US3262989A - Polyamide containing oxidized polyethylene - Google Patents

Polyamide containing oxidized polyethylene Download PDF

Info

Publication number
US3262989A
US3262989A US229967A US22996762A US3262989A US 3262989 A US3262989 A US 3262989A US 229967 A US229967 A US 229967A US 22996762 A US22996762 A US 22996762A US 3262989 A US3262989 A US 3262989A
Authority
US
United States
Prior art keywords
polyamide
polymer
partially oxidized
oxidized polyethylene
reactants
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 - Lifetime
Application number
US229967A
Other languages
English (en)
Inventor
Edmond P Brignac
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.)
Monsanto Co
Original Assignee
Monsanto 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
Priority to NL299163D priority Critical patent/NL299163A/xx
Priority to BE638561D priority patent/BE638561A/xx
Priority to NL127717D priority patent/NL127717C/xx
Priority to US229967A priority patent/US3262989A/en
Application filed by Monsanto Co filed Critical Monsanto Co
Priority to DEM58487A priority patent/DE1266966B/de
Priority to SE11137/63A priority patent/SE303879B/xx
Priority to GB39977/63A priority patent/GB1014066A/en
Priority to FR950207A priority patent/FR1371081A/fr
Priority to CH1244663A priority patent/CH427275A/fr
Priority to DK476563AA priority patent/DK105614C/da
Priority to LU44597D priority patent/LU44597A1/xx
Application granted granted Critical
Publication of US3262989A publication Critical patent/US3262989A/en
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
    • 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
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/10—Other agents for modifying properties
    • 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

Definitions

  • a further object of this invention is to provide a novel polyamide polymer for the preparation of ropes, cords or like items, the filaments of which do not require a coating.
  • the objects of this invention are accomplished by adding to polyamide forming reactants, at any time prior to the completion of their polyamide forming reaction or prior to the preparation of films and fibers from the polyamide material, from 0.1 percent to 5 percent by weight of the reactants of a partially oxidized low molecular weight polyethylene polymer capable of forming an emulsion in aqueous solutions.
  • the polyamide forming reactants may be of any of the Well known materials suitable for making a polyamide polymer capable of being spun or drawn into fibers or filaments and may comprise a mixture of organic primary or secondary diamine and dibasic carboxylic acid, salt thereof, or a polymarizable monoamino organic acid.
  • the partially oxidized low molecular weight polyethylene polymer may be any type capable of forming an emulsion in aqueous solution and having properties which are within the limits shown in Table 1 which follows.
  • the partially oxidized low molecular weight polyethylene polymer capable of forming aqueous emulsions may be added to the polyamide forming reactants prior to or during their mixing, at any time during the polycondensation thereof, or after the poly condensation thereof but prior to the preparation of films or fibers therefrom.
  • Any means for dispersing the partially oxidized low molecular weight polyethylene polymer with reasonable uniformity in the polyamide is suitable and may include the simple and well known method of mixing two materials, normally solids at rooms temperature, by melting and stirring.
  • EXAMPLE I A 50 percent water solution of substantially equal quantities of hexamethylenediamine and adipic acid was prepared and mixed and then this water solution of the reactants was subjected first to evaporating conditions at 137 C. and 13 psig. for approximately 30 minutes and then to reacting conditions of 220 C. to 280 C. and 250 p.s.i.g. for approximately 90 minutes. Following this, the partially polymerized reactant solution was subjected to flashing conditions of atmosphere pressure while the temperature of the reactants was maintained at 280 C. The final step in the polymerization was accomplished by holding the partially polymerized reactants at 280 C.
  • the yarn thus prepared was plied and twisted to strands and laid to form a one-half inch diameter rope.
  • one-half inch diameter rope was prepared in an identical manner from the polyamide chips prepared previously and with which partially oxidized polyethylene polymer was not blended.
  • a 50 percent water solution of substantially equal quantities of hexamethylenediamine and adipic acid was prepared as in Example I and then this water solution of the reactants was subjected to evaporating conditions of 137 C. and 13 pounds per square inch for approximately 30 minutes. The evaporated water solution of the reactants was then subjected to reacting conditions of 220280 C. and 250 pounds per square inch. As soon as reacting conditions were reached in the evaporated water solution, 2 percent by weight of the partially oxidized granular polyethylene polymer, sold under the trademark Epolene (registered trademark of Eastman Kodak Company for its polyethylene resins) and having the grade designation E-l0, was added to the evaporated water solution of the reactants.
  • Epolene registered trademark of Eastman Kodak Company for its polyethylene resins
  • a process for preparing polyamide polymer having increased abrasion resistance comprising, in combination, the steps of:
  • a polyamide polymer for forming fibers which have improved abrasion resistance and tension wet strength which comprises polyhexamethylene adipamide and from 0.1% to 5.0%, by weight of said polyhexamethylene adipamide, of partially oxidized polyethylene polymer having a number average molecular weight of 1,000 to 3,000, an acid number of 9 to 16, and a saponification number of 24 to 30.
  • a polyamide polymer yarn which has improved abrasion resistance and tension wet strength which comprises polyhexamethylene adipamide and from 0.1% to 5.0%, by weight of said polyhexamethylene adipamide, of partially oxidized polyethylene polymer having a number average molecular weight of 1,000 to 3,000, an
  • a polyamide polymer rope which has improved U ITE STA ES ATENTS abrasion resistance and tension wet strength which com- 2,890,125 6/1959 Mange 7 260-23 prises polymerized polyhexamethylene adipamide and 5 3,093,255 6/1963 Mesroblan et a1 260-857 from 0.1% to 5.0% by weight of said polyhexamethylene adipamide of partially oxidized polyethylene polymer MURRAY TILLMAN Exammer' having a number average molecular weight of 1,000 to WILLIAM H. SHORT, Examiner.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Artificial Filaments (AREA)
US229967A 1962-10-11 1962-10-11 Polyamide containing oxidized polyethylene Expired - Lifetime US3262989A (en)

