PREPARATION AND USES

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2963465A (en) * 1960-12-06 Certification of correction
DE902090C (en) * 1939-01-11 1954-01-18 Basf Ag Process for the production of condensation products
DE975586C (en) * 1943-01-29 1962-02-01 Hackethal Draht Und Kabel Werk Process for the production of electrical conductors with flexible insulation made of thermoplastic plastics
US2816879A (en) * 1951-11-15 1957-12-17 Du Pont Process for preparing polyureas utilizing immiscible phases
US2835654A (en) * 1954-10-11 1958-05-20 Du Pont Process for making elastomers from polymeric bis-chloroformates, phosgene and diamines
DE1187787B (en) * 1955-09-27 1965-02-25 E J Du Pont De Nemours And Com Process for the injection molding of polyamides with the formation of crystal nuclei
US2965599A (en) * 1956-09-21 1960-12-20 Inventa Ag Process for plasticizing linear polyamides with pentadecyl phenols and shaped product therefrom
US3074914A (en) * 1957-04-04 1963-01-22 Dow Chemical Co Cyclobutane derivative polymers
US3197443A (en) * 1960-07-13 1965-07-27 Du Pont Thermally stable polyamides from symmetrically substituted aromatic diamines
US3235623A (en) * 1961-01-02 1966-02-15 Rhodiaceta Polypropylene heat stabilized with interpolyamide
FR2700768A1 (en) * 1993-01-25 1994-07-29 Rhone Poulenc Chimie Process for the preparation of an alpha-amino omega-ester monoamide and process for producing a polyamide
WO1994017030A1 (en) * 1993-01-25 1994-08-04 Rhone Poulenc Chimie METHOD FOR PREPARING AN φ-ESTER α-AMINO MONOAMIDE AND METHOD FOR PRODUCING A POLYAMIDE

Also Published As

Publication number Publication date
DE745029C (en) 1944-02-23
DE740348C (en) 1943-10-19
GB474999A (en) 1937-11-11
BE421889A (en) 1937-07-31
BE416730A (en) 1936-08-31
FR50942E (en) 1941-05-10
FR48571E (en) 1938-04-05
FR48742E (en) 1938-06-21
GB495790A (en) 1938-11-21
FR47615E (en) 1937-06-15
NL52489C (en) 1941-12-15
GB501527A (en) 1939-02-28
FR790521A (en) 1935-11-22
DE749747C (en) 1944-12-05

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