WO2002092902A1 - Agent de traitement de fibres, procede de fabrication d'agents antibacteriens pour fibres et procede de fabrication de fibres antibacteriennes - Google Patents

Agent de traitement de fibres, procede de fabrication d'agents antibacteriens pour fibres et procede de fabrication de fibres antibacteriennes Download PDF

Info

Publication number
WO2002092902A1
WO2002092902A1 PCT/JP2002/004725 JP0204725W WO02092902A1 WO 2002092902 A1 WO2002092902 A1 WO 2002092902A1 JP 0204725 W JP0204725 W JP 0204725W WO 02092902 A1 WO02092902 A1 WO 02092902A1
Authority
WO
WIPO (PCT)
Prior art keywords
fiber
antibacterial
treating agent
heat treatment
amino
Prior art date
Application number
PCT/JP2002/004725
Other languages
English (en)
Japanese (ja)
Inventor
Masahiko Kurauchi
Kiyonori Furuta
Hiroyuki Sato
Original Assignee
Ajinomoto Co., Inc.
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 Ajinomoto Co., Inc. filed Critical Ajinomoto Co., Inc.
Publication of WO2002092902A1 publication Critical patent/WO2002092902A1/fr

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
    • 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
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/418—Cyclic amides, e.g. lactams; Amides of oxalic acid
    • 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
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic

