JP5485342B2 - クロロプレンゴム、その製造方法及びクロロプレンゴム組成物並びにその加硫物 - Google Patents
クロロプレンゴム、その製造方法及びクロロプレンゴム組成物並びにその加硫物 Download PDFInfo
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- JP5485342B2 JP5485342B2 JP2012164574A JP2012164574A JP5485342B2 JP 5485342 B2 JP5485342 B2 JP 5485342B2 JP 2012164574 A JP2012164574 A JP 2012164574A JP 2012164574 A JP2012164574 A JP 2012164574A JP 5485342 B2 JP5485342 B2 JP 5485342B2
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- chloroprene rubber
- chloroprene
- rosin
- mass
- rubber composition
- Prior art date
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- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
- 229940076810 beta sitosterol Drugs 0.000 description 1
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 235000000431 campesterol Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- FVCOIAYSJZGECG-UHFFFAOYSA-N diethylhydroxylamine Chemical compound CCN(O)CC FVCOIAYSJZGECG-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 229960002377 dixanthogen Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- DNVPQKQSNYMLRS-SOWFXMKYSA-N ergosterol Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H](CC[C@]3([C@H]([C@H](C)/C=C/[C@@H](C)C(C)C)CC[C@H]33)C)C3=CC=C21 DNVPQKQSNYMLRS-SOWFXMKYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- KZJWDPNRJALLNS-STIDJNKJSA-N gamma-sitosterol Natural products CC[C@@H](CC[C@@H](C)[C@@H]1CC[C@H]2[C@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)C(C)C KZJWDPNRJALLNS-STIDJNKJSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- ZWWQICJTBOCQLA-UHFFFAOYSA-N o-propan-2-yl (propan-2-yloxycarbothioyldisulfanyl)methanethioate Chemical compound CC(C)OC(=S)SSC(=S)OC(C)C ZWWQICJTBOCQLA-UHFFFAOYSA-N 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000001935 peptisation Methods 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 1
- 229950005143 sitosterol Drugs 0.000 description 1
- NLQLSVXGSXCXFE-UHFFFAOYSA-N sitosterol Natural products CC=C(/CCC(C)C1CC2C3=CCC4C(C)C(O)CCC4(C)C3CCC2(C)C1)C(C)C NLQLSVXGSXCXFE-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F36/14—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen
- C08F36/16—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen
- C08F36/18—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen containing chlorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/14—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen
- C08F136/16—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen
