US2857330A - Anhydrous textile finishes - Google Patents
Anhydrous textile finishes Download PDFInfo
- Publication number
- US2857330A US2857330A US551206A US55120655A US2857330A US 2857330 A US2857330 A US 2857330A US 551206 A US551206 A US 551206A US 55120655 A US55120655 A US 55120655A US 2857330 A US2857330 A US 2857330A
- Authority
- US
- United States
- Prior art keywords
- textile
- hydrocarbon radical
- finish
- yarn
- composition
- 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
Links
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S260/00—Chemistry of carbon compounds
- Y10S260/15—Antistatic agents not otherwise provided for
- Y10S260/16—Antistatic agents containing a metal, silicon, boron or phosphorus
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2965—Cellulosic
Definitions
- This invention relates to compositions which are suitable for softening and lubricating fibers (the term fibers being used herein as generic continuous filaments and fibers of staple length) formed from cellulose derivatives, and particularly to oil-type textile finishes which are noncorrosive with respect to machinery on which various textile operations are performed.
- the textile finishing composition should be noncorrosive to all metal surfaces over wide ranges of humidity and temperature.
- textile finishes which include fatty amines or fatty ammonium quaternary compounds tend to be corrosive to metal.
- a principal object of the present invention is to provide a new class of textile finishing solutions which are noncorrosive, and particularly noncorrosive oil-type finishes which are adapted for application to fibers comprising a cellulose derivative such as cellulose acetate.
- a further object is to incorporate in any of such textile finishes, a corrosion inhibiting ingredient which does not injuriously affect the operation of the finish in respect to the accomplisment of its various functions.
- (CHPCHPQ) H(CHT-CHT*O):H wherein R is a radical selected from the group consisting of an aliphatic hydrocarbon radical containing from 8 to 18 carbon atoms and mixtures of the same, x can be from 1 to 3, and y is from 2 to 4.
- diamine derivatives compounds in accordance with the above formula are referred to as diamine derivatives. This term, as used herein, is to be applied only to such compounds.
- a textile finish which is especially suited for treating cellulose ester fibers of coniinuous or staple lengths, or strands thereof, comprises a mineral oil base with the various ingredients dispersed therein.
- dispersed is used generically herein with respect to materials dissolved as well as colloidally suspended within the oil vehicle.
- Preferred diamine derivatives produced in accordance with the general formula written above comprise as the fatty component thereof, palmityl, myristyl, cetyl, lauryl, o-leyl, and stearyl radicals such as derived from fatty materials found in 'tallow, coconut oil, whale oil, cottonseed oil, etc.'
- the fatty ethylene oxide adduct of the alkylene diamine included as a textile finish ingredient may actually be derived from a mixture of fatty materials and thus may comprise a mixture of fatty alkyl oxyethylene adducts of diamines.
- diamine derivatives of-this typev are manufactured from naturally occurring mixtures of fatty materials such as coconut oil and tallow which are raw materials for Ethoduomeen (3/13 and Ethoduomeen T/l3, respectively, manufactured by Armour and Company.
- the fatty radicals named above produce diamine derivatives of the type which have good solubility in mineral oil and provide excellent softening of cellulose ester fibers, and in an approximate manner define the length of carbon-to-carbon chains desired in the fatty component of the diamine derivative.
- Other fatty radicals included are tridecylic, pentadecylic and margaric.
- “lhe alkylene diamine derivatives employed in the present invention are particularly advantageous as textile finish ingredients since one of such derivatives may serve simultaneously in various degrees in the several functions for which a finish composition may be designed.
- the outstanding feature of these compounds is perhaps their the metal parts over which textile materials pass in the machines of the type which develop fibers and filaments into strands and fabrics.
- the ethylene oxide adducts of fatty alkylpropylene diamine are advantageously included in finish compositions which comprise fatty amines or fatty quaternary nitrogen compounds.
- the corrosion-inhibiting diamine derivatives disclosed herein are effective in the pH range of from 4 to 7, a range in which most of the known inhibitors fail.
- the diamine derivatives of this invention are compatible with common textile finish systems.
- the above described diamine derivatives are useful also as cellulose ester fiber softeners. Because of its nature, cellulose acetate fiber, for example, must be given a treatment or dressing whichmakes it more amenable to textile operations. Onerequirement which the fiber must meet is that of" softness, a term designating a property of the fiber which results in low fiber-to-fiber friction.
- the diamine derivatives are good to excellent softeners depending on the size ofthe fatty radical.
