JP5010282B2 - 揮発性材料を持続放出するためのポリマー組成物 - Google Patents
揮発性材料を持続放出するためのポリマー組成物 Download PDFInfo
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- JP5010282B2 JP5010282B2 JP2006539852A JP2006539852A JP5010282B2 JP 5010282 B2 JP5010282 B2 JP 5010282B2 JP 2006539852 A JP2006539852 A JP 2006539852A JP 2006539852 A JP2006539852 A JP 2006539852A JP 5010282 B2 JP5010282 B2 JP 5010282B2
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- polymer composition
- copolymers
- polyether
- volatile material
- copolymer
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- 239000000203 mixture Substances 0.000 title claims abstract description 101
- 239000000463 material Substances 0.000 title claims abstract description 77
- 229920000642 polymer Polymers 0.000 title claims description 81
- 238000013268 sustained release Methods 0.000 title description 2
- 239000012730 sustained-release form Substances 0.000 title description 2
- 229920001577 copolymer Polymers 0.000 claims abstract description 42
- 239000000178 monomer Substances 0.000 claims abstract description 35
- 239000004014 plasticizer Substances 0.000 claims abstract description 29
- 125000001033 ether group Chemical group 0.000 claims abstract description 27
- 239000002304 perfume Substances 0.000 claims description 36
- 239000003205 fragrance Substances 0.000 claims description 30
- 229920000570 polyether Polymers 0.000 claims description 23
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 22
- -1 polytetramethylene Polymers 0.000 claims description 11
- 239000011159 matrix material Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 229920002614 Polyether block amide Polymers 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 7
- 229920001400 block copolymer Polymers 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 229940124530 sulfonamide Drugs 0.000 claims description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 150000002009 diols Chemical class 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 150000004665 fatty acids Chemical class 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 230000005923 long-lasting effect Effects 0.000 claims description 2
- 229920006146 polyetheresteramide block copolymer Polymers 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 2
- 150000003505 terpenes Chemical class 0.000 claims description 2
- 235000007586 terpenes Nutrition 0.000 claims description 2
- 150000003673 urethanes Chemical class 0.000 claims description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 claims 1
- 229930006000 Sucrose Natural products 0.000 claims 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims 1
- 125000003827 glycol group Chemical group 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims 1
- 239000005720 sucrose Substances 0.000 claims 1
- 229940095064 tartrate Drugs 0.000 claims 1
- 230000002459 sustained effect Effects 0.000 abstract description 4
- 238000000034 method Methods 0.000 description 13
- 239000004615 ingredient Substances 0.000 description 12
