WO1999035314A1 - Fibre elastique antistatique de polyurethanne et materiau servant a fabriquer cette fibre - Google Patents
Fibre elastique antistatique de polyurethanne et materiau servant a fabriquer cette fibre Download PDFInfo
- Publication number
- WO1999035314A1 WO1999035314A1 PCT/JP1999/000029 JP9900029W WO9935314A1 WO 1999035314 A1 WO1999035314 A1 WO 1999035314A1 JP 9900029 W JP9900029 W JP 9900029W WO 9935314 A1 WO9935314 A1 WO 9935314A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- weight
- salt
- antistatic
- polyurethane
- raw material
- Prior art date
Links
Classifications
-
- 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
- D01F6/88—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds
- D01F6/94—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polycondensation products as major constituent with other polymers or low-molecular-weight compounds of other polycondensation products
-
- 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
- D01F6/70—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyurethanes
-
- 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
- D01F1/09—Addition of substances to the spinning solution or to the melt for making electroconductive or anti-static filaments
Definitions
- the present invention relates to an antistatic polyurethane fiber and a raw material for producing the same.
- Conventional technology
- Japanese Unexamined Patent Publication (Kokai) No. 7-1666426 discloses an oil agent containing 0.1 to 5% by weight of a metal sulfonic acid salt of a hydrocarbon having 12 to 22 carbon atoms and containing dimethylsiloxane on the yarn surface. The applied elastic yarn is described.
- JP-A-1990-258 discloses that an organic anti-static polyurethane foam is produced by dissolving an organic sulfonate / phosphonium salt in advance in a stock solution for polyurethane production and then conducting a polyurethane production reaction. A method is described.
- Metal sulfonic acid salts of hydrocarbons, metal sulphate salts of hydrocarbons, and metal phosphate salts of hydrocarbons produce inorganic salts as by-products in the production process. If these salts are used in a stock solution of a polymer for producing fibers while containing this inorganic salt, the inorganic salts which do not dissolve in the stock solution of the polymer may cause yarn breakage or jamming during spinning. Therefore, it is necessary to purify the above-mentioned metal sulfonate using an organic solvent such as alcohol in advance. Usually, the metal sulfonic acid salts and the like as described above have high hygroscopicity and therefore contain a trace amount of water.
- an object of the present invention is to provide a raw material containing a hydrocarbon sulfonic acid metal salt or the like for producing an antistatic polyurethane elastic fiber containing a hydrocarbon sulfonic acid metal salt or the like as an antistatic agent. Is to provide.
- Another object of the present invention is to minimize the presence of alcohol or water, which reacts with isocyanate and inhibits the polyurethane formation reaction, when carrying out the polyurethane formation reaction.
- An object of the present invention is to provide a raw material for producing an antistatic polyurethane.
- Still another object of the present invention is to provide a raw material for producing an antistatic polyurethane fiber having a low content of an inorganic salt and containing a metal salt of hydrocarbon sulfonic acid or the like as an antistatic agent.
- Still another object of the present invention is to provide an antistatic polyurethane elastic fiber having sufficient strength and elongation as an elastic fiber.
- the above objects and advantages of the present invention are as follows: first, a sulfonate of a hydrocarbon having 8 to 30 carbon atoms, a sulfate of a hydrocarbon having 8 to 30 carbon atoms, and a 50 at least one salt selected from the group consisting of hydrocarbon phosphates 5 to 95 parts by weight and
- a raw material for producing an antistatic polyurethane elastic fiber comprising a mixture of 95 to 5 parts by weight of raw materials for producing polyurethane elastic fibers other than organic isocyanate (however, the total of both is 100 parts by weight).
- the above-mentioned salt contains 0.1 to 10% by weight and a lubricant 0.1 to 10% by weight and has a strength of 1 g / de or more and an elongation of 400%. This is achieved by the above-mentioned antistatic polyelastic elastic fiber.
- FIG. 1 is an explanatory view of an apparatus for measuring knitting tension.
- the term "raw material” means a raw forest material for producing antistatic polyurethane fiber.
- polyurethane elastic fiber refers to long-chain daricol such as organic diisocyanate, polytetramethylene glycol, and polyesterdiol, and 1,2-propylenediamine, 1,4-butanediol.
