US2289275A - Process of waterproofing textiles - Google Patents

Process of waterproofing textiles Download PDF

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Publication number
US2289275A
US2289275A US264176A US26417639A US2289275A US 2289275 A US2289275 A US 2289275A US 264176 A US264176 A US 264176A US 26417639 A US26417639 A US 26417639A US 2289275 A US2289275 A US 2289275A
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US
United States
Prior art keywords
acid
per cent
grams
betaine
water
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
US264176A
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English (en)
Inventor
Orthner Ludwig
Balle Gerhard
Rosenbach Johann
Bonstedt Kurt
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.)
GAF Chemicals Corp
Original Assignee
General Aniline and Film Corp
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 General Aniline and Film Corp filed Critical General Aniline and Film Corp
Application granted granted Critical
Publication of US2289275A publication Critical patent/US2289275A/en
Anticipated expiration legal-status Critical
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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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/325—Amines
    • D06M13/342—Amino-carboxylic acids; Betaines; Aminosulfonic acids; Sulfo-betaines
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01S—RADIO DIRECTION-FINDING; RADIO NAVIGATION; DETERMINING DISTANCE OR VELOCITY BY USE OF RADIO WAVES; LOCATING OR PRESENCE-DETECTING BY USE OF THE REFLECTION OR RERADIATION OF RADIO WAVES; ANALOGOUS ARRANGEMENTS USING OTHER WAVES
    • G01S1/00—Beacons or beacon systems transmitting signals having a characteristic or characteristics capable of being detected by non-directional receivers and defining directions, positions, or position lines fixed relatively to the beacon transmitters; Receivers co-operating therewith
    • G01S1/02—Beacons or beacon systems transmitting signals having a characteristic or characteristics capable of being detected by non-directional receivers and defining directions, positions, or position lines fixed relatively to the beacon transmitters; Receivers co-operating therewith using radio waves

