JP6046324B2 - フタレート非含有イソシアヌレート調剤 - Google Patents
フタレート非含有イソシアヌレート調剤 Download PDFInfo
- Publication number
- JP6046324B2 JP6046324B2 JP2008192715A JP2008192715A JP6046324B2 JP 6046324 B2 JP6046324 B2 JP 6046324B2 JP 2008192715 A JP2008192715 A JP 2008192715A JP 2008192715 A JP2008192715 A JP 2008192715A JP 6046324 B2 JP6046324 B2 JP 6046324B2
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- JP
- Japan
- Prior art keywords
- weight
- phthalate
- diisocyanatotoluene
- free
- isocyanurate
- 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.)
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- 238000002360 preparation method Methods 0.000 title claims description 17
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 title claims description 14
- 239000000203 mixture Substances 0.000 claims description 53
- 239000004014 plasticizer Substances 0.000 claims description 35
- 239000002318 adhesion promoter Substances 0.000 claims description 32
- 238000009472 formulation Methods 0.000 claims description 28
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 24
- 239000004744 fabric Substances 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 17
- 238000000576 coating method Methods 0.000 claims description 17
- 229920012485 Plasticized Polyvinyl chloride Polymers 0.000 claims description 13
- 239000011248 coating agent Substances 0.000 claims description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
- 125000005442 diisocyanate group Chemical group 0.000 claims description 12
- 239000000758 substrate Substances 0.000 claims description 10
- 238000005829 trimerization reaction Methods 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 9
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 9
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 8
- 229920000728 polyester Polymers 0.000 claims description 7
- 239000008199 coating composition Substances 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 229920002647 polyamide Polymers 0.000 claims description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 2
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 claims 2
- 239000004800 polyvinyl chloride Substances 0.000 description 16
- 229920000915 polyvinyl chloride Polymers 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 229920001944 Plastisol Polymers 0.000 description 10
- 239000004999 plastisol Substances 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 230000001070 adhesive effect Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000853 adhesive Substances 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 5
- 239000012948 isocyanate Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- -1 Aryl alkane sulfonates Chemical class 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 150000001875 compounds Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 3
- BAZQYVYVKYOAGO-UHFFFAOYSA-M loxoprofen sodium hydrate Chemical group O.O.[Na+].C1=CC(C(C([O-])=O)C)=CC=C1CC1C(=O)CCC1 BAZQYVYVKYOAGO-UHFFFAOYSA-M 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 239000002574 poison Substances 0.000 description 3
- 231100000614 poison Toxicity 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 238000001879 gelation Methods 0.000 description 2
- 230000013731 heat acclimation Effects 0.000 description 2
- 125000005498 phthalate group Chemical class 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- AHSGHEXYEABOKT-UHFFFAOYSA-N 2-[2-(2-benzoyloxyethoxy)ethoxy]ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOCCOC(=O)C1=CC=CC=C1 AHSGHEXYEABOKT-UHFFFAOYSA-N 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 description 1
- 239000004803 Di-2ethylhexylphthalate Substances 0.000 description 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- FYXKZNLBZKRYSS-UHFFFAOYSA-N benzene-1,2-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC=C1C(Cl)=O FYXKZNLBZKRYSS-UHFFFAOYSA-N 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 229960002380 dibutyl phthalate Drugs 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000007765 extrusion coating Methods 0.000 description 1
- 244000144992 flock Species 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 238000007757 hot melt coating Methods 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- NRNCYVBFPDDJNE-UHFFFAOYSA-N pemoline Chemical compound O1C(N)=NC(=O)C1C1=CC=CC=C1 NRNCYVBFPDDJNE-UHFFFAOYSA-N 0.000 description 1
- JGTNAGYHADQMCM-UHFFFAOYSA-N perfluorobutanesulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- JQCXWCOOWVGKMT-UHFFFAOYSA-N phthalic acid diheptyl ester Natural products CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 239000004758 synthetic textile Substances 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
- 239000004753 textile Substances 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
- C08G18/022—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing isocyanurate groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/34—Cyanuric or isocyanuric esters
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
- C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
- C09D127/04—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
- C09D127/06—Homopolymers or copolymers of vinyl chloride
-
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S528/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S528/905—Polymer prepared from isocyanate reactant has adhesive property
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2738—Coating or impregnation intended to function as an adhesive to solid surfaces subsequently associated therewith
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2762—Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
- Y10T442/277—Coated or impregnated cellulosic fiber fabric
- Y10T442/2811—Coating or impregnation contains polyimide or polyamide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2861—Coated or impregnated synthetic organic fiber fabric
- Y10T442/2893—Coated or impregnated polyamide fiber fabric
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
A)イソシアネート基を含有し、且つジアルキルアミノ基を含有するフェノール系触媒による、脂肪族ヒドロキシおよび/またはウレタン基の非存在下での触媒作用で65〜95重量%の2,4−ジイソシアナートトルエンと5〜35重量%の2,6−ジイソシアナートトルエンとを含む異性体ジイソシアナートトルエンの混合物から製造された15〜50重量%のイソシアヌレートと、
B)アリールアルカンスルホネートを含有する85〜50重量%のフタレート非含有可塑剤とを含むことを特徴とする調剤によって達成される。
デスモデュール(登録商標)T80:80重量%の2,4−TDIと20重量%の2,6−TDIとからなるTDI異性体混合物、バイエル・マテリアル・サイエンス社
ベスチノル(Vestinol)(登録商標)9DINP:ジイソノニルフタレート、オキセノ社(Oxeno GmbH)
ベスチノル(登録商標)AH:ジ−2−エチルヘキシルフタレート、オキセノ社
アジモール(Adimoll)(登録商標)DO:ジ−2−エチルヘキシルアジペート、ランクセス独国社
ベンゾフレックス(Benzoflex)(登録商標)2088:ジエチレングリコールジベンゾエート、トリエチレングリコールジベンゾエートおよびジプロピレングリコールジベンゾエートからなる混合物、ベルシコール・ケミカル社(Velsicol Chemical Corp.)
