JP2015537126A - 可染性および難燃性の熱可塑性ポリウレタン繊維 - Google Patents
可染性および難燃性の熱可塑性ポリウレタン繊維 Download PDFInfo
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- JP2015537126A JP2015537126A JP2015537730A JP2015537730A JP2015537126A JP 2015537126 A JP2015537126 A JP 2015537126A JP 2015537730 A JP2015537730 A JP 2015537730A JP 2015537730 A JP2015537730 A JP 2015537730A JP 2015537126 A JP2015537126 A JP 2015537126A
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
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- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 229910052618 mica group Inorganic materials 0.000 description 1
- 229910003455 mixed metal oxide Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
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- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- MLCHBQKMVKNBOV-UHFFFAOYSA-N phenylphosphinic acid Chemical compound OP(=O)C1=CC=CC=C1 MLCHBQKMVKNBOV-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000004597 plastic additive Substances 0.000 description 1
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- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
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- 239000011347 resin Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000006561 solvent free reaction Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- OGDSVONAYZTTDA-UHFFFAOYSA-N tert-butylphosphonic acid Chemical compound CC(C)(C)P(O)(O)=O OGDSVONAYZTTDA-UHFFFAOYSA-N 0.000 description 1
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- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
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- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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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
- D01F6/58—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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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Abstract
Description
本発明は、熱可塑性ポリウレタン繊維、およびそれを作製するプロセスに関し、ここに記載する繊維は、良好な可染性と、いくつかの実施形態では、良好な難燃特性とを有する。
本発明は、(a)熱可塑性ポリウレタンであって、それ自体が、(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤と、(v)1つまたは1つより多くの機能改質剤との反応生成物を含むものを含む、熱可塑性ポリウレタン組成物から作製される繊維を提供する。前記機能改質剤はそれぞれ、それ自体が、アミノジオールとブレンステッド酸(ブレーンステッド酸と呼ばれる場合もある)との反応生成物である。
本発明のさまざまな特徴および実施形態を非限定的な例示として以下に説明する。
繊維
布
産業上の利用
物品
機能改質剤1
機能改質剤2
比較用実施例1
本発明実施例2
実施例3
Claims (22)
- 熱可塑性ポリウレタン組成物から作製される繊維であって、該熱可塑性ポリウレタン組成物が、
