JPWO2020066835A1 - 手袋の製造方法 - Google Patents
手袋の製造方法 Download PDFInfo
- Publication number
- JPWO2020066835A1 JPWO2020066835A1 JP2020548594A JP2020548594A JPWO2020066835A1 JP WO2020066835 A1 JPWO2020066835 A1 JP WO2020066835A1 JP 2020548594 A JP2020548594 A JP 2020548594A JP 2020548594 A JP2020548594 A JP 2020548594A JP WO2020066835 A1 JPWO2020066835 A1 JP WO2020066835A1
- Authority
- JP
- Japan
- Prior art keywords
- acid
- latex
- weight
- glove
- carboxyl group
- 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.)
- Pending
Links
- 229920000126 latex Polymers 0.000 claims abstract description 120
- 239000004816 latex Substances 0.000 claims abstract description 120
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 104
- 239000000203 mixture Substances 0.000 claims abstract description 80
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 73
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 61
- 238000004519 manufacturing process Methods 0.000 claims abstract description 59
- 230000003712 anti-aging effect Effects 0.000 claims abstract description 58
- 229910052751 metal Inorganic materials 0.000 claims abstract description 55
- 239000002184 metal Substances 0.000 claims abstract description 55
- 150000002736 metal compounds Chemical class 0.000 claims abstract description 53
- 238000000034 method Methods 0.000 claims abstract description 44
- 238000000465 moulding Methods 0.000 claims abstract description 32
- 229920003244 diene elastomer Polymers 0.000 claims abstract description 31
- 230000005855 radiation Effects 0.000 claims abstract description 23
- 230000001678 irradiating effect Effects 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims description 34
- 229920000459 Nitrile rubber Polymers 0.000 claims description 24
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 21
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 claims description 16
- 230000001476 alcoholic effect Effects 0.000 claims description 14
- 150000001261 hydroxy acids Chemical class 0.000 claims description 14
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- 238000004132 cross linking Methods 0.000 claims description 11
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- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
