DE1594832C - - Google Patents

Info

Publication number

DE1594832C

DE1594832C DE1594832C DE 1594832 C DE1594832 C DE 1594832C DE 1594832 C DE1594832 C DE 1594832C

Authority

DE

Germany

Prior art keywords

formula

radical

compounds

phenyl

products

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.)

Active

Links

• Espacenet
• Global Dossier
• DPMA
• Discuss

• 150000001875 compounds Chemical class 0.000 claims description 42
• 238000002844 melting Methods 0.000 claims description 17
• 230000008018 melting Effects 0.000 claims description 17
• 238000004458 analytical method Methods 0.000 claims description 14
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
• 229910052739 hydrogen Inorganic materials 0.000 claims description 13
• 239000000843 powder Substances 0.000 claims description 13
• 230000003287 optical effect Effects 0.000 claims description 11
• 125000000217 alkyl group Chemical group 0.000 claims description 9
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
• 238000005282 brightening Methods 0.000 claims description 8
• 239000003795 chemical substances by application Substances 0.000 claims description 8
• 125000003545 alkoxy group Chemical group 0.000 claims description 5
• 239000001257 hydrogen Substances 0.000 claims description 5
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
• 125000005843 halogen group Chemical group 0.000 claims description 4
• 125000005392 carboxamide group Chemical group NC(=O)* 0.000 claims description 3
• WHQSYGRFZMUQGQ-UHFFFAOYSA-N n,n-dimethylformamide;hydrate Chemical compound O.CN(C)C=O WHQSYGRFZMUQGQ-UHFFFAOYSA-N 0.000 claims 1
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 33
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 26
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 24
• 239000000047 product Substances 0.000 description 17
• -1 benzyl ester Chemical class 0.000 description 16
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
• RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 12
• CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 11
• 229950011008 tetrachloroethylene Drugs 0.000 description 11
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
• 125000004432 carbon atom Chemical group C* 0.000 description 10
• 239000000203 mixture Substances 0.000 description 10
• 239000011541 reaction mixture Substances 0.000 description 10
• 239000000835 fiber Substances 0.000 description 9
• 239000011368 organic material Substances 0.000 description 9
• 239000003513 alkali Substances 0.000 description 8
• 229910052799 carbon Inorganic materials 0.000 description 8
• 238000006243 chemical reaction Methods 0.000 description 8
• 239000003599 detergent Substances 0.000 description 8
• 238000000034 method Methods 0.000 description 8
• 239000000126 substance Substances 0.000 description 8
• 239000007795 chemical reaction product Substances 0.000 description 7
• 238000010438 heat treatment Methods 0.000 description 7
• 239000000463 material Substances 0.000 description 7
• UVEWQKMPXAHFST-UHFFFAOYSA-N n,1-diphenylmethanimine Chemical compound C=1C=CC=CC=1C=NC1=CC=CC=C1 UVEWQKMPXAHFST-UHFFFAOYSA-N 0.000 description 7
• 230000007935 neutral effect Effects 0.000 description 7
• 229920000728 polyester Polymers 0.000 description 7
• 229920000642 polymer Polymers 0.000 description 7
• 238000001953 recrystallisation Methods 0.000 description 7
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
• 150000001299 aldehydes Chemical class 0.000 description 6
• VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
• 238000004132 cross linking Methods 0.000 description 6
• 125000001424 substituent group Chemical group 0.000 description 6
• 239000004753 textile Substances 0.000 description 6
• 150000001412 amines Chemical class 0.000 description 5
• 239000002585 base Substances 0.000 description 5
• 239000004305 biphenyl Substances 0.000 description 5
• 235000010290 biphenyl Nutrition 0.000 description 5
• 229910052801 chlorine Inorganic materials 0.000 description 5
• 239000006185 dispersion Substances 0.000 description 5
• 238000001035 drying Methods 0.000 description 5
• 230000007717 exclusion Effects 0.000 description 5
• 239000004744 fabric Substances 0.000 description 5
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 5
• 238000006068 polycondensation reaction Methods 0.000 description 5
• 238000002360 preparation method Methods 0.000 description 5
• PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
• NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
• PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
• 239000002262 Schiff base Substances 0.000 description 4
• 150000004753 Schiff bases Chemical class 0.000 description 4
• 239000000654 additive Substances 0.000 description 4
• 125000003118 aryl group Chemical group 0.000 description 4
• 229920002678 cellulose Polymers 0.000 description 4
• 239000000460 chlorine Substances 0.000 description 4
• 125000001309 chloro group Chemical group Cl* 0.000 description 4