(a)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤と、(v)1つまたは1つより多くの機能改質剤との反応生成物を含む熱可塑性ポリウレタン
を含み、
該機能改質剤がそれぞれ、アミノジオールとブレンステッド酸との反応生成物である、繊維。 - 前記熱可塑性ポリウレタン組成物が、さらに、
(b)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との反応生成物を含む第2熱可塑性ポリウレタンであって、該第2熱可塑性ポリウレタンは、構成成分(a)の熱可塑性ポリウレタンとは異なるもの;
(c)NCO末端プレポリマー;または
(d)(b)と(c)の両方
を含み、
構成成分(a)と構成成分(b)、(c)、または(d)とを互いに混合および/または反応させ、その結果得られる生成物が該繊維を作製するために使用される、請求項1に記載の繊維。 - 前記機能改質剤が構成成分(a)の熱可塑性ポリウレタンの骨格に組み込まれている、請求項1に記載の繊維。
- 前記ブレンステッド酸が、少なくとも一つのカルボン酸、ホスホン酸、ホスフィン酸、スルホン酸、酸性リン酸エステル、またはそれらの組み合わせを含む、請求項1〜3のいずれか一項に記載の繊維。
- 前記アミノジオールが、N−メチルジエタノールアミン(MDEA)、3−ジエチルアミノ−1,2−プロパンジオール(DEAPD)、2−アミノ−2−メチル−1,3−プロパンジオール(AMPD)、N−(n−ブチル)ジエタノールアミン(BDEA)、N−(t−ブチル)ジエタノール−アミン(TBDEA)、N−フェニルジエタノールアミン(PDEA)、N,N−ビス(2−ヒドロキシエチル)アミノ−メチルホスホン酸ジエチル、N−エチルジエタノールアミン、N−プロピルジエタノールアミン、N−イソプロピルジエタノールアミン、アミノプロピルジエタノールアミン、3−アミノ−1,2−プロパンジオール、3−ジメチルアミノ−1,2−プロパンジオール、3−ジプロピルアミノ−1,2−プロパンジオール、3−ジイソプロピルアミノ−1,2−プロパンジオール、2−アミノ−1,3−プロパンジオール、2−アミノ−2−エチル−1,3−プロパンジオール、N,N’−ビス(2−ヒドロキシエチル)エチレンジアミン、3−ピロリジノ−1,2−プロパンジオール、ジエタノールアミン、ジイソプロパノールアミン、3−ピペリジノ−1,2−プロパンジオール、4,4’−トリメチレンビス(1−ピペリジンエタノール)、1,4−ビス(2−ヒドロキシエチル)ピペラジン、3−モルホリノ−1,2−プロパンジオール、ビス(2−ヒドロキシエチル)オクタデシルアミン、またはそれらの任意の組み合わせを含む、請求項1〜4のいずれか一項に記載の繊維。
- 前記構成成分(a)のジイソシアネートが、非ヒンダード芳香族ジイソシアネート、脂肪族ジイソシアネート、またはそれらの組み合わせを含み、
前記構成成分(a)のポリオールが、ヒドロキシル末端ポリエーテル、ヒドロキシル末端ポリエステル、ヒドロキシル末端ポリカプロラクトン、ヒドロキシル末端ポリカーボネート、またはそれらの混合物からなる群より選ばれる、
請求項1〜5のいずれか一項に記載の繊維。 - 前記繊維は、約20〜360デニールの直径を有するモノフィラメント繊維である、請求項1〜6のいずれか一項に記載の繊維。
- 前記繊維は、約30〜300の全径および10〜100のフィラメント数を有するマルチフィラメント繊維である、請求項1〜6のいずれか一項に記載の繊維。
- 構成成分(a)が、繊維にされる前に、約20,000〜約1,500,000の重量平均分子量を有する、請求項1〜8のいずれか一項に記載の繊維。
- 前記繊維の重量平均分子量が少なくとも400,000である、請求項1〜9のいずれか一項に記載の繊維。
- 構成成分(a)の随意の架橋剤が存在し、そしてポリエーテルポリオールとジイソシアネートとから誘導される化合物を含む、請求項1〜10のいずれか一項に記載の繊維。
- 請求項1〜11のいずれか一項に記載の繊維を含む布。
- 前記布は、不織布である、請求項12に記載の布。
- 前記布は、織布または編布である、請求項12に記載の布。
- (I)(a)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤と、(v)1つまたは1つより多くの機能改質剤との反応生成物を含む熱可塑性ポリウレタンを含む、熱可塑性ポリウレタン組成物を調製するステップであって、 該機能改質剤がそれぞれ、アミノジオールとブレンステッド酸との反応生成物であるステップ;
(II)前記熱可塑性ポリウレタン組成物から繊維を作製するステップ
を含む、繊維を作製するプロセス。 - 前記熱可塑性ポリウレタン組成物が、さらに、
(b)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との反応生成物を含む第2熱可塑性ポリウレタンであって、該構成成分(b)の第2熱可塑性ポリウレタンは、該構成成分(a)の熱可塑性ポリウレタンとは異なるもの;
(c)NCO末端プレポリマー;または
(d)(b)と(c)の両方;
を含み、
ステップ(II)が、さらに、構成成分(a)と構成成分(b)、(c)、または(d)とを混合および/または反応させることで、該熱可塑性ポリウレタン組成物を得ることを含む、請求項15に記載のプロセス。 - 熱可塑性ポリウレタン組成物から作製される繊維の可染性を増加させる方法であって、該方法は、