- the diamine derivatives when included in a textile finish composition as a softener, the diamine derivatives must be provided in greater concentration than the minimum necessary to accomplish corrosion resistance. A satisfactory range of concentration for this purpose is total weight of the composition.
- Example 1 Thirteen parts of glycerol trioleate, 2 parts of soya ethyl morpholinium ethosulfate, 2 parts. of Ethoduomeen T/l3 and 68 parts of Textiline 85 (a highly refined low viscosity mineral oil) were mixed together to form a solution. This solution was applied to a continuously mov' ing acetate yarn in an amount about 3 percent of the weight of the yarn by a conventional roll applicator cover which the yarn passed. Parts of textile machinery in which the yarn was subsequently processed showed no tendency to corrode during two weeksof continuous service in contact with yarn treated with the finish composition of this example. The treated yarn exhibited good softness and hand, was nonelectrostatic, and was amply lubricated for passage through machinery. It processed satisfactorily with coning, twisting and knitting machinery.
- Example 2 A 25 percent solution of an ethylene oxide adduct of coconut oil-propylene diamine (Ethoduomeen C/ 13) in white mineral oil (Textiline was prepared and applied continuously to acetate yarn by means of a roll applicator as it issued in an amount about 3 percent of the weight of the yarn in the form of continuous filaments from a conventional cellulose acetate dry spinner. The yarn was coned, and then cones thereof were subsequently fed into a loom and formed into fabric. The yarn carrying finish solution had excellent softness and lubricity with respect to the machinery. The yarn and the resulting fabric were tested at various. points within the loom by an electrostatic voltmeter and found to have neglible electrical chargethereon. The finish composition was readily stripped from either the yarn or the fabric with plain water.
- Ekampleiit A yarn finish composition or celluloseacetateyarn was preparedby mixing 2 parts of cetyl'ethyl morpholiniurn ethosulfate. (antistatic agent), 12 parts Ethoduomeen T/ 13 (an-ethylene oxide adduct of fatty alkyl propylene diamine), and 86 parts of white mineral oil. This ethosulfate. is normally insoluble in the mineral oil.
- the ingredient, Ethoduomeen functions as a coupler orv agent for dispersing the antistatic agent within the oil.
- the resulting solution was applied as described in previous examples to a running acetate yarn. After, two monthsof continuous processing of yarn treatedwith this finish.solution, machinery handling such yarn was found to be freefrom corrosion.
- the yarn was characterizedv by extremely low fiber-tofiber friction as indicated to the hand by a high degree of softness.”
- the finish. solution carried by. the yarn or fabric made therefrom was readily self-emulsifiable and could be removed readily by water without the aid of detergents, soaps, etc.
- Example' 4 cellulose acetate yarn prior to packaging in. the usual
- Example 5 A solution adapted for finishing cellulose acetate yarn was prepared by mixing together 2 parts of dodecyl trimethyl ammonium chlorid 2 parts of Ethoduomeen C/ 13, 12 parts of glycerol trioleate, and 84 parts of mineral oil. This solution was applied by a roll applicator to continuously running acetate yarn and passed into a twisting and coning machine. The yarn had excellent softness and was nonstatic during passage over the machine. No indication of corrosion of machinery parts was observed as a result of handling the yarn.
- ethylene oxide adduct of a fatty alkyl propylene diamine for suppressing corrosiveness which would otherwise result from other ingredients normally included in oil base textile finishes.
- Some of these adducts function effectively in other respects.
- the product characterized by fatty alkyl' radicals derived from tallow (Ethoduomeen T/13) functions also as a softener for cellulose acetate fiber with good antistatic properties, and renders the finish composition as a whole self-emulsifiable.
- Other fatty acid adducts in which the fatty chain is shorter than the tallow fatty acids. function equally effective as corrosion inhibitors and somewhat less effective as fiber softeners, but provide good self-emulsification of the finish solution in which they are incorporated. All of such adducts appear to suppress the accumulation of static charges on cellulose acetate fibrous material.
- a substantially anhydrous noncorrosive mineral oil base finish composition for lubricating cellulose acetate textile fibers containing at least 0.5 percent of an ethylene oxide adduct of a hydrocarbon alkylene diamine of which the alkylene component has a carbon chain length of from 2 to 4, said hydrocarbon radical being selected from the group consisting of an aliphatic hydrocarbon radical having 8 to 18 carbon atoms and mixtures of the same, said hydrocarbon radical being attached to one of the nitrogen atoms, and oxyethylene radicals are attached to each nitrogen atom, each of said oxyethylene radicals comprising at least one oxyethylene group.