- 239000011347 resin Substances 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000006185 dispersion Substances 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 6
- 239000002917 insecticide Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 4
- 239000002781 deodorant agent Substances 0.000 description 4
- 239000004815 dispersion polymer Substances 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- 235000019634 flavors Nutrition 0.000 description 4
- 238000002411 thermogravimetry Methods 0.000 description 4
- 229920001169 thermoplastic Polymers 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229940098795 (3z)- 3-hexenyl acetate Drugs 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229940007550 benzyl acetate Drugs 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- NPFVOOAXDOBMCE-PLNGDYQASA-N cis-3-Hexenyl acetate Natural products CC\C=C/CCOC(C)=O NPFVOOAXDOBMCE-PLNGDYQASA-N 0.000 description 2
- RRGOKSYVAZDNKR-ARJAWSKDSA-M cis-3-hexenylacetate Chemical compound CC\C=C/CCCC([O-])=O RRGOKSYVAZDNKR-ARJAWSKDSA-M 0.000 description 2
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000008240 homogeneous mixture Substances 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000002045 lasting effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- KVWWIYGFBYDJQC-UHFFFAOYSA-N methyl dihydrojasmonate Chemical compound CCCCCC1C(CC(=O)OC)CCC1=O KVWWIYGFBYDJQC-UHFFFAOYSA-N 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- NPFVOOAXDOBMCE-UHFFFAOYSA-N trans-3-hexenyl acetate Natural products CCC=CCCOC(C)=O NPFVOOAXDOBMCE-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 1
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- JRJBVWJSTHECJK-LUAWRHEFSA-N (z)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one Chemical compound CC(=O)C(\C)=C/C1C(C)=CCCC1(C)C JRJBVWJSTHECJK-LUAWRHEFSA-N 0.000 description 1
- GTNCESCYZPMXCJ-UHFFFAOYSA-N 3-Phenylpropyl propanoate Chemical compound CCC(=O)OCCCC1=CC=CC=C1 GTNCESCYZPMXCJ-UHFFFAOYSA-N 0.000 description 1
- QZCLKYGREBVARF-UHFFFAOYSA-N Acetyl tributyl citrate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241000282375 Herpestidae Species 0.000 description 1
- 239000004831 Hot glue Substances 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229920005830 Polyurethane Foam Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 1
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920006184 cellulose methylcellulose Polymers 0.000 description 1
- 239000011153 ceramic matrix composite Substances 0.000 description 1
- 238000012710 chemistry, manufacturing and control Methods 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 235000000484 citronellol Nutrition 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920006147 copolyamide elastomer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000005108 dry cleaning Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 210000000416 exudates and transudate Anatomy 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- IPWBXORAIBJDDQ-UHFFFAOYSA-N methyl 