- Polypropylene fibers obtained by using a short-chain bifunctional compound or the like as a starting material. Such fibers can be produced by spinning a spinning dope prepared by dissolving polyurethane in a spinning solvent by a method known per se.
- the salt used as the antistatic agent in the raw material of the present invention includes a sulfonate of a hydrocarbon having 8 to 30 carbon atoms, a sulfate of a hydrocarbon having 8 to 30 carbon atoms, and a carbon dioxide having 8 to 50 carbon atoms. It is a phosphate of dashi hydrogen. These can be used alone or in combination of two or more.
- hydrocarbon sulfonate having 8 to 30 carbon atoms examples include alkanesulfonic acid K salt having an average carbon number of 15.5, alkanesulfonic acid Li salt having an average carbon number of 10.5, and dodecylbenzenesulfonic acid N a salt, dibutylnaphthalenesulfonic acid Na salt, toluenesulfonic acid tetrabutylphosphonium salt, toluenesulfonic acid trioctylmethylammonium salt, polyoxetylene lauryl terpropanesulfonic acid Na salt, Nonylphenyl ether propane sulfonic acid K salt and petroleum sulfonic acid Na salt are preferred.
- Examples of the sulfates of hydrocarbons having 8 to 30 carbon atoms include octyl sulfate Na salt, stearyl sulfate K salt, cetyl sulfate tetrabutyl phosphonium salt, polyoxyethylene lauryl ether sulfate Na salt, and polyoxoche.
- Preferable ones include a potassium salt of tylennonylphenyl ether sulfate, a sulfated sulfated oil Li salt and a sulfated methyl ricinoleate Na salt.
- Examples of the phosphate of a hydrocarbon having 6 to 50 carbon atoms include mono, dilauryl phosphate Na salt, monodistearyl phosphate K salt, mono, dipolyoxyethylene lauryl ether phosphate Na salt, And dipolyoxyethylene nonyl phenyl ether phosphate K salt and monodibutyl phosphate Na salt. It is necessary that the antistatic component used in the present invention does not have a group reactive with the organic isocyanate, and a metal salt is preferable in terms of antistatic effect.
- the antistatic agent is contained in the polyurethane elastic fiber in an amount of 0.1 to 10% by weight, preferably 0.3 to 3% by weight. Outside this range, the antistatic effect becomes insufficient or the elongation decreases.
- the inorganic content of the antistatic agent is preferably 0.5% by weight or less, more preferably 0.1% by weight or less. If the inorganic content is too high, it may cause yarn breakage or jam of the spinning pack.
- the raw material of the present invention contains a raw material for producing a polyurethane elastic fiber other than the salt such as the sulfonate and the organic diisocyanate as described above.
- the proportion is preferably 5 to 95 parts by weight of the former salt and 95 to 5 parts by weight of the latter raw material, when the total of them is 100 parts by weight.
- Examples of the latter raw materials for producing polyurethane-based fibers include, for example, long-chain glycols, short-chain bifunctional compounds, spinning solvents, lubricants, antioxidants, and ultraviolet absorbers for polyurethane production. These can be used alone or in combination of two or more. Of these, long chain glycols, spinning solvents and lubricants are preferred.
- long chain glycols for producing polyurethane examples include polytetramethylene glycol, polyester diol, polypropylene glycol and polyethylene glycol. Of these, polytetramethylene glycol and polyester diol are preferred.
- Examples of the short-chain bifunctional compound for producing polyurethane include succinic acid, adipic acid, ethylene glycol, propylene glycol, 1,4-butanediol, hexanediol, hydrazine, 1,2-prepyrene and the like. And amines such as 1,4-petylenediamine, 16hexamethylenediamine and m-xylylenediamine.
- examples of the spinning solvent include dimethylformamide, ⁇ , ⁇ '-dimethylacetamide, ⁇ , ⁇ , ⁇ ', ⁇ '-tetramethylurea, ⁇ -methylpyrrolidone and And dimethyl sulfoxide. Of these, N, N-dimethylformamide and N, N-dimethylacetamide are preferred.