- a substantially anhydrous noncorrosive mineral oil base finish composition for lubricating cellulose acetate textile fibers containing from about 0.5 to about 25 percent by weight of a substance having the general formula wherein R is a hydrocarbon radical selected from the group consisting of an aliphatic hydrocarbon radical of from 8 to 18 carbon atoms and mixtures of the same, x is from 1 to 3, and y is from 2 to 4.
- a mineral oil base composition of claim 2 in which is present a normally oil-insoluble antistatic material comprising an organic quaternary ammonium compound in an amount sufficient to impart anti-static properties to said composition.
- composition of claim 3 wherein the antistatic material is selected from the group consisting of hydroxyethyloleyl ethyl glyoxalidinium ethosulfate, soya ethyl morpholinium ethosulfate, soya methyl morpholinium methosulfate, cetyl ethyl morpholinium ethosulfate, cetyl methyl morpholinium methosulfate, dodecyl trimethyl ammonium chloride, and stearyl diethyl methyl ethosulfate.
- R is a hydrocarbon radical selected from the group consisting of an aliphatic hydrocarbon radical having 8 to 18 carbon atoms and mixtures of the same and x is a number from 1 to 3.
- hydrocarbon radical is derived from the corresponding to said oil base composition, and 0.5 to 25% of a subwherein R is .a hydrocarbon radical selected from the group consisting of lauryl, tridecyl myristyl, pentadecyl,
- a method of treating cellulose acetate textile fibers comprising applying to said textile fibers a substantially anhydrous composition comprising a refined mineral oil containing 0.2 to 25 of an ethylene oxide adduct of a hydrocarbou-alkylene diamine, the alkylene component of which having a carbon chain length of from 2 to 4, said hydrocarbon radical being selected from the group consisting of an aliphatic hydrocarbon radical having 8 to 18 carbon atoms and mixtures of the same and the degree of polymerization of the ethylene oxide in each oxyethylene radical varying from 1 to 3.
- a method of treating cellulose acetate textile fibers comprising applying to said textile fibers, in a substantially anhydrous state, a substantially anhydrous composition comprisnig a white mineral oil containing a normally water-soluble oil-insoluble antistatic agent comprising an organic quaternary ammonium compound in an amount sufiicient to impart anti-static properties to said oil base composition and from 0.5 to 25% of an ethylene oxide adduct of a hydrocarbon-propylene diamine wherein said hydrocarbon radical is selected from the group consisting of an aliphatic hydrocarbon radical having 8 to 18 carbon atoms, a mixture of aliphatic hydrocarbon radicals having 8-18 carbon atoms and a mixture of aliphatic hydrocarbon radicals having 14 to 18 carbon atoms and is connected to one nitrogen atom, and wherein ethylene oxide radicals varying in their degree of polymerization from 1 to 3 are attached to each nitrogen atom.
- said aliphatic hydrocarbon radical is selected from the group consisting of lauryl, tridecyl, myristyl, pentadecyl, palmityl, stearyl, cetyl and oleyl radicals and mixtures of the same. 7
- said aliphatic hydrocarbon radical is derived from the fatty components of coconut oil and contains a-mixture of aliphatic hydrocarbon radicals containing 8 to 18 carbons.
- a method as defined in claim 10 wherein said aliphatic hydrocarbon radical is derived from the fatty components of tallow and contains a mixture of aliphatic hydrocarbon radicals containing 14 to 18 carbon atoms.
- An-article comprising cellulose acetate textile fibers which are non-corrosive with respect to metals, said fibers carrying thereon a substantially anhydrous composition
- a white mineral oil having dissolved therein 0.5 to 25 percent of an ethylene oxide adduct of a hydrocarbon alkylene diamine of which the alkylene component has a carbon chain length of from 2 to 4, said hydrocarbon radical being selected from the group consisting of an aliphatic hydrocarbon radical having 8 to 18 carbon atoms and mixtures of the same, said hydrocarbon radical being attached to one of the nitrogen atoms, and oxyethylene radicals are attached to each nitrogen atom of said diamine, each of said radicals comprising at least one oxyethylene group.