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- RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
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- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Chemical group OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 3
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- ANBBXQWFNXMHLD-UHFFFAOYSA-N aluminum;sodium;oxygen(2-) Chemical compound [O-2].[O-2].[Na+].[Al+3] ANBBXQWFNXMHLD-UHFFFAOYSA-N 0.000 description 3
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 3
- 230000008859 change Effects 0.000 description 3
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 150000004679 hydroxides Chemical class 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
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- 239000001630 malic acid Chemical group 0.000 description 3
- 235000011090 malic acid Nutrition 0.000 description 3
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- GSFSVEDCYBDIGW-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-yl)-6-chlorophenol Chemical compound OC1=C(Cl)C=CC=C1C1=NC2=CC=CC=C2S1 GSFSVEDCYBDIGW-UHFFFAOYSA-N 0.000 description 2
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- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
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- A—HUMAN NECESSITIES
- A41—WEARING APPAREL
- A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
- A41D19/00—Gloves
- A41D19/04—Appliances for making gloves; Measuring devices for glove-making
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C41/00—Shaping by coating a mould, core or other substrate, i.e. by depositing material and stripping-off the shaped article; Apparatus therefor
- B29C41/02—Shaping by coating a mould, core or other substrate, i.e. by depositing material and stripping-off the shaped article; Apparatus therefor for making articles of definite length, i.e. discrete articles
- B29C41/14—Dipping a core
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/10—Metal compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L13/00—Compositions of rubbers containing carboxyl groups
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- Textile Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Moulding By Coating Moulds (AREA)
- Gloves (AREA)