• 239000007859 condensation product Substances 0.000 description 4
• 239000013078 crystal Substances 0.000 description 4
• 238000004519 manufacturing process Methods 0.000 description 4
• 239000000155 melt Substances 0.000 description 4
• UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
• 238000006116 polymerization reaction Methods 0.000 description 4
• 230000008569 process Effects 0.000 description 4
• 150000003839 salts Chemical class 0.000 description 4
• 239000000243 solution Substances 0.000 description 4
• 238000009987 spinning Methods 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
• JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 3
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
• WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
• CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
• 239000004952 Polyamide Substances 0.000 description 3
• GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
• 230000000996 additive effect Effects 0.000 description 3
• 229910052783 alkali metal Inorganic materials 0.000 description 3
• 150000008044 alkali metal hydroxides Chemical class 0.000 description 3
• 150000001340 alkali metals Chemical class 0.000 description 3
• 125000006267 biphenyl group Chemical group 0.000 description 3
• 238000009835 boiling Methods 0.000 description 3
• 239000006227 byproduct Substances 0.000 description 3
• 239000001913 cellulose Substances 0.000 description 3
• 238000004587 chromatography analysis Methods 0.000 description 3
• 238000000576 coating method Methods 0.000 description 3
• 239000000975 dye Substances 0.000 description 3
• 150000002191 fatty alcohols Chemical class 0.000 description 3
• 239000002421 finishing Substances 0.000 description 3
• 229910052736 halogen Inorganic materials 0.000 description 3
• 150000002367 halogens Chemical class 0.000 description 3
• 239000004922 lacquer Substances 0.000 description 3
• 239000002609 medium Substances 0.000 description 3
• 230000004048 modification Effects 0.000 description 3
• 238000012986 modification Methods 0.000 description 3
• 239000003960 organic solvent Substances 0.000 description 3
• 239000000049 pigment Substances 0.000 description 3
• 229920002647 polyamide Polymers 0.000 description 3
• 229910052700 potassium Inorganic materials 0.000 description 3
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
• 229920005989 resin Polymers 0.000 description 3
• 239000011347 resin Substances 0.000 description 3
• 239000002904 solvent Substances 0.000 description 3
• 150000003918 triazines Chemical class 0.000 description 3
• 229920002554 vinyl polymer Polymers 0.000 description 3
• 238000005406 washing Methods 0.000 description 3
• 239000008096 xylene Substances 0.000 description 3
• MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
• UIJPWDSKPZLJAN-UHFFFAOYSA-N 2-(1,4-dioxan-2-yl)ethanol Chemical compound OCCC1COCCO1 UIJPWDSKPZLJAN-UHFFFAOYSA-N 0.000 description 2
• BASJWYNOYQCSQZ-UHFFFAOYSA-N 2-[2-(2-phenylethenyl)phenyl]-1,3,5-triazine Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1C1=NC=NC=N1 BASJWYNOYQCSQZ-UHFFFAOYSA-N 0.000 description 2
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
• UFFRSDWQMJYQNE-UHFFFAOYSA-N 6-azaniumylhexylazanium;hexanedioate Chemical compound [NH3+]CCCCCC[NH3+].[O-]C(=O)CCCCC([O-])=O UFFRSDWQMJYQNE-UHFFFAOYSA-N 0.000 description 2
• HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
• KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
• 239000004971 Cross linker Substances 0.000 description 2
• IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
• RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
• WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
• CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 150000007513 acids Chemical class 0.000 description 2
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
• 239000000853 adhesive Substances 0.000 description 2
• 230000001070 adhesive effect Effects 0.000 description 2
• 125000001931 aliphatic group Chemical group 0.000 description 2
• 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
• 150000001408 amides Chemical class 0.000 description 2
• 235000019270 ammonium chloride Nutrition 0.000 description 2
• 150000001448 anilines Chemical class 0.000 description 2
• 125000004429 atom Chemical group 0.000 description 2
• HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
• 230000001588 bifunctional effect Effects 0.000 description 2
• 239000007844 bleaching agent Substances 0.000 description 2
• 150000001733 carboxylic acid esters Chemical class 0.000 description 2
• 239000000969 carrier Substances 0.000 description 2
• MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
• 239000002131 composite material Substances 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 239000007857 degradation product Substances 0.000 description 2
• 239000002270 dispersing agent Substances 0.000 description 2
• 238000009826 distribution Methods 0.000 description 2
• 230000000694 effects Effects 0.000 description 2