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US551206A US2857330A (en) | 1955-12-06 | 1955-12-06 | Anhydrous textile finishes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US551206A US2857330A (en) | 1955-12-06 | 1955-12-06 | Anhydrous textile finishes |
Publications (1)
Publication Number | Publication Date |
---|---|
US2857330A true US2857330A (en) | 1958-10-21 |
Family
ID=24200290
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US551206A Expired - Lifetime US2857330A (en) | 1955-12-06 | 1955-12-06 | Anhydrous textile finishes |
Country Status (1)
Country | Link |
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US (1) | US2857330A (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3006716A (en) * | 1958-12-17 | 1961-10-31 | Nalco Chemical Co | Corrosion prevention with polyaminecarboxylic acid product in black liquor evaporation process |
US3062743A (en) * | 1959-10-30 | 1962-11-06 | Pure Oil Co | Extreme pressure lubricant additive and lubricant composition |
US3080259A (en) * | 1957-12-09 | 1963-03-05 | Deering Milliken Res Corp | Methods for processing textile materials |
US3092475A (en) * | 1958-12-22 | 1963-06-04 | Sinclair Research Inc | Fuel composition |
US3125517A (en) * | 1964-03-17 | Chzchzoh | ||
US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
US3178366A (en) * | 1962-05-28 | 1965-04-13 | Armour & Co | Treating compositions for softening fibers |
US3257233A (en) * | 1963-04-08 | 1966-06-21 | Gen Mills Inc | Textile fabric treated with ditertiary amine obtained from a secondary amine and polyoxyethylene glycol and the quaternary obtained therefrom |
US3493504A (en) * | 1966-06-27 | 1970-02-03 | Emery Industries Inc | Fiber lubricant |
US4129506A (en) * | 1975-09-04 | 1978-12-12 | Hoechst Aktiengesellschaft | Fabric softeners |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2340881A (en) * | 1939-08-22 | 1944-02-08 | Nat Oil Prod Co | Composition for lubricating and softening textile fibers |
US2681354A (en) * | 1950-09-02 | 1954-06-15 | Nopco Chem Co | Condensation of ethylene oxide with amino substituted amides |
US2695314A (en) * | 1951-08-25 | 1954-11-23 | Monsanto Chemicals | Hydroxyethylated-n-keryl alkylenediamines |
US2736658A (en) * | 1952-07-23 | 1956-02-28 | Armour & Co | Method of protecting metal surfaces from corrosion and corrosion inhibitor compositions |
-
1955
- 1955-12-06 US US551206A patent/US2857330A/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2340881A (en) * | 1939-08-22 | 1944-02-08 | Nat Oil Prod Co | Composition for lubricating and softening textile fibers |
US2681354A (en) * | 1950-09-02 | 1954-06-15 | Nopco Chem Co | Condensation of ethylene oxide with amino substituted amides |
US2695314A (en) * | 1951-08-25 | 1954-11-23 | Monsanto Chemicals | Hydroxyethylated-n-keryl alkylenediamines |
US2736658A (en) * | 1952-07-23 | 1956-02-28 | Armour & Co | Method of protecting metal surfaces from corrosion and corrosion inhibitor compositions |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3125517A (en) * | 1964-03-17 | Chzchzoh | ||
US3080259A (en) * | 1957-12-09 | 1963-03-05 | Deering Milliken Res Corp | Methods for processing textile materials |
US3006716A (en) * | 1958-12-17 | 1961-10-31 | Nalco Chemical Co | Corrosion prevention with polyaminecarboxylic acid product in black liquor evaporation process |
US3092475A (en) * | 1958-12-22 | 1963-06-04 | Sinclair Research Inc | Fuel composition |
US3062743A (en) * | 1959-10-30 | 1962-11-06 | Pure Oil Co | Extreme pressure lubricant additive and lubricant composition |
US3154489A (en) * | 1960-07-18 | 1964-10-27 | Armour & Co | Surface active compositions |