Abstract
Description
前記ディップ成形層に、放射線を照射する工程と、を備える手袋の製造方法であって、
放射線照射後の手袋中に含まれる、前記ヒンダードフェノール系老化防止剤(C)の含有量を5,000重量ppm以上、70,000重量ppm以下とする手袋の製造方法が提供される。
本発明の手袋の製造方法において、前記ラテックス組成物中における、前記カルボキシル基含有共役ジエン系ゴム(A)100重量部に対する、前記ヒンダードフェノール系老化防止剤(C)の含有量を、0.5〜8.5重量部の範囲とし、前記ディップ成形層に対する、放射線の照射を、前記ディップ成形層を形成した後、40日以内に行うことが好ましい。
本発明の手袋の製造方法において、前記ディップ成形層を形成する工程が、前記ラテックス組成物をディップ成形した後、加熱処理を施すことで、前記2価以上の金属を含む金属化合物(B)による架橋を行う工程であることが好ましい。
本発明の手袋の製造方法において、前記ヒンダードフェノール系老化防止剤(C)が、p−クレゾールとジシクロペンタジエンとの縮合物をブチル化してなる化合物であることが好ましい。
本発明の手袋の製造方法において、前記ヒンダードフェノール系老化防止剤(C)が、下記一般式(1)で表される化合物であることが好ましい。
本発明の手袋の製造方法において、前記カルボキシル基含有共役ジエン系ゴム(A)のラテックスが、カルボキシル基含有ニトリルゴム(a1)のラテックスであることが好ましい。
本発明の手袋の製造方法において、前記2価以上の金属を含む金属化合物(B)が、3価以上の金属を含む金属化合物であり、前記ラテックス組成物が、糖類(d1)、糖アルコール(d2)、ヒドロキシ酸(d3)およびヒドロキシ酸塩(d4)から選択される少なくとも1種のアルコール性水酸基含有化合物(D)をさらに含有することが好ましい。
前記ディップ成形層に、放射線を照射する工程と、を備える手袋の製造方法であって、
放射線照射後の手袋中に含まれる、前記ヒンダードフェノール系老化防止剤(C)の含有量を5,000重量ppm以上、70,000重量ppm以下に制御するものである。
まず、本発明の製造方法に用いるラテックス組成物について、説明する。
本発明で用いるラテックス組成物は、カルボキシル基含有共役ジエン系ゴム(A)のラテックスと、2価以上の金属を含む金属化合物(B)と、ヒンダードフェノール系老化防止剤(C)とを含有するものである。
本発明の手袋の製造方法は、上述したラテックス組成物をディップ成形することで、ディップ成形層を形成する工程と、形成されたディップ成形層に、放射線を照射する工程と、を備える。
凝固剤は、通常、水、アルコール、またはそれらの混合物の溶液として使用する。凝固剤濃度は、通常、5〜50重量%、好ましくは10〜35重量%である。
実施例および比較例において得られたγ線照射後のゴム手袋から約0.5gの試験片を切り出し、切り出した試験片の重量を精秤した後、試験片をメタノールを用いて、85℃、8時間の条件でソックスレー抽出することで、ヒンダードフェノール系老化防止剤を抽出し、抽出液を0.2μmのディスクフィルターによりろ過した後、ろ過後の抽出液を用いて、抽出されたヒンダードフェノール系老化防止の量を逆相高速液体クロマトグラフィー(HPLC)により、下記の条件にて測定することで、γ線照射後のゴム手袋中に含まれる、ヒンダードフェノール系老化防止剤の含有量を測定した。
カラム:商品名「ZORBOX XDB−C18 1.8μ」(アジレント・テクノロジー社製)
カラム温度:40℃
流速:0.75mL/min
検出器:DAD(ダイオードアレイ検出) 280nm
注入量:2μL
実施例および比較例において得られたγ線照射後のゴム手袋、および参考例で得られたゴム手袋の手の甲部分の外側表面について、色差計(製品名「SE−2000」、日本電色工業社製)を用いて、JIS K7103に準じて、測定した。
実施例および比較例において得られたγ線照射後のゴム手袋、および参考例で得られたゴム手袋から、ASTM D−412に準じてダンベル(Die−C:ダンベル社製)を用いて、ダンベル形状の試験片を作製した。次いで、得られた試験片を、引張速度500mm/分で引っ張り、破断時の引張強度、破断時の伸び、および500%伸長時の応力を測定した。引張強度および破断時伸びは高いほど好ましく、また、500%伸長時の応力が小さいほど、柔軟な風合いとなるため、好ましい。
実施例および比較例において得られた放射線照射後のゴム手袋、および参考例で得られたゴム手袋から、ASTM D−412に準じてダンベル(Die−C:ダンベル社製)を用いて、ダンベル形状の試験片を作製し、該試験片の両端に速度500mm/分にて引張応力をかけ、該試験片の標準区間20mmが2倍(100%)に伸張した時点で伸張を止めると共に引張応力M100(0)を測定し、また、そのまま6分間経過した後の引張応力M100(6)を測定した。そして、M100(0)に対するM100(6)の百分率(すなわち、M100(6)/M100(0)の百分率)を応力保持率とした。応力保持率は大きいほど、手袋の使用に伴うへたり(緩みやたるみ)が起きにくいため好ましい。