2-hexyl-3-oxocyclopentane-1-carboxylate Chemical compound CCCCCCC1C(C(=O)OC)CCC1=O IPWBXORAIBJDDQ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000003016 pheromone Substances 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011496 polyurethane foam Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000010671 sandalwood oil Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003445 sucroses Chemical class 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- PZTAGFCBNDBBFZ-UHFFFAOYSA-N tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCCCC1CO PZTAGFCBNDBBFZ-UHFFFAOYSA-N 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920006345 thermoplastic polyamide Polymers 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/007—Fragrance additive
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
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)
- Fats And Perfumes (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
a)エーテル基を含む少なくとも1つのモノマーとエーテル基を含まない少なくとも1つのモノマーとから得られるコポリマー、
b)相溶性可塑剤、
c)揮発性材料
を含むポリマー組成物に関する。
ペバックス(Pebax)(商標)2533(アトフィナ(Atofina)(フランス)から入手可能なポリエーテルアミドコポリマー)24.5部、フォラリン(Foralyn)(商標)5020F(イーストマン・ケミカル(Eastman Chemical)から入手可能なロジンエステル系可塑剤)12.5部及びイルガノックス(Irganox)(商標)B225(チバ・ガイギー(Ciba Geigy)(スイス)から入手可能な酸化防止剤)0.5部をシグマブレードミキサーに入れて、ポリマーの融点よりも約10〜20℃高い温度まで加熱した(ペバックス(Pebax)(商標)2533の場合、約160℃)。前記成分を、均質な塊が得られるまで混合した。次に、温度を、混合物がまだ溶融している程度、典型的には前記混合物の融点よりも約10〜20℃高いところまで下げた(この場合は約120℃)。12.5部のフォラリン(Foralyn)5020Fを、γ−メチルイオノン(インターナショナル・フレーバーズ・アンド・フレグランシーズ(International Flavors & Fragrances)から入手可能な香料物質)25部とブレンドし、このブレンドを可塑化ポリマー混合物に添加した。これらの成分を均質な混合物が得られるまで混合し、その後、得られた材料をミキサーから取り出し、香りを放つブロックとして形成して、室温まで冷却した。
実施例1で述べた手順に従って、以下の可塑化ポリマー組成物を調製した。
実施例1で述べた手順に従って、以下の可塑化ポリマー組成物を調製した。
実施例1で述べた手順に従って、以下の可塑化ポリマー組成物を調製した。
15部のベンジルアセテートをアセチルトリブチルシトレート(ユングブンズラウアー(Jungbunzlauer)(スイス)からシトロフォル(Citrofol)(商標)BIIという商標名で入手可能なシトレート系可塑剤)15部とブレンドした。次いで、この液体を70部の脱イオン水に加え、その後、イカ・ヴェルケ(Ika Werke)(ドイツ)から入手可能なウルトラ・トゥラックス(Ultra Turrax)T50ベーシックミキサーを用いて高剪断攪拌に付した。不透明な白色分散液(固形分30%)が得られた。次に、これを、ロルフレックス(Rolflex)(商標)C89(チェサルピーニャ(Cesalpinia)(イタリア)から入手可能なポリエーテルウレタンの固形分30%の水分散液)100部に加えた。前記混合物を24時間攪拌させて、以下の組成(重量%)を有する可塑化ポリマー分散液を得た。
純粋な香料物質(すなわち、1つの揮発性構成成分のみを含む単一香料)を含む6つのポリマー組成物を調製した。配合物B、D及びFは、本発明に準じて、実施例1に述べた方法に従って調製した。配合物A、C及びEは、従来技術に基づいており(可塑剤を含まない純粋なポリマー)、ポリマーを約160℃に加熱して、均質な混合物が得られるまで香料を徐々に加え、その後、混合物を室温まで冷却した。使用された純粋な香料の原材料は、シグマ・アルドリッチ(Sigma Aldrich)から入手可能なD−リモネン、ジボダン(Givaudan)から入手可能なシス−3−ヘキセニルアセテート、及びフィルメニッヒ(Firmenich)から入手可能なメチルジヒドロジャスモネートであった。表2に、前記の3つの純粋な香料物質に関する物理的データを示すが、D−リモネン及びシス−3−ヘキセニルアセテートは、香料材料にしては比較的低い沸点を有し、当該業界ではより揮発性の香料成分と認識されており、メチルジヒドロジャスモネートは、より高い沸点を有し、揮発性のより低い成分と認識されている。
・ 温度:37℃
・ るつぼ:アルミナ、直径4.55mm、高さ3.9mm
各試料において、360分後の重量損失を測定した。これは、配合物中に存在する唯一の揮発性材料である香料の蒸発として考えられる。その結果を表1に示す。
Claims (8)
- a)エーテル基を含む少なくとも1つのモノマーとエーテル基を含まない少なくとも1つのモノマーとから得られる、ポリエーテル基及び非ポリエーテル基を含むコポリマー、
b)相溶性可塑剤、及び
c)香料物質
を含む、芳香が、ポリマーマトリックスと分子レベルで混合されることにより、長期間長持ちするポリマー組成物であり、
前記コポリマーがポリマー組成物の5重量%から75重量%であり、前記香料物質が前記組成物の総重量の10%を越えるポリマー組成物。 - 前記コポリマーがブロックコポリマーであり、少なくとも1つのポリエーテルブロック及び少なくとも1つの非ポリエーテルブロックを含む、請求項1に記載のポリマー組成物。