- the lubricant examples include metal salts of saturated higher fatty acids such as stearic acid Mg and the like, modified silicones such as amino-modified silicone, alkyl ether-modified silicone and polyether-modified silicone, and higher fatty acid amides. Of these, modified silicones and bisamides such as ethylene bisstearic acid amide are preferred.
- the antistatic polyurethane elastic fiber of the present invention can be suitably produced by using the above-mentioned material of the present invention. That is, the above-mentioned raw material of the present invention is mixed with raw materials for producing polyurethane elastic fiber other than organic diisocyanate, so that the raw material can be dried by known means, for example, under reduced pressure, before being combined with the organic diisocyanate. Thus, water, alcohol, and the like contained therein can be easily removed to a low level.
- the raw materials according to the invention preferably contain at most 0.5% by weight of water and at most 0.5% by weight of alcohol, more preferably at most 0.1% by weight of water and at most 0. Contains only 1% by weight.
- the raw material of the present invention is treated in the same manner as the corresponding raw material for producing a polyurethane elastic fiber other than organic diisocyanate, thereby producing the polyurethane elastic fiber by a method known per se. can do.
- it contains 0.1 to 10% by weight of the above salt as an antistatic agent and 0.1 to 10% by weight of a lubricant, and has a strength of 1 gZde or more and an elongation of 400%.
- the antistatic polyurethane elastic fiber described above is suitably provided.
- the raw material of the present invention has a low content of water, alcohol or inorganic salt, does not cause a decrease in the degree of polymerization or the formation of oligomers, does not lower the strength and elongation of the fiber,
- the fibers of the present invention are preferably produced without scum problems.
- the antistatic component is dispersed in the raw material in advance, the mixing of the antistatic component in the spinning dope is smooth and uniform, so that the fiber of the present invention has uniform and uniform antistatic properties.
- Monodipolyoxyethylene lauryl ether phosphoric acid was neutralized with a 50% aqueous KOH solution to prepare a 50% polytetramethylene glycol solution.
- This solution was heated to 13 Ot: and water was removed with 70 OmmHg to obtain a polytetramethylene glycol solution of monodipolyoxyethylene lauryl ether phosphate K with 200 ppm of water and 0.05% by weight of inorganic salt (hereinafter referred to as “the solution”).
- the solution a polytetramethylene glycol solution of monodipolyoxyethylene lauryl ether phosphate K with 200 ppm of water and 0.05% by weight of inorganic salt
- additive b N, N-dimethylacetamide
- the spinning dope obtained in this way is supplied to a spinneret having four pores, extruded in hot air and spun at 20 OmZ while evaporating the solvent, and dimethyl silicon 10 cst and mineral oil 60 seconds. (1 1) 5 parts by weight of the mixed oil was applied and wound (40 de). The properties of the obtained fiber are shown in Table 1.
- Example 6 2 parts by weight of additive c was added instead of 10 parts by weight of additive b, and spinning was performed in the same manner.
- the properties of the obtained fiber are shown in Table 1.
- Example 6 The same spinning was performed as in Example 6, except that 0.5 parts by weight of the additive c was added instead of 10 parts by weight of the additive b.
- the properties of the obtained fiber are shown in Table 1.
- Example 7 a commercially available average carbon number of 14.5 alkane sulfonate (inorganic salt content: 4% by weight, water content: 2% by weight) was used in place of additive c, and the pack pressure increased during spinning. Only time could be spun.
- the obtained elastic yarn had an elongation of 270% and a strength of 0.5 g / de and could not be used as an elastic yarn. Comparative Example 2
- Example 1 spinning of the elastic yarn was performed without using any additives. Table 1 shows the properties of the obtained fibers.
- the urethane thread (2) which has been taken vertically from the cheese (1), passes through the compensator (3), passes through the rollers (4) and the knitting needles (5), and is attached to the U gauge (6).
- the static electricity was measured 1 cm away from the U-gauge with a current collecting potential meter (KS-525; manufactured by Kasuga Electric).