メサモール(登録商標):フェニルアルカンスルホネート、ランクセス独国社
メサモール(登録商標)II:0.25重量%以下の揮発性パラフィン系化合物入りフェニルアルカンスルホネート、ランクセス独国社。
180部のデスモデュール(登録商標)T80を、7.85部の触媒液で489部のベスチノル(登録商標)9DINP中45℃で三量化した。84時間後に、反応を、4.65部のパラ−トルエンスルホン酸メチルを加えることによって中断し、混合物の撹拌を60〜70℃で1時間続けた。固形分含有率を、13.4部のベスチノル(登録商標)9DINPを加えることによって27%に調整した。これにより、4.7%のイソシアネート含有率の、23℃で5700mPasの粘度の、そして0.16%の遊離TDI含有率の無色透明な溶液が得られた。
180部のデスモデュール(登録商標)T80を、2.2部の触媒液で414部のアジモール(登録商標)DO中45℃で三量化した。著しい混濁が起こり、得られた生成物はそれ故均質ではなかったので、5時間後に、反応を、停止剤を加えることによって中断した。
180部のデスモデュール(登録商標)T80を、1.8部の触媒液で414部のベンゾフレックス(登録商標)2088中45℃で三量化した。84時間後に、反応を、1.65部のパラ−トルエンスルホン酸メチルを加えることによって中断し、混合物の撹拌を60〜70℃で1時間続けた。これにより、4.8%のイソシアネート含有率の、23℃で200,000mPasより大きい粘度の、そして1.09%の遊離TDI含有率の無色透明な溶液が得られた。
180部のデスモデュール(登録商標)T80を、7.85部の触媒液で489部のメサモール(登録商標)中45℃で三量化した。84時間後に、反応を、4.65部のパラ−トルエンスルホン酸メチルを加えることによって中断し、混合物の撹拌を60〜70℃で1時間続けた。固形分含有率は約27%であった。これにより、5.3%のイソシアネート含有率の、23℃で10,400mPasの粘度の、そして0.78%の遊離TDI含有率の無色透明な溶液が得られた。
180部のデスモデュール(登録商標)T80を、7.85部の触媒液で420部のメサモール(登録商標)II中50℃で三量化した。84時間後に、反応を、4.65部のパラ−トルエンスルホン酸メチルを加えることによって中断し、混合物の撹拌を60〜70℃で1時間続けた。固形分含有率を、メサモール(登録商標)IIを加えることによって26%に調整した。これにより、4.8%のイソシアネート含有率の、23℃で11,600mPasの粘度の、そして0.25%の遊離TDI含有率の無色透明な溶液が得られた。
ポリエステル布に、工業的条件に近い試験システムでPVCプラスチゾル/接着促進剤コーティングを施した。このコーティングの結合強度を次に、標準化試験ストリップに関して測定した。このために、ナイフを用いて接着促進剤を含む接着剤コートと他の同一組成物を使用する2つの接着促進剤を含まないトップコートとをポリエステル布に塗布した。これらのコーティングをオーブン中で十分にゲル化させてさらなる試験のために使用した。結合強度についての試験は、その後2つの層をさらに分離する引張試験機でコーティングおよび布の締め付けを可能にするために布からコーティングの数センチメートルを剥離することを伴った。コーティングの最初の数センチメートルはそれ故、容易な手動分離ができることを意図される。これは、付着防止含浸材料(表1)を約5cmの幅にわたって使用することによって達成され、この材料の薄層を布の一端に手動操作のナイフを用いて塗布した。
天秤:最小精度0.1g
撹拌機:高回転バー撹拌機
対流式オーブン:T=140℃および175℃
手動操作ナイフ、幅150mm
ナイフ−オーバー−ゴム−ブランケットコーター、幅約45cm、鋭い刃のナイフ付き
ナイフ−オーバー−ゴム−ブランケットコーター、幅約45cm、鈍い刃のナイフ付き
ポリエステル布:リュッケンハウス(Lueckenhaus)、1100デシテックス、平織1/1構成、設定:cm当たり9/9エンド/ピック
様々な接着促進剤含有率(表3を参照されたい)の上記プラスチゾルをベースとする接着剤コートを、鋭い刃のナイフでのナイフ−オーバー−ゴム−ブランケット法を用いてポリエステル布に塗布した。ここで塗布された重量は約100g/m2であり、それぞれコーティングを約30×20cmの面積に塗布した。接着剤コートを次に、トップコートを塗布する前に対流式オーブン中140℃で2分の貯蔵によってプレゲル化させた。
上述のプラスチゾルをベースとする第1トップコートを、鈍い刃のナイフを用いるナイフ−オーバー−ゴム−ブランケット法によって塗布し(約850g/m2の塗布重量)、オーブン中140℃で1分間熱順化させることによってプレゲル化させた。