Priority Applications (11)

Application Number Priority Date Filing Date Title
NL299163D NL299163A (de) 1962-10-11
BE638561D BE638561A (de) 1962-10-11
NL127717D NL127717C (de) 1962-10-11
US229967A US3262989A (en) 1962-10-11 1962-10-11 Polyamide containing oxidized polyethylene
SE11137/63A SE303879B (de) 1962-10-11 1963-10-10
GB39977/63A GB1014066A (en) 1962-10-11 1963-10-10 Polyamide
DEM58487A DE1266966B (de) 1962-10-11 1963-10-10 Verfahren zur Erhoehung der Abriebfestigkeit und Nasszugfestigkeit von faserbildenden Polyamiden
FR950207A FR1371081A (fr) 1962-10-11 1963-10-10 Perfectionnements aux polyamides, notamment en vue d'accroître leur résistance à l'usure par frottement
CH1244663A CH427275A (fr) 1962-10-11 1963-10-10 Procédé de préparation d'un polyamide à forte résistance à l'usure par frottement
DK476563AA DK105614C (da) 1962-10-11 1963-10-10 Fremgangsmåde ved fremstilling af polyamid, især polyamifibre.
LU44597D LU44597A1 (de) 1962-10-11 1963-10-10

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US229967A US3262989A (en) 1962-10-11 1962-10-11 Polyamide containing oxidized polyethylene

Publications (1)

Publication Number Publication Date
US3262989A true US3262989A (en) 1966-07-26

Family

ID=22863422

Family Applications (1)

Application Number Title Priority Date Filing Date
US229967A Expired - Lifetime US3262989A (en) 1962-10-11 1962-10-11 Polyamide containing oxidized polyethylene

Country Status (9)

Country Link
US (1) US3262989A (de)
BE (1) BE638561A (de)
CH (1) CH427275A (de)
DE (1) DE1266966B (de)
DK (1) DK105614C (de)
GB (1) GB1014066A (de)
LU (1) LU44597A1 (de)
NL (2) NL127717C (de)
SE (1) SE303879B (de)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3471426A (en) * 1964-10-24 1969-10-07 British Nylon Spinners Ltd Polyamide containing dispersed polyolefin and fatty dispersing agent
US3484403A (en) * 1966-03-14 1969-12-16 Eastman Kodak Co Preparation of polyamide-carboxylated polyolefin melt blends
US3544520A (en) * 1968-04-22 1970-12-01 Standard Oil Co Lubricant additives from formaldehyde-polyalkylene polyamine oxidized olefin polymer condensation products
FR2352868A1 (fr) * 1976-05-24 1977-12-23 Raychem Sa Nv Adhesifs
EP0003477A3 (en) * 1978-02-13 1979-09-05 Bayer Aktiengesellschaft Conditioning-free polyamide mouldings
US4755552A (en) * 1986-04-22 1988-07-05 Huels Aktiengesellschaft Impact-resistant polyamide molding compounds
US20080125530A1 (en) * 2006-11-25 2008-05-29 Evonik Degussa Gmbh Use of a synthetic wax oxidate as processing aid for transparent polar polymers