- Example 5 3 ⁇ 4SS
- Example 6 Example 7
- Example 8 Example 9
- Example 10 Comparative Example 2 knitting i force S,
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Artificial Filaments (AREA)
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020007006462A KR20010033099A (ko) | 1998-01-09 | 1999-01-08 | 제전성 폴리우레탄 탄성섬유 및 그 제조용 원재료 |
JP2000527692A JP3902405B2 (ja) | 1998-01-09 | 1999-01-08 | 制電性ポリウレタン弾性繊維およびその製造用原材料 |
US09/554,736 US6849676B1 (en) | 1998-01-09 | 1999-01-08 | Antistatic polyurethane elastic fiber and material for producing the same |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1489098 | 1998-01-09 | ||
JP10/14890 | 1998-01-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1999035314A1 true WO1999035314A1 (fr) | 1999-07-15 |
Family
ID=11873611
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1999/000029 WO1999035314A1 (fr) | 1998-01-09 | 1999-01-08 | Fibre elastique antistatique de polyurethanne et materiau servant a fabriquer cette fibre |
Country Status (5)
Country | Link |
---|---|
US (1) | US6849676B1 (ja) |
JP (1) | JP3902405B2 (ja) |
KR (1) | KR20010033099A (ja) |
TW (1) | TW486492B (ja) |
WO (1) | WO1999035314A1 (ja) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100444373B1 (ko) * | 2002-01-24 | 2004-08-16 | 주식회사 효성 | 비실리콘계 스판덱스 방사유제 조성물 및 그 방사유제의 도포방법 |
JP2007131811A (ja) * | 2005-11-14 | 2007-05-31 | Riken Technos Corp | 制電性樹脂組成物 |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7211206B2 (en) * | 2004-01-23 | 2007-05-01 | Century-Board Usa Llc | Continuous forming system utilizing up to six endless belts |
US7763341B2 (en) * | 2004-01-23 | 2010-07-27 | Century-Board Usa, Llc | Filled polymer composite and synthetic building material compositions |
WO2006012149A2 (en) | 2004-06-24 | 2006-02-02 | Century-Board Usa, Llc | Continuous forming apparatus for three-dimensional foamed products |
US7794224B2 (en) | 2004-09-28 | 2010-09-14 | Woodbridge Corporation | Apparatus for the continuous production of plastic composites |
DE102005056448A1 (de) * | 2005-11-26 | 2007-05-31 | Dorlastan Fibers Gmbh | Polyurethanharnstofffasern, ein Verfahren zu deren Herstellung und deren Verwendung zur Herstellung von Gewirken, Gestricken oder Geweben |
US8138234B2 (en) * | 2006-03-24 | 2012-03-20 | Century-Board Usa, Llc | Polyurethane composite materials |
EP2336404A3 (en) * | 2006-12-15 | 2011-06-29 | INVISTA Technologies S.à.r.l. | Cationic dyeable polyurethane elastic yarn and method of production |
US20090295021A1 (en) * | 2008-05-27 | 2009-12-03 | Century-Board Usa, Llc | Extrusion of polyurethane composite materials |
US9481759B2 (en) | 2009-08-14 | 2016-11-01 | Boral Ip Holdings Llc | Polyurethanes derived from highly reactive reactants and coal ash |
US8846776B2 (en) | 2009-08-14 | 2014-09-30 | Boral Ip Holdings Llc | Filled polyurethane composites and methods of making same |
CA2851349C (en) | 2011-10-07 | 2020-01-21 | Russell L. Hill | Inorganic polymer/organic polymer composites and methods of making same |
US9932457B2 (en) | 2013-04-12 | 2018-04-03 | Boral Ip Holdings (Australia) Pty Limited | Composites formed from an absorptive filler and a polyurethane |
WO2016018226A1 (en) | 2014-07-28 | 2016-02-04 | Crocco Guy | The use of evaporative coolants to manufacture filled polyurethane composites |
WO2016022103A1 (en) | 2014-08-05 | 2016-02-11 | Amitabha Kumar | Filled polymeric composites including short length fibers |