布の裏面上の次のトップコートは、引張機による層の分離中に布の引裂およびほつれを抑えた。布の裏面上のコーティングを、鈍い刃のナイフでのナイフ−オーバー−ゴム−ブランケット法を用いて塗布し(約150g/m2の塗布重量)、オーブン中140℃で1分間熱順化させることによってプレゲル化させた。
上記のPVCプラスチゾルを同様にベースとする第2トップコートを、鈍い刃のナイフでのナイフ−オーバー−ゴム−ブランケット法を用いて第1プレゲル化トップコート上へ塗布し(約1400g/m2の塗布重量)、オーブン中140℃で2分間熱順化させることによってプレゲル化させた。
Claims (7)
- イソシアネート基を含有し、且つその粘度が23℃で30,000mPas未満であり、且つその遊離ジイソシアナートトルエン(全ての遊離ジイソシアナートトルエン異性体の合計)の含有率が、当該調剤の量に対して1.0重量%以下である、イソシアヌレートの調剤であって、
A)イソシアネート基を含有する、15〜50重量%のイソシアヌレートと、
B)アリールアルカンスルホネートを90重量%を超える量で含有する、85〜50重量%のフタレート非含有可塑剤と
を含み、
かつ当該調剤に含まれる前記イソシアヌレートA)が、ジアルキルアミノ基を含有するフェノール系触媒による、脂肪族ヒドロキシおよび/またはウレタン基の非存在下での触媒作用で、65〜95重量%の2,4−ジイソシアナートトルエンと5〜35重量%の2,6−ジイソシアナートトルエンのみからなる異性体ジイソシアナートトルエン混合物から前記アリールアルカンスルホネートB)中での三量化反応によって製造されたもののみからなることを特徴とする、可塑化ポリ塩化ビニルをベースとするコーティング組成物の接着促進剤として用いるための調剤。 - イソシアネート基を含有する20〜35重量%のイソシアヌレートとアリールアルカンスルホネートを含有する80〜65重量%のフタレート非含有可塑剤とを含むことを特徴とする請求項1に記載の調剤。
- イソシアネート基を含有する前記イソシアヌレートが75〜85重量%の2,4−ジイソシアナートトルエンと15〜25重量%の2,6−ジイソシアナートトルエンとの混合物から製造されることを特徴とする請求項1または2に記載の調剤。
- 前記アリールアルカンスルホネートがフェニルアルカンスルホネートの混合物であることを特徴とする請求項1〜3のいずれか一項に記載の調剤。
- 請求項1〜4のいずれか一項に記載の調剤を使用して得られる織物または布用のコーティング。
- 請求項5に記載のコーティングでコートされた基材。
- 織物ポリエステル布または織物ポリアミド布であることを特徴とする請求項6に記載の基材。
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DE102004003794B4 (de) * | 2004-01-23 | 2008-01-24 | Lanxess Deutschland Gmbh | Verfahren zur Herstellung von Toluylendiisocyanat-basierenden Isocyanurat-Polyisocyanatlösungen |
TWI393813B (zh) * | 2009-12-25 | 2013-04-21 | Taiwan Textile Res Inst | 芯線處理劑及處理方法及高張強力芯線及傳動皮帶 |
PL2354172T3 (pl) * | 2010-02-08 | 2013-04-30 | Lanxess Deutschland Gmbh | Preparaty izocyjanuratowe nie zawierające ftalanów |
DE102010033061A1 (de) * | 2010-08-02 | 2012-02-02 | Bayer Materialscience Ag | Phthalatfreie Isocyanuratzubereitung |
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CN112313286B (zh) * | 2018-06-27 | 2023-08-25 | Dic株式会社 | 氨基甲酸酯树脂组合物、表面处理剂及物品 |
EP3916031A1 (de) | 2020-05-28 | 2021-12-01 | LANXESS Deutschland GmbH | Neue phthalatfreie isocyanurat-zusammensetzung und deren verwendung |
CN112375251A (zh) * | 2020-11-12 | 2021-02-19 | 广元瑞峰新材料有限公司 | 一种异氰酸酯交联剂及其制备方法 |
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