• 229920001971 elastomer Polymers 0.000 description 2
• 239000000839 emulsion Substances 0.000 description 2
• 230000032050 esterification Effects 0.000 description 2
• 238000005886 esterification reaction Methods 0.000 description 2
• 238000005530 etching Methods 0.000 description 2
• 150000002170 ethers Chemical class 0.000 description 2
• 239000002657 fibrous material Substances 0.000 description 2
• 239000010408 film Substances 0.000 description 2
• 239000011888 foil Substances 0.000 description 2
• 239000008187 granular material Substances 0.000 description 2
• 230000026030 halogenation Effects 0.000 description 2
• 238000005658 halogenation reaction Methods 0.000 description 2
• 125000000623 heterocyclic group Chemical group 0.000 description 2
• 150000004678 hydrides Chemical class 0.000 description 2
• 230000007062 hydrolysis Effects 0.000 description 2
• 238000006460 hydrolysis reaction Methods 0.000 description 2
• 239000013067 intermediate product Substances 0.000 description 2
• 239000010985 leather Substances 0.000 description 2
• 239000000178 monomer Substances 0.000 description 2
• 238000000465 moulding Methods 0.000 description 2
• 239000006072 paste Substances 0.000 description 2
• SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 description 2
• 229920000151 polyglycol Polymers 0.000 description 2
• 239000010695 polyglycol Substances 0.000 description 2
• 239000011591 potassium Substances 0.000 description 2
• 150000003112 potassium compounds Chemical class 0.000 description 2
• LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
• BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
• 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 2
• 150000003230 pyrimidines Chemical class 0.000 description 2
• 239000005060 rubber Substances 0.000 description 2
• CPRMKOQKXYSDML-UHFFFAOYSA-M rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 description 2
• 239000000344 soap Substances 0.000 description 2
• 239000007858 starting material Substances 0.000 description 2
• 239000000758 substrate Substances 0.000 description 2
• FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
• RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
• JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
• 150000000182 1,3,5-triazines Chemical class 0.000 description 1
• QZMQKPGVXNSITP-UHFFFAOYSA-N 1,3-benzodioxole-4-carbaldehyde Chemical compound O=CC1=CC=CC2=C1OCO2 QZMQKPGVXNSITP-UHFFFAOYSA-N 0.000 description 1
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
• RNHDAKUGFHSZEV-UHFFFAOYSA-N 1,4-dioxane;hydrate Chemical compound O.C1COCCO1 RNHDAKUGFHSZEV-UHFFFAOYSA-N 0.000 description 1
• 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 1
• OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
• HKCNCFCDVJZESK-UHFFFAOYSA-N 2-[2-(2-phenylethenyl)phenyl]pyridine Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1C1=CC=CC=N1 HKCNCFCDVJZESK-UHFFFAOYSA-N 0.000 description 1
• MRORFCDVBYUIRZ-UHFFFAOYSA-N 2-[2-(2-phenylethenyl)phenyl]pyrimidine Chemical class C1(=C(C=CC=C1)C1=NC=CC=N1)C=CC1=CC=CC=C1 MRORFCDVBYUIRZ-UHFFFAOYSA-N 0.000 description 1
• MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
• MNFZZNNFORDXSV-UHFFFAOYSA-N 4-(diethylamino)benzaldehyde Chemical compound CCN(CC)C1=CC=C(C=O)C=C1 MNFZZNNFORDXSV-UHFFFAOYSA-N 0.000 description 1
• BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
• ZFXPBTZXYNIAJW-UHFFFAOYSA-N 4-[2-(2-phenylethenyl)phenyl]triazine Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1C1=CC=NN=N1 ZFXPBTZXYNIAJW-UHFFFAOYSA-N 0.000 description 1
• VCZNNAKNUVJVGX-UHFFFAOYSA-N 4-methylbenzonitrile Chemical compound CC1=CC=C(C#N)C=C1 VCZNNAKNUVJVGX-UHFFFAOYSA-N 0.000 description 1
• WNKQDGLSQUASME-UHFFFAOYSA-N 4-sulfophthalic acid Chemical compound OC(=O)C1=CC=C(S(O)(=O)=O)C=C1C(O)=O WNKQDGLSQUASME-UHFFFAOYSA-N 0.000 description 1
• ISAVYTVYFVQUDY-UHFFFAOYSA-N 4-tert-Octylphenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 ISAVYTVYFVQUDY-UHFFFAOYSA-N 0.000 description 1
• RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
• NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
• BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical group CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 description 1
• SQTAPWYRPVTHFR-UHFFFAOYSA-N C(=O)(Cl)Cl.C1(=CC=CC=C1)C=CC1=CC=CC=C1 Chemical compound C(=O)(Cl)Cl.C1(=CC=CC=C1)C=CC1=CC=CC=C1 SQTAPWYRPVTHFR-UHFFFAOYSA-N 0.000 description 1
• 244000025254 Cannabis sativa Species 0.000 description 1
• 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
• 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
• 240000000491 Corchorus aestuans Species 0.000 description 1
• 235000011777 Corchorus aestuans Nutrition 0.000 description 1
• 235000010862 Corchorus capsularis Nutrition 0.000 description 1
• 229920000742 Cotton Polymers 0.000 description 1
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
• IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
• 239000005977 Ethylene Chemical group 0.000 description 1