US3178366A (en) * | 1962-05-28 | 1965-04-13 | Armour & Co | Treating compositions for softening fibers |
US3257233A (en) * | 1963-04-08 | 1966-06-21 | Gen Mills Inc | Textile fabric treated with ditertiary amine obtained from a secondary amine and polyoxyethylene glycol and the quaternary obtained therefrom |
US3493504A (en) * | 1966-06-27 | 1970-02-03 | Emery Industries Inc | Fiber lubricant |
US4129506A (en) * | 1975-09-04 | 1978-12-12 | Hoechst Aktiengesellschaft | Fabric softeners |
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Owner name: KELLOGG CREDIT CORPORATION A DE CORP. Free format text: AGREEMENT WHEREBY SAID HELLER AND RAYONIER RELEASES ALL MORTGAGES AND SECURITY INTERESTS HELD BY AVTEX ON APRIL 28, 1978, AND JAN. 11, 1979, RESPECTIVELY AND ASSIGNS ITS ENTIRE INTEREST IN SAID MORT-AGAGE AGREEMENT TO ASSIGNEE;ASSIGNORS:WALTER E. HELLER & COMPANY, INC. A NY CORP.;ITT RAYONIER INCORPORATED, A DE CORP.;AVTEX FIBERS INC., A NY CORP.;REEL/FRAME:003959/0350 Effective date: 19800326 Owner name: WALTER E. HELLER & COMPANY, INC., A CORP. OF DEL. Free format text: AGREEMENT WHEREBY AETNA RELEASES AVTEX FROM ALL MORTAGES AND SECURITY INTERESTS IN SAID INVENTIONS AS OF JANUARY 11,1979, AND ASSIGNS TO ASSIGNEE THE ENTIRE INTEREST IN SAID MORTAGE AGREEMENT TO ASSIGNEE;ASSIGNORS:AETNA BUSINESS CREDIT, INC., A CORP. OF N.Y.;AVTEX FIBERS, INC, A CORP. OF NY;KELLOGG CREDIT CORP., A CORP. OF DEL.;REEL/FRAME:003959/0250 Effective date: 19800326 Owner name: WESTERN AND SOUTHERN LIFE INSURANCE COMPANY THE C/ Free format text: AS SECURITY FOR INDEBTEDNESS RECITED ASSIGNOR GRANTS , BARGAINS, MORTGAGES, PLEDGES, SELLS AND CREATES A SECURITY INTEREST WITH A LIEN UNDER SAID PATENTS, SUBJECT TO CONDITIONS RECITED.;ASSIGNOR:AVTEX FIBERS INC. A NY CORP.;REEL/FRAME:003959/0219 Effective date: 19810301 Owner name: JOHN HANCOCK MUTUAL LIFE INSURANCE COMPANY JOHN HA Free format text: AS SECURITY FOR INDEBTEDNESS RECITED ASSIGNOR GRANTS , BARGAINS, MORTGAGES, PLEDGES, SELLS AND CREATES A SECURITY INTEREST WITH A LIEN UNDER SAID PATENTS, SUBJECT TO CONDITIONS RECITED.;ASSIGNOR:AVTEX FIBERS INC. A NY CORP.;REEL/FRAME:003959/0219 Effective date: 19810301 Owner name: BALBOA INSURANCE COMPANY C/O THE PAUL REVERE EQUIT Free format text: AS SECURITY FOR INDEBTEDNESS RECITED ASSIGNOR GRANTS , BARGAINS, MORTGAGES, PLEDGES, SELLS AND CREATES A SECURITY INTEREST WITH A LIEN UNDER SAID PATENTS, SUBJECT TO CONDITIONS RECITED.;ASSIGNOR:AVTEX FIBERS INC. A NY CORP.;REEL/FRAME:003959/0219 Effective date: 19810301 Owner name: PAUL REVERE LIFE INSURANCE COMPANY THE C/O THE PAU Free format text: AS SECURITY FOR INDEBTEDNESS RECITED ASSIGNOR GRANTS , BARGAINS, MORTGAGES, PLEDGES, SELLS AND CREATES A SECURITY INTEREST WITH A LIEN UNDER SAID PATENTS, SUBJECT TO CONDITIONS RECITED.;ASSIGNOR:AVTEX FIBERS INC. A NY CORP.;REEL/FRAME:003959/0219 Effective date: 19810301 Owner name: PROVIDENT ALLIANCE LIFE INSURANCE COMPANY C/O THE Free format text: AS SECURITY FOR INDEBTEDNESS RECITED ASSIGNOR GRANTS , BARGAINS, MORTGAGES, PLEDGES, SELLS AND CREATES A SECURITY INTEREST WITH A LIEN UNDER SAID PATENTS, SUBJECT TO CONDITIONS RECITED.;ASSIGNOR:AVTEX FIBERS INC. A NY CORP.;REEL/FRAME:003959/0219 Effective date: 19810301 Owner name: NEW ENGLAND MUTUAL LIFE INSURANCE COMPANY 501 BOYL Free format text: AS SECURITY FOR INDEBTEDNESS RECITED ASSIGNOR GRANTS , BARGAINS, MORTGAGES, PLEDGES, SELLS AND CREATES A SECURITY INTEREST WITH A LIEN UNDER SAID PATENTS, SUBJECT TO CONDITIONS RECITED.;ASSIGNOR:AVTEX FIBERS INC. A NY CORP.;REEL/FRAME:003959/0219 Effective date: 19810301 |