攪拌機付きの耐圧重合反応容器に、1,3−ブタジエン63部、アクリロニトリル34部、メタクリル酸3部、連鎖移動剤としてt−ドデシルメルカプタン0.25部、脱イオン水132部、ドデシルベンゼンスルホン酸ナトリウム3部、β−ナフタリンスルホン酸ホルマリン縮合物ナトリウム1部、過硫酸カリウム0.3部、およびエチレンジアミン四酢酸ナトリウム0.005部を仕込み、重合温度を37℃に保持して重合を開始した。そして、重合転化率が70%になった時点で、重合温度を43℃に昇温し、継続して重合転化率が95%になるまで反応させ、その後、重合停止剤としてジメチルジチオカルバミン酸ナトリウム0.1部を添加して重合反応を停止した。そして、得られた共重合体のラテックスから、未反応単量体を減圧にして留去した後、固形分濃度とpHとを調整することで、固形分濃度40重量%、pH8.0のカルボキシル基含有ニトリルゴム(a1−1)のラテックスを得た。得られたカルボキシル基含有ニトリルゴム(a1−1)の組成は、1,3−ブタジエン単位63重量%、アクリロニトリル単位34重量%、メタクリル酸単位3重量%であった。
(ラテックス組成物の調製)
製造例1で得られたカルボキシル基含有ニトリルゴム(a1−1)のラテックス250部(カルボキシル基含有ニトリルゴム(a1−1)換算で100部)に、アルミン酸ナトリウム0.2部、ソルビトール0.4部、およびグリコール酸ナトリウム0.4部を水溶させた混合水溶液、およびヒンダードフェノール系老化防止剤の水溶液(商品名「Wingstay L」、グッドイヤー社製、下記一般式(1)で示されるヒンダードフェノール系老化防止剤を35重量%の割合で含む水溶液)2.29部(下記一般式(1)で示されるヒンダードフェノール系老化防止剤換算で0.8部)を加えた。そして、これに脱イオン水を加えて、固形分濃度を30重量%に調整することで、ラテックス組成物を得た。
硝酸カルシウム30部、ノニオン性乳化剤であるポリエチレングリコールオクチルフェニルエーテル0.05部および水70部を混合することにより、凝固剤水溶液を調製した。次いで、この凝固剤水溶液に、予め70℃に加温したセラミック製手袋型を5秒間浸漬し、引上げた後、温度70℃、10分間の条件で乾燥して、凝固剤を手袋型に付着させた。そして、凝固剤を付着させた手袋型を、上記にて得られたラテックス組成物に10秒間浸漬し、引上げた後、50℃の温水に90秒間浸漬して、水溶性不純物を溶出させて、手袋型にディップ成形層を形成した。次いで、ディップ成形層を形成した手袋型を、温度125℃、25分間の条件で加熱処理してディップ成形層を架橋させ、架橋したディップ成形層を手袋型から剥し、γ線照射前ディップ成形体を得た。
上記にて得られたγ線照射前ディップ成形体を10日間、室温において保管した後、10日間保管した後のγ線照射前ディップ成形体に対して、コバルト60を線源としたγ線を照射し、吸収線量が30kGyに達するまで照射した。照射時間は3時間であった。このようにして、γ線照射後のディップ成形体(手袋)を得た。そして、得られたγ線照射後のディップ成形体(手袋)について、上記方法にしたがって、ヒンダードフェノール系老化防止剤量、黄色度(YI)、引張強度、破断時伸び、500%伸長時の応力、および応力保持率の各測定を行った。結果を表1に示す。
ヒンダードフェノール系老化防止剤の水溶液(商品名「Wingstay L」、グッドイヤー社製)の使用量を、4.57部(上記一般式(1)で示されるヒンダードフェノール系老化防止剤換算で1.6部)に変更した以外は、実施例1と同様にして、ラテックス組成物、γ線照射前ディップ成形体、およびγ線照射後のゴム手袋を製造し、同様に評価を行った。結果を表1に示す。
ヒンダードフェノール系老化防止剤の水溶液(商品名「Wingstay L」、グッドイヤー社製)の使用量を、14.3部(上記一般式(1)で示されるヒンダードフェノール系老化防止剤換算で5部)に変更した以外は、実施例1と同様にして、ラテックス組成物、γ線照射前ディップ成形体、およびγ線照射後のゴム手袋を製造し、同様に評価を行った。結果を表1に示す。
ヒンダードフェノール系老化防止剤の水溶液(商品名「Wingstay L」、グッドイヤー社製)の使用量を、0.71部(上記一般式(1)で示されるヒンダードフェノール系老化防止剤換算で0.25部)に変更した以外は、実施例1と同様にして、ラテックス組成物、γ線照射前ディップ成形体、およびγ線照射後のゴム手袋を製造し、同様に評価を行った。結果を表1に示す。
ヒンダードフェノール系老化防止剤の水溶液(商品名「Wingstay L」、グッドイヤー社製)の使用量を、28.6部(上記一般式(1)で示されるヒンダードフェノール系老化防止剤換算で10部)に変更した以外は、実施例1と同様にして、ラテックス組成物、γ線照射前ディップ成形体、およびγ線照射後のゴム手袋を製造し、同様に評価を行った。結果を表1に示す。
ヒンダードフェノール系老化防止剤の水溶液(商品名「Wingstay L」、グッドイヤー社製)の使用量を、4.29部(上記一般式(1)で示されるヒンダードフェノール系老化防止剤換算で1.5部)に変更した以外は、実施例1と同様にして、ラテックス組成物、およびγ線照射前ディップ成形体を製造するとともに、γ線照射前ディップ成形体の保存期間を50日に変更した以外は、実施例1と同様にして、γ線照射後のゴム手袋を製造し、同様に評価を行った。結果を表1に示す。