Definitions

  • Fiber treatment agent antibacterial processing method of fiber, manufacturing method of antibacterial fiber
  • the present invention relates to a fiber treating agent, an antibacterial processing method for fibers using the same, and a method for producing antibacterial fibers.
  • antibacterial agents include inorganic antibacterial agents typified by silver, natural antibacterial agents typified by chitosan, and organic antibacterial agents typified by silicon-based quaternary ammonium. Basic knowledge of antibacterial that anyone can understand ”Published by Techno System Co., Ltd., pl97 to l99) 0
  • organic antibacterial agents such as silicon-based quaternary ammonium can make fibers antibacterial by chemical bonding to the fibers in post-processing, but it is said that many manufacturing processes are required to obtain such antibacterial agents. There was a problem. Disclosure of the invention
  • the present invention solves the above-mentioned problems, can provide antibacterial properties by post-processing, and has a high washing durability. In addition to providing a high fiber treatment agent, it also provides an antibacterial processing method for fibers using the same and a method for producing antibacterial fibers.
  • the present inventors have found that the above problems can be solved by using a fiber treating agent having a specific structure, and have completed the present invention.
  • the present invention relates to a fiber treating agent containing a lactam represented by the general formula (I).
  • R is a hydrogen atom or a nitrogen-containing substituent represented by the general formula ( ⁇ ) or (m), and n is an integer of L to 6.
  • RR 2 and R 3 each independently represent a hydrogen atom or an alkyl group having 1 to 18 carbon atoms.
  • the present invention relates to an antibacterial processing method for fibers, which comprises contacting a fiber-treating agent containing a lactam represented by the general formula (I) with the fiber and heat-treating the fiber.
  • the present invention relates to a method for producing an antibacterial fiber, which comprises contacting a fiber treatment agent containing a lactam represented by the general formula (I) with a fiber and subjecting the fiber to a heat treatment.
  • the present invention relates to a fiber obtained by bringing a fiber-treating agent containing a lactam represented by the general formula (I) into contact with a fiber and subjecting the fiber to a heat treatment.
  • the lactam used in the present invention is represented by the general formula (I), and the alkyl group having 1 to 18 carbon atoms represented by I 1 , R 2 and R 3 includes a methyl group and an ethyl group.
  • lactams used in the present invention include monobutyrolactam, ⁇ -valerolactam, ⁇ -prolactam, ⁇ -amino_ ⁇ -butyrolactam, c3 ⁇ 4-amino- ⁇ -valerolactam, ⁇ -amino- ⁇ -caprolactam, ⁇ - Trimethylinoammonio- ⁇ -valerolactam, ⁇ -trimethylammonio- ⁇ - caprolactam, etc., among which ⁇ -amino- ⁇ -butyrolactam, ⁇ -amino- ⁇ -.
  • Amino- ⁇ -caprolactam ⁇ -trimethylammonio- ⁇ -valerolactam, ⁇ -trimethinoleammo- ⁇ , etc.
  • Those having a nitrogen-containing substituent such as prolactam are preferred; 0; -amino- ⁇ -force Prolactam is most preferred.
  • Ratatum used in the present invention can be obtained by cyclizing a raw material ⁇ -amino acid alkyl ester by heating in a suitable solvent such as toluene or ethylene glycol dimethyl ether or without a solvent.
  • the fiber treating agent of the present invention is usually used as a solution in which lactam is dissolved or dispersed in water or a solvent such as lower alcohol.
  • an emulsifier or the like may be further added to use as an emulsion.
  • the fiber treating agent of the present invention may contain additives in addition to the above, as long as the effects of the present invention are not impaired.
  • the fiber treating agent of the present invention can be applied to any of natural fibers and synthetic fibers as long as it has a hydroxyl group or an amino group in its molecular structure. It is considered that the use for fibers containing high cellulose is most useful. Prior to the treatment, these fibers may be pretreated with an alkali or the like, if necessary. Examples of the form of the fiber include raw cotton and raw yarn, raw cloth, and sewn product. The processing of the present invention can be performed at any of these stages.
  • the method for using the fiber treating agent of the present invention, the method for antibacterial processing of the fiber of the present invention, or the method for producing the antibacterial fiber of the present invention includes a solution or emulsion containing a lactam.
  • the fiber is brought into contact with the fiber by, for example, immersion or the like, dried appropriately, and then subjected to heat treatment so as to make the fiber antibacterial.
  • heat treatment so as to make the fiber antibacterial.
  • a sugar residue reacts with a lactam to form a strong bond.
  • the fiber treating agent of the present invention it is preferable to process the fiber so that the amount of lactam attached to the fiber is about 0.01 to 10% by weight.
  • the fiber treating agent of the present invention is diluted with an organic solvent or water as required, brought into contact with the fiber by dipping, spraying, or the like, dried as appropriate, and then subjected to heat treatment.
  • the method is massaged.
  • the heat treatment is performed at a heating temperature of 100 to 250 ° C., preferably 140 to 200 ° C., and a heating time of 1 second to 60 minutes, preferably 10 seconds to 10 minutes.
  • the apparatus used for the heat treatment is not particularly limited, but a roller-type heating dryer, a patch-type hot-air furnace, a continuous-type hot-air heating furnace, an infrared heating furnace, or the like can be used. Since the fiber processed by the fiber treating agent of the present invention has a basic group derived from lactam, the final product is converted into a salt form by the action of some acid during the reaction or post-treatment step. And the type of salt used can be limited to acids.
  • the acid examples include an organic acid such as acetic acid, lactic acid, malic acid, tartaric acid, succinic acid, taenoic acid, benzoic acid, pyrrolidone carboxylic acid, and phytic acid, or an inorganic acid such as hydrochloric acid, sulfuric acid, and phosphoric acid, or Lewis. Acids. BEST MODE FOR CARRYING OUT THE INVENTION
  • a fiber treatment agent was produced by dissolving 1.13 g of commercially available (manufactured by Tokyo Chemical Industry) ⁇ -caprolactam in 8 ml of methanol.
  • Example 1 After the fiber treatment agent total amount created cotton fabric 1 6 0 mmX 1 7 Omm ( 5 g) (1. 84 g / / dm 2) in Example 1 was uniformly penetrated into the cotton fabric, 2 0 Air dried for minutes. This was heat-treated at 140 for 20 minutes, washed with water, and further washed with 5% aqueous sodium bicarbonate and rinsed with water three times, and repeatedly with 10% aqueous citric acid solution and rinsed with water three times. J AF ET Washed with standard detergent solution for home washing machine, rinsed with water, and air-dried. ⁇ Example 4: Antibacterial treatment of cotton fiber>
  • a cotton fabric (1.84 gdm 2 ) of 320 mm ⁇ 170 mm (10 g) was immersed in a 10% aqueous sodium hydroxide solution, drained at a squeezing rate of 100%, and air-dried overnight. . This is washed with water, followed by washing with a 5% sodium bicarbonate solution and rinsing with water three times, washing with a 10% aqueous solution of citric acid and rinsing with water three times, and finally washing with a standard detergent solution for J AFET household washing machines. Rinse with water and air dry.
  • test specimen was inoculated with a fixed amount (approximately 2 ⁇ 10 4 ) of bacteria suspended in Nutrient Broth medium, cultured at 37 ° C for 18 hours, and the viable cell count of each was measured. did. The average value of the viable cell count of three pieces was determined for each sample, and the bacteriostatic and bactericidal activity values were calculated according to the following formula.
  • Bacteriostatic activity -log (number of bacteria after cultivation of standard cloth) 1 log (number of bacteria after cultivation of test cloth)
  • Bactericidal activity value log (number of bacteria immediately after inoculation of standard cloth) 1 log (number of bacteria after culture of test cloth)
  • Table 1 shows the antibacterial activity test results of the samples prepared in Example 3, Example 4, and Comparative Example 1.
  • the antibacterial property can be provided by post-processing and the fiber treatment agent with high washing durability, the antibacterial processing method of the fiber using this treatment agent, and the manufacturing method of an antibacterial fiber can be obtained.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Agent de traitement de fibres contenant un lactame et procédé de fabrication d'agents antibactériens pour fibres au moyen de l'agent de traitement de fibres. Les exemples de lactame comprennent le δ-valérolactame, ε-caprolactame, α-amino-δ-valérolactame et α-amino-ε-caprolactame. L'agent de traitement de fibres peut conférer aux fibres des propriétés antibactériennes pendant un traitement post-processus; il présente une résistance élevée au lavage.
PCT/JP2002/004725 2001-05-17 2002-05-16 Agent de traitement de fibres, procede de fabrication d'agents antibacteriens pour fibres et procede de fabrication de fibres antibacteriennes WO2002092902A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2001-147643 2001-05-17
JP2001147643A JP2002338409A (ja) 2001-05-17 2001-05-17 繊維処理剤、繊維の抗菌加工方法、抗菌繊維の製造方法