- C08F136/18—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen containing chlorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/14—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen
- C08F236/16—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen
- C08F236/18—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated containing elements other than carbon and hydrogen containing halogen containing chlorine
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L11/00—Compositions of homopolymers or copolymers of chloroprene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L93/00—Compositions of natural resins; Compositions of derivatives thereof
- C08L93/04—Rosin
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Description
ステロイド骨格を有する化合物は、クロロプレンゴム中に0.01〜1質量%含有させる。
クロロプレンゴムは、例えば、ステロイド骨格を有する化合物を含有するロジンの存在下で、クロロプレン単独又はクロロプレンと他の単量体とを乳化重合して得ることができる。
この際、用いるロジンはステロイド骨格を有する化合物を0.2〜20質量%含有することができる。
また、本発明に係る加硫物は、前述したクロロプレンゴム組成物を加硫したものである。
クロロプレン重合体は、2−クロロ−1,3−ブタジエン(以下、クロロプレンと記す。)の単独重合体、又は、クロロプレンと他の単量体との共重合体である。ここで、クロロプレンと共重合可能な単量体としては、アクリル酸メチル、アクリル酸ブチル、アクリル酸2−エチルヘキシルなどのアクリル酸のエステル類や、メタクリル酸メチル、メタクリル酸ブチル、メタクリル酸2−エチルヘキシルなどのメタクリル酸のエステル類や、2−ヒドロキシエチル(メタ)アクリレート、2−ヒドロキシメチル(メタ)アクリレート、2−ヒドロキシプロピル(メタ)アクリレートなどのヒドロキシ(メタ)アクリレート類や、2,3−ジクロロ−1,3−ブタジエン、1−クロロ−1,3−ブタジエン、ブタジエン、イソプレン、エチレン、スチレン、アクリロニトリルなどが挙げられる。
ステロイド骨格を有する化合物としては、下記化学式1で表される5a−エルゴスト−8(14)−エン、化学式2で表されるコレスト−3−エン、化学式3で表されるコレスタ−3,5−ジエン、化学式4で表されるエルゴスト−5−エン−3−オール、化学式5で表されるコレスタ−2,4−ジエン、化学式6で表されるコレスタ−4−エン、化学式7で表されるスチグマスタン−3,5−ジエン、化学式8で表されるコレスタン−3−オール、化学式9で表されるエルゴスト−22−エン−3−オール、化学式10で表されるエルゴスタ−5,24(28)−ジエン−3−オール、化学式11で表されるコレステロール、化学式12で表されるカンペステロール、化学式13で表されるエルゴステロール、化学式14で表されるスチグマステロール、化学式15で表されるβ−シトステロール、化学式16で表されるスチグマスタノール、化学式17で表されるγ−シトステロール、化学式18で表されるブラシカステロール、化学式19で表されるコレスタン−5−エン−3−オンなどが挙げられる。
本実施形態のクロロプレンゴムは、ステロイド骨格を有する化合物を含有するロジンを乳化分散剤として用いて、クロロプレンを主成分とする原料モノマーを、乳化重合することにより得られる。
(実施例1)
内容積5リットルの反応器を用い、窒素気流下で、水100質量部及びロジンA4.0質量部に、撹拌しながらクロロプレン単量体100質量部とn−ドデシルメルカプタン0.2質量部を加えた。
具体的には、ロジンA;ハリマ化成株式会社製の不均化ロジン酸ナトリウム塩、ロジンB;ハリマ化成株式会社製の不均化ロジン酸カリウム塩、ロジンC;ハリマ化成株式会社製の不均化トール油石鹸、ロジンD;ハリマ化成株式会社製のトール油ロジン、ロジンE;ロジンB70質量部と大豆油30質量部の混合物、ロジンF;ロジンB65質量部と大豆油35質量部の混合物、ロジンG;ロジンB10質量部とロジンH(後述)90質量部の混合物、ロジンH;荒川化学工業株式会社製の不均化ロジンである。
・装置:Agilent社製 6890A
・カラム:Agilent社製 J&W DB−5 直径0.25mm×30m
・質量分析機:日本分光社製 Jms−Q1000GC MkII
・キャリア:He 17.4psi
・インジェクション温度:320℃ スプリットレス
・検出器:TIC
・検出器温度:320℃
・H2流量:30ml/min
・Air流量:300ml/min
・カラム温度:50℃(hold 0.33min)→150℃(6度/min)→320℃(5度/min)
・メークアップガス:He 30ml/min
表1に示すようにロジンAをロジンBに変えた以外は、前述した実施例1と同様の方法で、実施例2のクロロプレンゴムを作製した。
表1に示すようにロジンAをロジンCに変えた以外は、前述した実施例1と同様の方法で、実施例3のクロロプレンゴムを作製した。
表1に示すようにロジンAをロジンDに変えた以外は、前述した実施例1と同様の方法で、実施例4のクロロプレンゴムを作製した。