実施例1と同様にして得られたラテックス組成物を用い、実施例1と同様にして、γ線照射前ディップ成形体を得て、これをゴム手袋として、黄色度(YI)、引張強度、破断時伸び、500%伸長時の応力、および応力保持率の各測定を行った。すなわち、参考例1においては、γ線照射を行わなかった以外は、実施例1と同様にしてゴム手袋を得た。結果を表1に示す。
実施例2と同様にして得られたラテックス組成物を用い、実施例2と同様にして、γ線照射前ディップ成形体を得て、これをゴム手袋として、黄色度(YI)、引張強度、破断時伸び、500%伸長時の応力、および応力保持率の各測定を行った。すなわち、参考例2においては、γ線照射を行わなかった以外は、実施例2と同様にしてゴム手袋を得た。
比較例2と同様にして得られたラテックス組成物を用い、比較例2と同様にして、γ線照射前ディップ成形体を得て、これをゴム手袋として、黄色度(YI)、引張強度、破断時伸び、500%伸長時の応力、および応力保持率の各測定を行った。すなわち、参考例3においては、γ線照射を行わなかった以外は、比較例2と同様にしてゴム手袋を得た。
また、実施例1と参考例1との比較、および実施例2と参考例2との比較からも明らかなように、本発明の製造方法によれば、γ線照射前後における、黄色度(YI)の変動が小さく、γ線照射による着色の発生が有効に抑制されたものであることが確認できる。
また、ヒンダードフェノール系老化防止剤(C)の含有量が70,000重量ppmを超えると、黄色度(YI)を低く抑えることができる一方で、得られる手袋は、引張強度が低く、伸びが小さく、風合いおよび応力保持率に劣るものとなった(比較例2)。
Claims (8)
- カルボキシル基含有共役ジエン系ゴム(A)のラテックスと、2価以上の金属を含む金属化合物(B)と、ヒンダードフェノール系老化防止剤(C)とを含有するラテックス組成物をディップ成形することで、ディップ成形層を形成する工程と、
前記ディップ成形層に、放射線を照射する工程と、を備える手袋の製造方法であって、
放射線照射後の手袋中に含まれる、前記ヒンダードフェノール系老化防止剤(C)の含有量を5,000重量ppm以上、70,000重量ppm以下とする手袋の製造方法。 - 放射線照射後の手袋の黄色味を示す黄色度(YI)が10以下である請求項1に記載の手袋の製造方法。
- 前記ラテックス組成物中における、前記カルボキシル基含有共役ジエン系ゴム(A)100重量部に対する、前記ヒンダードフェノール系老化防止剤(C)の含有量を、0.5〜8.5重量部の範囲とし、
前記ディップ成形層に対する、放射線の照射を、前記ディップ成形層を形成した後、40日以内に行う請求項1または2に記載の手袋の製造方法。 - 前記ディップ成形層を形成する工程が、前記ラテックス組成物をディップ成形した後、加熱処理を施すことで、前記2価以上の金属を含む金属化合物(B)による架橋を行う工程である請求項1〜3のいずれかに記載の手袋の製造方法。
- 前記ヒンダードフェノール系老化防止剤(C)が、p−クレゾールとジシクロペンタジエンとの縮合物をブチル化してなる化合物である請求項1〜4のいずれかに記載の手袋の製造方法。
- 前記カルボキシル基含有共役ジエン系ゴム(A)のラテックスが、カルボキシル基含有ニトリルゴム(a1)のラテックスである請求項1〜6のいずれかに記載の手袋の製造方法。
- 前記2価以上の金属を含む金属化合物(B)が、3価以上の金属を含む金属化合物であり、
前記ラテックス組成物が、糖類(d1)、糖アルコール(d2)、ヒドロキシ酸(d3)およびヒドロキシ酸塩(d4)から選択される少なくとも1種のアルコール性水酸基含有化合物(D)をさらに含有する請求項1〜7のいずれかに記載の手袋の製造方法。
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JPH04341709A (ja) * | 1991-05-16 | 1992-11-27 | Fujikura Ltd | 絶縁電線 |
JP2010528142A (ja) * | 2007-05-22 | 2010-08-19 | ランクセス・ドイチュランド・ゲーエムベーハー | ニトリルゴム |
WO2017146238A1 (ja) * | 2016-02-25 | 2017-08-31 | 日本ゼオン株式会社 | ラテックス組成物および膜成形体 |
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JPH04341709A (ja) * | 1991-05-16 | 1992-11-27 | Fujikura Ltd | 絶縁電線 |
JP2010528142A (ja) * | 2007-05-22 | 2010-08-19 | ランクセス・ドイチュランド・ゲーエムベーハー | ニトリルゴム |
WO2017146238A1 (ja) * | 2016-02-25 | 2017-08-31 | 日本ゼオン株式会社 | ラテックス組成物および膜成形体 |
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