Definitions

  • the present invention relates to water-proof textile material and to a process of preparing'it. e have found that natural or artificial fibrous materials of animal or vegetable origin as well as products made therefrom may be rendered water-repellent by treating them with a solution vor a dispersion of a condensation product of b'etaine-like structure substituted .at the betain nitrogen by the group and subjecting the material thus impregated to a heat treatment between 80 C. and 150 C.
  • R means a hydrocarbon radical with at least 12 carbon atoms which may.
  • An alternative method of manufacturing waterrepellent textile materials by means of the condensation products of betaine-like constitution here in question consists in adding oneof the condensation products of betaine-like constitution above described to the spinning solution whichis to serve as the making artificial threads.
  • the compounds which are to be used in the process may be preparedas described in our copending application Serial No. 261,760, Patent No. 2,217,846.
  • Compounds suitable for treating the fibrous materials are, for instance, condensation products of betaine-like structure prepared from aminocarboxylieacids disubstituted atthe nitrogen atom and for instance the following halogen methyl compounds: dodecyl chloromethyl ether, octadecyl chloromethyl ether, dodecyl bromomethyl ether, octylcyclo hexyl chloromethyl ether, the chloromethyl ethers of i iso-octylphenol-monoglycol ether, dodecyldiglycol ether, dodecylhydroxy ethyl sulfide, montanalcohol, abietinol and di-hydro'abietinol. are, likewise, suitable sation products from thio-ethers such as
  • amino-carboxylic acids having tertiary nitrogen whose products of reaction withthe above mentioned compounds are suitable for' rendering textiles water-repellent, there may be mentioned, for instance, dimethylamino-acetic acid, dibutylamino-acetic acid, piperidino-acetic acid, morpholino-acetic acid, al'pha-dimethyl-l amino-prop-ionic butyrlc acid.
  • the textile material is impregnated .with a solution or dispersion of the condensation prodacid and gamma-diethylaminoas water-proofing agent, the excess of the solution is removed by squeezing or centrifuging andthe material thus treated is then exposed for some time to a temperature of 80 C. to 150 C.-
  • the degree of temperature necessary for obtaining a of the waterproofing agent used may be advantageous first to dry the 1mpregnated material at low temperature and then to heat to a higher temperature.
  • the textile material may be treated with the acid agents also before or after the im- Dregnation proper.
  • the condensation products of betaine-like, structure may also be used in admixturewith other water-proofing agents, for instance, with the methylol-amides of acids of high molecular weight, isocyanates of high molecular weight or v the addition products of halogen methylethers or halogen methylamides of high molecular weight with tertiary bases. Furthermore, it is possible to enhance the waterproofing effect of the condensation products used in the present invention There.
  • the treatment may also be combined with other processes, for instance, by adding to the above described baths softening agents, delustering agents, agents known to enhance resistance to creasing, filling and dressing agents and other agents usually applied in the of textiles.
  • Loose viscose artificial silk fibre is im-- short time with an aqueous solution of 1 per cent strength of the product obtained by saponification of the condensation alpha-dimethyl-amino-propionic dodecyl chloromethyl ether. After centrifuging, the textile material is C. and then heated for 1 product from hourat 130 C.
  • a mixed fabric wool and artificial silk made from equal parts of staple fibre is treated for A minutes with an aqueous solution containing per litre 20 grams of the betaine on, on; 0111115. 5 CHI-N10111:. o o o and 8 grams of lactic acid. The material is then C.
  • Artificial silk fabric is impregnated for a short time with an aqueous dispersion of l per cent strength of a mixture consisting of equal parts of octadecyloxybetaine (cf. Example 1) and stearic acid methylolamide. The material is then squeezed and heated for /2 hour at 135 C.
  • A'fabric from viscose staple fiber is impregnated on the foulard with carbon tetrachloride containing per litre 10 grams of an in-- terpolymerization product from maleic acid anhydride and vinyloctadecyi ether in the dissolved state.
  • the fabric is then further impregnated, likewise on the foulard, in a second bath containing per litre of water 20 grams of octadecyloxybetaine of the formula:
  • a fabric which is very water-repellent, even being resistant to a boiling soap-treatment.
  • a fabric prepared from viscose artificial silk and artificial silk staple fiber made according to the viscose process is treated for a short time at 50 C. to 60 C. with an aqueous solution containing per litre 10 grams of octadecyloxybetaine and'6 cc. of lactic acidof '75 per cent strength. The material is then squeezed, predried for 1 hour at 60 C. and then heated for 20 minutes at 140 C. 4
  • Cotton fabric is impregnated with an aqueous solution heated to 60 C. containing per litre 6 cc. of lactic acid of '75 per cent strength and 10 grams of the betaine of the following constitution V he material is then centrifuged, pre-dried at 50 C. and heated for /z hour at 13 5 C. to 140 Cg: CH3 CuHasO-O.CH;.CH.O.CH1.CH.O.CHrliCHaCOO- The material is squeezed and heated for 1 hour at 140 C.

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  • Engineering & Computer Science (AREA)
  • Computer Networks & Wireless Communication (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Radar, Positioning & Navigation (AREA)
  • Remote Sensing (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US264176A 1938-04-02 1939-03-25 Process of waterproofing textiles Expired - Lifetime US2289275A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2289275X 1938-04-02

Publications (1)

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US2289275A true US2289275A (en) 1942-07-07

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US264176A Expired - Lifetime US2289275A (en) 1938-04-02 1939-03-25 Process of waterproofing textiles

Country Status (4)

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US (1) US2289275A (en(2012))
BE (1) BE439231A (en(2012))
FR (1) FR852552A (en(2012))
NL (1) NL55163C (en(2012))

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2805196A (en) * 1952-02-11 1957-09-03 Tno Permselective electrodialysis
US4508860A (en) * 1982-02-25 1985-04-02 Westvaco Corporation Discontinuous fiber pretreatment

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2805196A (en) * 1952-02-11 1957-09-03 Tno Permselective electrodialysis
US4508860A (en) * 1982-02-25 1985-04-02 Westvaco Corporation Discontinuous fiber pretreatment

Also Published As

Publication number Publication date
NL55163C (en(2012))
FR852552A (fr) 1940-02-27
BE439231A (en(2012))

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