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2890125A (en) * 1956-10-01 1959-06-09 Petrolite Corp Modification of oxidized hydrocarbons and products therefrom
US3093255A (en) * 1958-08-28 1963-06-11 Continental Can Co Method of preparing mixtures of hydrocarbon polymer resins and linear polyamide resins and product thereof

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2468534A (en) * 1944-11-23 1949-04-26 Standard Oil Dev Co Tough, flexible, polyamide resinhydrocarbon resin compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2890125A (en) * 1956-10-01 1959-06-09 Petrolite Corp Modification of oxidized hydrocarbons and products therefrom
US3093255A (en) * 1958-08-28 1963-06-11 Continental Can Co Method of preparing mixtures of hydrocarbon polymer resins and linear polyamide resins and product thereof

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3471426A (en) * 1964-10-24 1969-10-07 British Nylon Spinners Ltd Polyamide containing dispersed polyolefin and fatty dispersing agent
US3484403A (en) * 1966-03-14 1969-12-16 Eastman Kodak Co Preparation of polyamide-carboxylated polyolefin melt blends
US3544520A (en) * 1968-04-22 1970-12-01 Standard Oil Co Lubricant additives from formaldehyde-polyalkylene polyamine oxidized olefin polymer condensation products
FR2352868A1 (fr) * 1976-05-24 1977-12-23 Raychem Sa Nv Adhesifs
EP0003477A3 (en) * 1978-02-13 1979-09-05 Bayer Aktiengesellschaft Conditioning-free polyamide mouldings
US4293662A (en) * 1978-02-13 1981-10-06 Bayer Aktiengesellschaft Polyamides containing oxidized polyethylene
US4755552A (en) * 1986-04-22 1988-07-05 Huels Aktiengesellschaft Impact-resistant polyamide molding compounds
US20080125530A1 (en) * 2006-11-25 2008-05-29 Evonik Degussa Gmbh Use of a synthetic wax oxidate as processing aid for transparent polar polymers

Also Published As

Publication number Publication date
LU44597A1 (de) 1964-04-10
DE1266966B (de) 1968-04-25
GB1014066A (en) 1965-12-22
CH427275A (fr) 1966-12-31
NL299163A (de)
BE638561A (de)
NL127717C (de)
SE303879B (de) 1968-09-09
DK105614C (da) 1966-10-17

Similar Documents

Publication Publication Date Title
US4543286A (en) Composite containing coated extended chain polyolefin fibers
US4563392A (en) Coated extended chain polyolefin fiber
US4368615A (en) Fibre, thread bundle and cord from poly-p-phenylene terephthalamide
US3369057A (en) Polyamide-polyester dispersions wherein the polyamide is less than 40% amine terminated
US3563847A (en) Polycarbonate modified polyester reinforcing elements and rubber structures made therefrom
US2205722A (en) Process for preparing delustered synthetic fibers and the like
US3262989A (en) Polyamide containing oxidized polyethylene
US3848044A (en) Cured phenol-formaldehyde fibers and method for the production thereof
US4476191A (en) Resorcinol-aldehyde resin composition for an adhesive system to be applied to glass fibers
CN1225954A (zh) 尼龙6切片以及尼龙6纱线、膜和由尼龙6制成的其它工业品的生产方法
US4461859A (en) Method of preparing a phenolic aldehyde resin and resin composition for an adhesive system to be applied to glass fibers
US3696074A (en) Copolyamide from (a) dodecamethylene diamine,(b) hexamethylene diamine,(c) terephthalic acid and (d) adipic acid
US3378055A (en) Spinnable composition of polyamides and polyesters prepared from a polyamide polyester dispersion and a polyamidepolyester reaction product
US3998920A (en) Process for the manufacture of tire monofilaments
US3378056A (en) Spinnable resinous composition of a polyester and a polyamide
US3882077A (en) Process for preparing carbon fiber-reinforced polyamide resins
US2893980A (en) High-melting interpolymers from epsilon-caprolactam
JPH0284566A (ja) 炭素繊維用サイジング剤
US4637957A (en) Finish composition for polyester fiber for rubber reinforcement
US4043985A (en) Tire monofilaments
NO150378B (no) Fremgangsmaate og brytermekanisme til brytning av en induktiv last
KR960000791B1 (ko) 방향족 폴리아미드 혼합물로부터 제조된 화이버 및 얀
US3078242A (en) Composition comprising a solution of an organic compound containing two reactive groups and a polymer in the form of particles below about 15 microns
US3324072A (en) Nylon filled with carbon black
GB2068984A (en) Fibre and method of making the fibre