表1に示すようにロジンAをロジンEに変えた以外は、前述した実施例1と同様の方法で、実施例5のクロロプレンゴムを作製した。
表1に示すようにロジンCの添加量を3.0質量%に変えた以外は、前述した実施例3と同様の方法で、実施例6のクロロプレンゴムを作製した。
表1に示すようにロジンEの添加量を3.0質量%に変えた以外は、前述した実施例5と同様の方法で、実施例7のクロロプレンゴムを作製した。
表1に示すようにロジンEの添加量を4.5質量%に変えた以外は、前述した実施例5と同様の方法で、実施例8のクロロプレンゴムを作製した。
表1に示すようにロジンEをロジンFに変えた以外は、前述した実施例8と同様の方法で、実施例9のクロロプレンゴムを作製した。
表1に示すようにロジンFの添加量を3.5質量%に変えた以外は、前述した実施例9と同様の方法で、実施例10のクロロプレンゴムを作製した。
表1に示すようにロジンFをロジンGに変えた以外は、前述した実施例10と同様の方法で、実施例11のクロロプレンゴムを作製した。
表1に示すようにロジンAをロジンHに変えた以外は、前述した実施例1と同様の方法で、比較例1のクロロプレンゴムを作製した。
50℃に加熱した8インチオープンロールを用いて、クロロプレンゴム組成物を混練する際のロール付着性を評価した。容易にゴムの切り返しが行え、且つロールにクロロプレン組成物が残らない場合は○、ロールにクロロプレン組成物が残る場合は×とした。
得られたクロロプレンゴム組成物について、JIS−K 6300に基づいて、100℃におけるムーニー粘度及び125℃におけるスコーチタイム(分)を測定した。
得られたクロロプレンゴム組成物を、141℃×25分の条件でプレス加硫して、厚さ2mmの加硫シートのテストピースを作製し、JIS K 6251に基づいて引張試験を行い、各加硫物(加硫ゴム)の引張強度(MPa)及び伸び(%)を測定した。
得られたクロロプレンゴム組成物を、141℃×25分の条件でプレス加硫して、
JIS K 6253に基づいてテストピースを作製し、各加硫物(加硫ゴム)の硬度(ShoreA)を測定した。
得られたクロロプレンゴム組成物を、141℃×25分の条件でプレス加硫して、厚さ2mmの加硫シートのテストピースを作製し、120℃の高温条件下に48時間おいた後、及び120℃の高温条件下に96時間おいた後、JIS K 6251及びJIS K 6253に基づいて、各加硫物(加硫ゴム)の強度、伸び及び硬度測定を行い、引張強度変化率、伸び変化率及び硬度変化率を評価した。
得られたクロロプレンゴム組成物を、141℃×25分の条件でプレス加硫して、厚さ2mmの加硫シートのテストピースを作製し、JIS K−6264−2に基づいて、DIN摩耗試験により各加硫物(加硫ゴム)の摩耗量(mm3)を測定した。
得られたクロロプレンゴム組成物を、141℃×25分の条件でプレス加硫して、厚さ2mmの加硫シートのテストピースを作製し、JIS K−6394に基づいて、100℃における各加硫物(加硫ゴム)の貯蔵弾性率E’(MPa)、損失弾性率E’’(MPa)及び損失係数(tanδ)を測定した。
上記表2に示す組成の各クロロプレンゴム組成物を、23℃で24時間トルエンに浸漬したものについて、JIS K 6250に基づいて、膨潤度を測定しFlory-Rehnerの式を用いて架橋密度(×10−4)を算出した。
上記表2に示す組成の各クロロプレンゴム組成物を、141℃で35分間加硫したものについて、JIS K 6262に基づいて、0℃の温度条件下で22時間試験したとき及び70℃の温度条件下で22時間試験したときの圧縮永久歪(%)を測定した。
Claims (5)
- ステロイド骨格を有する化合物を0.01〜1質量%含有するクロロプレンゴム。
- ステロイド骨格を有する化合物を含有するロジンの存在下で、クロロプレン単独又はクロロプレンと他の単量体とを乳化重合するクロロプレンゴムの製造方法。
- 前記ロジンは、ステロイド骨格を有する化合物を0.2〜20質量%含有することを特徴とする請求項2に記載のクロロプレンゴムの製造方法。
- 請求項1に記載のクロロプレンゴムを含むクロロプレンゴム組成物。
- 請求項4に記載のクロロプレンゴム組成物を加硫した加硫物。
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US14/417,007 US9464146B2 (en) | 2012-07-25 | 2013-06-17 | Chloroprene rubber, method for producing same, chloroprene rubber composition and vulcanized product of chloroprene rubber composition |
CN201380038476.8A CN104470958B (zh) | 2012-07-25 | 2013-06-17 | 氯丁二烯橡胶、其制备方法以及氯丁二烯橡胶组合物及其硫化物 |
EP13823756.5A EP2878605B1 (en) | 2012-07-25 | 2013-06-17 | Chloroprene rubber, method for producing same, chloroprene rubber composition and vulcanized product of chloroprene rubber composition |
PCT/JP2013/066614 WO2014017216A1 (ja) | 2012-07-25 | 2013-06-17 | クロロプレンゴム、その製造方法及びクロロプレンゴム組成物並びにその加硫物 |
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