US9988512B2 (en) | 2015-01-22 | 2018-06-05 | Boral Ip Holdings (Australia) Pty Limited | Highly filled polyurethane composites |
US10030126B2 (en) | 2015-06-05 | 2018-07-24 | Boral Ip Holdings (Australia) Pty Limited | Filled polyurethane composites with lightweight fillers |
WO2017082914A1 (en) | 2015-11-12 | 2017-05-18 | Boral Ip Holdings (Australia) Pty Limited | Filled polyurethane composites with size-graded fillers |
CN109972222B (zh) * | 2019-03-08 | 2021-12-03 | 裘建庆 | 一种含磺酸盐的表面活性剂的提纯方法及其应用 |
TW202225232A (zh) | 2020-11-11 | 2022-07-01 | 英商萊卡英國有限公司 | 抗靜電氨綸及其衣物 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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JPS4326878B1 (ja) * | 1965-06-10 | 1968-11-19 | Firestone Tire & Rubber Co | |
JPS4838470B1 (ja) * | 1969-03-03 | 1973-11-17 | ||
JPS5582181A (en) * | 1978-12-16 | 1980-06-20 | Miyoshi Oil & Fat Co Ltd | Antistatic agent |
JPS6490258A (en) * | 1987-09-30 | 1989-04-06 | Takemoto Jushi Kk | Composition for forming polyurethane resin |
JPH07166426A (ja) * | 1993-11-29 | 1995-06-27 | Toyobo Co Ltd | 制電性の改善された弾性糸 |
Family Cites Families (9)
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US3775213A (en) * | 1970-05-28 | 1973-11-27 | Celanese Corp | Production of lightweight polybenzimidazole insulative material |
KR870001132B1 (ko) * | 1983-04-14 | 1987-06-09 | 도오요오 보오세끼 가부시끼가이샤 | 제전성섬유 및 그 제조방법 |
JP3008212B2 (ja) * | 1990-11-26 | 2000-02-14 | 花王株式会社 | 透明ないし半透明の化粧料 |
US5800920A (en) * | 1994-03-04 | 1998-09-01 | Dupont Toray | Durable polyurethane fiber and method for the manufacture thereof |
US5658848A (en) * | 1994-08-24 | 1997-08-19 | Hitachi Maxell, Ltd. | Transparent film for recording images |
US5711994A (en) * | 1995-12-08 | 1998-01-27 | Kimberly-Clark Worldwide, Inc. | Treated nonwoven fabrics |
JPH1090258A (ja) | 1996-09-19 | 1998-04-10 | Omron Corp | 尿検査装置 |
JPH11217714A (ja) * | 1997-11-21 | 1999-08-10 | Kanegafuchi Chem Ind Co Ltd | 人工毛髪及びそれを用いた頭飾製品用繊維束 |
EP1179564A4 (en) * | 1998-11-05 | 2005-03-09 | Kureha Chemical Ind Co Ltd | ANTISTATIC RESIN COMPOSITION |
-
1999
- 1999-01-08 TW TW088100261A patent/TW486492B/zh not_active IP Right Cessation
- 1999-01-08 KR KR1020007006462A patent/KR20010033099A/ko not_active Application Discontinuation
- 1999-01-08 US US09/554,736 patent/US6849676B1/en not_active Expired - Fee Related
- 1999-01-08 WO PCT/JP1999/000029 patent/WO1999035314A1/ja not_active Application Discontinuation
- 1999-01-08 JP JP2000527692A patent/JP3902405B2/ja not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4326878B1 (ja) * | 1965-06-10 | 1968-11-19 | Firestone Tire & Rubber Co | |
JPS4838470B1 (ja) * | 1969-03-03 | 1973-11-17 | ||
JPS5582181A (en) * | 1978-12-16 | 1980-06-20 | Miyoshi Oil & Fat Co Ltd | Antistatic agent |
JPS6490258A (en) * | 1987-09-30 | 1989-04-06 | Takemoto Jushi Kk | Composition for forming polyurethane resin |
JPH07166426A (ja) * | 1993-11-29 | 1995-06-27 | Toyobo Co Ltd | 制電性の改善された弾性糸 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100444373B1 (ko) * | 2002-01-24 | 2004-08-16 | 주식회사 효성 | 비실리콘계 스판덱스 방사유제 조성물 및 그 방사유제의 도포방법 |
JP2007131811A (ja) * | 2005-11-14 | 2007-05-31 | Riken Technos Corp | 制電性樹脂組成物 |
Also Published As
Publication number | Publication date |
---|---|
KR20010033099A (ko) | 2001-04-25 |
JP3902405B2 (ja) | 2007-04-04 |
TW486492B (en) | 2002-05-11 |
US6849676B1 (en) | 2005-02-01 |
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