(I)1つまたは1つより多くの機能改質剤を、(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との混合物に加えるステップであって、該機能改質剤がそれぞれ、アミノジオールとブレンステッド酸との反応生成物である、ステップ;および
(II)ステップ(I)の混合物を反応させることで、熱可塑性ポリウレタンを得るステップであって、該機能改質剤が熱可塑性ポリウレタンの骨格に組み込まれている、ステップ;
(III)ステップ(II)の熱可塑性ポリウレタンを含む熱可塑性ポリウレタン組成物を調製するステップ;
(IV)その結果得られる熱可塑性ポリウレタン組成物から繊維を作製するステップであって、該その結果得られる繊維が増加した可染性を有するステップ
を含む、方法。 - ステップ(III)の熱可塑性ポリウレタン組成物が、さらに、
(b)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との反応生成物を含む第2熱可塑性ポリウレタンであって、該構成成分(b)の第2熱可塑性ポリウレタンは、該構成成分(a)の熱可塑性ポリウレタンとは異なるもの;
(c)NCO末端プレポリマー;または
(d)(b)と(c)の両方;
を含み、
ステップ(III)が、さらに、構成成分(a)と構成成分(b)、(c)、または(d)とを混合および/または反応させることで、該熱可塑性ポリウレタン組成物を得ることを含む、請求項17に記載の方法。 - 熱可塑性ポリウレタン組成物から作製される繊維の難燃性を増加させる方法であって、該方法は、
(I)1つまたは1つより多くの機能改質剤を、(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との混合物に加えるステップであって、該機能改質剤が、それぞれアミノジオールとブレンステッド酸との反応生成物である、ステップ;および
(II)ステップ(I)の混合物を反応させることで、熱可塑性ポリウレタンを得るステップであって、該機能改質剤が熱可塑性ポリウレタンの骨格に組み込まれている、ステップ;
(III)ステップ(II)の熱可塑性ポリウレタンを含む熱可塑性ポリウレタン組成物を調製するステップ;
(IV)その結果得られる熱可塑性ポリウレタン組成物から繊維を作製するステップであって、該その結果得られる繊維が増加した難燃性を有する、ステップ
を含む、方法。 - ステップ(III)の熱可塑性ポリウレタン組成物が、さらに、
(b)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との反応生成物を含む第2熱可塑性ポリウレタンであって、該構成成分(b)の第2熱可塑性ポリウレタンは、該構成成分(a)の熱可塑性ポリウレタンとは異なるもの;
(c)NCO末端プレポリマー;または
(d)(b)と(c)の両方
を含み、
ステップ(III)が、さらに、構成成分(a)と構成成分(b)、(c)、または(d)とを混合および/または反応させることで、該熱可塑性ポリウレタン組成物を得ることを含む、請求項19に記載の方法。 - 熱可塑性ポリウレタン組成物の難燃性および/または可染性を増加させる方法であって、
(I)1つまたは1つより多くの機能改質剤を、(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との混合物に加えるステップであって、該機能改質剤がそれぞれアミノジオールとブレンステッド酸との反応生成物である、ステップ;および
(II)ステップ(I)の混合物を反応させることで、熱可塑性ポリウレタンを得るステップであって、該機能改質剤が熱可塑性ポリウレタンの骨格に組み込まれている、ステップ;
(III)ステップ(II)の熱可塑性ポリウレタンを含む熱可塑性ポリウレタン組成物を調製するステップ;
(IV)その結果得られる熱可塑性ポリウレタン組成物から繊維を作製するステップであって、該その結果得られる繊維が増加した難燃性および/または可染性を有する、ステップを含む、方法。 - ステップ(III)の熱可塑性ポリウレタン組成物が、さらに、
(b)(i)1つまたは1つより多くのポリオールと、(ii)1つまたは1つより多くのジイソシアネートと、(iii)1つまたは1つより多くの鎖延長剤と、(iv)場合によっては1つまたは1つより多くの架橋剤との反応生成物を含む第2熱可塑性ポリウレタンであって、該構成成分(b)の第2熱可塑性ポリウレタンは、構成成分(a)の熱可塑性ポリウレタンとは異なるもの;
(c)NCO末端プレポリマー;または
(d)(b)と(c)の両方
を含み、
ステップ(III)が、さらに、構成成分(a)と構成成分(b)、(c)、または(d)とを混合および/または反応させることで、該熱可塑性ポリウレタン組成物を得ることを含む、請求項21に記載の方法。
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TWI628326B (zh) | 2018-07-01 |
EP2912216A1 (en) | 2015-09-02 |
EP2912216B1 (en) | 2016-03-23 |
ES2566610T3 (es) | 2016-04-14 |
SG11201503114XA (en) | 2015-05-28 |
KR102070355B1 (ko) | 2020-01-28 |
US20150275402A1 (en) | 2015-10-01 |
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