- 前記コポリマー中に含まれる前記ポリエーテル基又はブロックが、ポリテトラメチレングリコール基又はブロックである、請求項2に記載のポリマー組成物。
- 前記香料物質が、前記組成物の総重量の90%未満である、請求項3に記載のポリマー組成物。
- 前記香料物質が、アルデヒド類、ケトン類、アルコール類、テルペン類、エステル類及びこれらの組み合わせから選択される高揮発性材料、低揮発性材料、及び高揮発性材料及び低揮発性材料の組み合わせである、請求項1に記載のポリマー組成物。
- エーテル基を含む前記モノマーが、前記コポリマーの総重量の少なくとも5%に相当する、請求項1〜5のいずれか1項に記載のポリマー組成物。
- 前記コポリマーが、ポリエーテルアミドコポリマー類、ポリエーテルエステルコポリマー類、ポリエーテルウレタン類、スルホン化ポリエーテルエステルコポリマー類、ポリエーテルエステルアミドコポリマー類、ポリエーテルアクリレート類と他のアクリル性モノマー類/オリゴマー類との重合によって形成されるコポリマー類から選択される、請求項1〜6のいずれか1項に記載のポリマー組成物。
- 前記相溶性可塑剤が、クエン酸エステル類、ポリエーテル類、ロジンエステル類、芳香族スルホンアミド類、フタレート類、ベンゾエート類、スクロースエステル類、2以上のヒドロキシル基を有するアルコール類、アジペート類、タータレート類、セバケート類、リン酸、脂肪酸及び二塩基酸のエステル類、脂肪族アルコール類及びジオール類、エポキシ化植物油類並びにこれらの混合物から成る群より選択される、請求項1〜7のいずれか1項に記載のポリマー組成物。
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EP03026234.9 | 2003-11-14 | ||
EP03026234A EP1531169B1 (en) | 2003-11-14 | 2003-11-14 | Polymeric compositions for sustained release of volatile materials |
PCT/US2004/037630 WO2005049717A2 (en) | 2003-11-14 | 2004-11-12 | Polymeric compositions for sustained release of volatile materials |
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JP2007510805A JP2007510805A (ja) | 2007-04-26 |
JP5010282B2 true JP5010282B2 (ja) | 2012-08-29 |
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JP2006539852A Expired - Fee Related JP5010282B2 (ja) | 2003-11-14 | 2004-11-12 | 揮発性材料を持続放出するためのポリマー組成物 |
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US (1) | US7833515B2 (ja) |
EP (1) | EP1531169B1 (ja) |
JP (1) | JP5010282B2 (ja) |
CN (1) | CN100480308C (ja) |
AT (1) | ATE365766T1 (ja) |
CA (1) | CA2544796C (ja) |
DE (1) | DE60314638T2 (ja) |
ES (1) | ES2287401T3 (ja) |
WO (1) | WO2005049717A2 (ja) |
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-
2003
- 2003-11-14 DE DE60314638T patent/DE60314638T2/de not_active Expired - Lifetime
- 2003-11-14 EP EP03026234A patent/EP1531169B1/en not_active Revoked
- 2003-11-14 AT AT03026234T patent/ATE365766T1/de not_active IP Right Cessation
- 2003-11-14 ES ES03026234T patent/ES2287401T3/es not_active Expired - Lifetime
-
2004
- 2004-11-12 US US10/987,630 patent/US7833515B2/en not_active Expired - Fee Related
- 2004-11-12 CN CNB2004800335601A patent/CN100480308C/zh not_active Expired - Fee Related
- 2004-11-12 CA CA002544796A patent/CA2544796C/en not_active Expired - Fee Related
- 2004-11-12 JP JP2006539852A patent/JP5010282B2/ja not_active Expired - Fee Related
- 2004-11-12 WO PCT/US2004/037630 patent/WO2005049717A2/en active Application Filing
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WO2005049717A3 (en) | 2005-07-21 |
ES2287401T3 (es) | 2007-12-16 |
WO2005049717A2 (en) | 2005-06-02 |
DE60314638T2 (de) | 2008-03-06 |
DE60314638D1 (de) | 2007-08-09 |
JP2007510805A (ja) | 2007-04-26 |
US20050106200A1 (en) | 2005-05-19 |
CA2544796C (en) | 2010-03-09 |
EP1531169A1 (en) | 2005-05-18 |
CN100480308C (zh) | 2009-04-22 |
EP1531169B1 (en) | 2007-06-27 |
CA2544796A1 (en) | 2005-06-02 |
ATE365766T1 (de) | 2007-07-15 |
US7833515B2 (en) | 2010-11-16 |
CN1882648A (zh) | 2006-12-20 |
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