Publications (1)

Publication Number Publication Date
WO2002092902A1 true WO2002092902A1 (fr) 2002-11-21

Family

ID=18993093

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2002/004725 WO2002092902A1 (fr) 2001-05-17 2002-05-16 Agent de traitement de fibres, procede de fabrication d'agents antibacteriens pour fibres et procede de fabrication de fibres antibacteriennes

Country Status (2)

Country Link
JP (1) JP2002338409A (fr)
WO (1) WO2002092902A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020053105A1 (fr) * 2018-09-14 2020-03-19 Unilever Plc Textile recouvert de lactame
US11884901B2 (en) 2018-09-14 2024-01-30 Conopco, Inc. Mousse composition

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1058521A (en) * 1964-07-13 1967-02-15 Agripat Sa New amino azacycloheptanones and process for their production
JPS4969830A (fr) * 1972-11-09 1974-07-05
JPS6089475A (ja) * 1983-10-21 1985-05-20 Toray Ind Inc 第四級アンモニウム塩および殺菌剤
JPH03260171A (ja) * 1990-03-05 1991-11-20 Senka Kk 繊維の抗菌加工方法
EP0908553A2 (fr) * 1997-10-13 1999-04-14 Ciba SC Holding AG Procédé de traitement des textiles avec des agents bactéricides

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1058521A (en) * 1964-07-13 1967-02-15 Agripat Sa New amino azacycloheptanones and process for their production
JPS4969830A (fr) * 1972-11-09 1974-07-05
JPS6089475A (ja) * 1983-10-21 1985-05-20 Toray Ind Inc 第四級アンモニウム塩および殺菌剤
JPH03260171A (ja) * 1990-03-05 1991-11-20 Senka Kk 繊維の抗菌加工方法
EP0908553A2 (fr) * 1997-10-13 1999-04-14 Ciba SC Holding AG Procédé de traitement des textiles avec des agents bactéricides

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020053105A1 (fr) * 2018-09-14 2020-03-19 Unilever Plc Textile recouvert de lactame
CN112739868A (zh) * 2018-09-14 2021-04-30 联合利华知识产权控股有限公司 内酰胺涂覆织物
US11884901B2 (en) 2018-09-14 2024-01-30 Conopco, Inc. Mousse composition

Also Published As

Publication number Publication date
JP2002338409A (ja) 2002-11-27

Similar Documents

Publication Publication Date Title
US6368361B1 (en) Manufacturing process of antibacterial fiber
CN103147288B (zh) 一种基于三聚氯氰的卤胺类抗菌材料的制备方法
CN108823963B (zh) 一种汉麻抗菌纤维材料制备方法
JP2003505617A (ja) 有害な臭気および皮膚刺激効果の低い抗菌性を有する繊維基材
CN109295711B (zh) 一种耐水洗型抗病毒抗菌纤维的制备方法及纤维制品
CN112575583A (zh) 一种聚合胍接枝改性的耐久安全抗菌棉织物及其整理方法
JPH0610272A (ja) 織物仕上加工剤
US20110151131A1 (en) Bacteriostatically Treating Method
CN106906658B (zh) 卤胺接枝天然纤维纺织品及其制备方法与应用
WO2002092902A1 (fr) Agent de traitement de fibres, procede de fabrication d'agents antibacteriens pour fibres et procede de fabrication de fibres antibacteriennes
CN103061125A (zh) 一种含有反应性官能团的卤胺类抗菌剂及其制备方法和应用
JP4279576B2 (ja) 抗菌性天然繊維および布帛並びにその製造方法
CN113638226A (zh) 一种抗菌纤维的整理方法及其纤维和纺织物
CN108893993A (zh) 一种生物改性抗菌棉纤维及其制备方法
CN111235883B (zh) 一种抗皱改性棉纤维及其制备方法
CN109183410B (zh) 一种汉麻抗菌纤维材料及其应用
JPH0316423B2 (fr)
CN110373896B (zh) 一种儿童用毛巾的抗菌整理工艺
US20020123281A1 (en) Regenerable antimicrobial animal fiber materials
JP3509828B2 (ja) 抗菌防臭撥水織物の製造方法
JP2003310721A (ja) 竹繊維製抗菌性布帛
WO2002027093A1 (fr) Agents auxiliaires pour textiles
CN116770586A (zh) 一种抗菌改性锦纶纤维的制备方法
US2938815A (en) Process for making cellulose materials rotproof
JPH10168757A (ja) 繊維製品の抗菌性能付与方法

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): CN KR US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE TR

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
122 Ep: pct application non-entry in european phase