• 238000005727 Friedel-Crafts reaction Methods 0.000 description 1
• 239000000899 Gutta-Percha Substances 0.000 description 1
• 240000002636 Manilkara bidentata Species 0.000 description 1
• 229920000877 Melamine resin Polymers 0.000 description 1
• 239000000020 Nitrocellulose Substances 0.000 description 1
• 229920002292 Nylon 6 Polymers 0.000 description 1
• 240000000342 Palaquium gutta Species 0.000 description 1
• XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
• 229920001131 Pulp (paper) Polymers 0.000 description 1
• 229920000297 Rayon Polymers 0.000 description 1
• 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 description 1
• 229920002472 Starch Polymers 0.000 description 1
• LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
• UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
• BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
• QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
• 235000005811 Viola adunca Nutrition 0.000 description 1
• 240000009038 Viola odorata Species 0.000 description 1
• 235000013487 Viola odorata Nutrition 0.000 description 1
• 235000002254 Viola papilionacea Nutrition 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 150000003926 acrylamides Chemical class 0.000 description 1
• 150000001253 acrylic acids Chemical class 0.000 description 1
• 230000010933 acylation Effects 0.000 description 1
• 238000005917 acylation reaction Methods 0.000 description 1
• 238000004220 aggregation Methods 0.000 description 1
• 230000002776 aggregation Effects 0.000 description 1
• 150000001298 alcohols Chemical class 0.000 description 1
• 229920000180 alkyd Polymers 0.000 description 1
• 125000005907 alkyl ester group Chemical group 0.000 description 1
• 125000003277 amino group Chemical group 0.000 description 1
• 229910021529 ammonia Inorganic materials 0.000 description 1
• 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
• MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Natural products C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 1
• 239000003963 antioxidant agent Substances 0.000 description 1
• 239000012736 aqueous medium Substances 0.000 description 1
• 150000003934 aromatic aldehydes Chemical class 0.000 description 1
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
• JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
• 235000016302 balata Nutrition 0.000 description 1
• 230000009286 beneficial effect Effects 0.000 description 1
• 230000008901 benefit Effects 0.000 description 1
• 150000003935 benzaldehydes Chemical class 0.000 description 1
• 150000001555 benzenes Chemical class 0.000 description 1
• 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 description 1
• 239000011230 binding agent Substances 0.000 description 1
• 238000004061 bleaching Methods 0.000 description 1
• 229910052792 caesium Inorganic materials 0.000 description 1
• HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
• 235000009120 camo Nutrition 0.000 description 1
• 239000004202 carbamide Substances 0.000 description 1
• 235000013877 carbamide Nutrition 0.000 description 1
• 150000001721 carbon Chemical group 0.000 description 1
• 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
• 150000001735 carboxylic acids Chemical class 0.000 description 1
• 239000011111 cardboard Substances 0.000 description 1
• 239000012876 carrier material Substances 0.000 description 1
• 239000005018 casein Substances 0.000 description 1
• BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
• 235000021240 caseins Nutrition 0.000 description 1
• 230000015556 catabolic process Effects 0.000 description 1
• 239000003054 catalyst Substances 0.000 description 1
• 229920003086 cellulose ether Polymers 0.000 description 1
• 235000005607 chanvre indien Nutrition 0.000 description 1
• 150000001805 chlorine compounds Chemical class 0.000 description 1
• YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
• 239000011248 coating agent Substances 0.000 description 1
• 238000010276 construction Methods 0.000 description 1
• 229920001577 copolymer Polymers 0.000 description 1
• QKSIFUGZHOUETI-UHFFFAOYSA-N copper;azane Chemical compound N.N.N.N.[Cu+2] QKSIFUGZHOUETI-UHFFFAOYSA-N 0.000 description 1
• 238000002425 crystallisation Methods 0.000 description 1
• 230000008025 crystallization Effects 0.000 description 1
• 150000003950 cyclic amides Chemical class 0.000 description 1
• 238000006731 degradation reaction Methods 0.000 description 1
• 125000003963 dichloro group Chemical group Cl* 0.000 description 1
• 150000001993 dienes Chemical class 0.000 description 1
• 235000014113 dietary fatty acids Nutrition 0.000 description 1
• 238000004043 dyeing Methods 0.000 description 1
• 239000003822 epoxy resin Substances 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• FYIBGDKNYYMMAG-UHFFFAOYSA-N ethane-1,2-diol;terephthalic acid Chemical compound OCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 FYIBGDKNYYMMAG-UHFFFAOYSA-N 0.000 description 1
• 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
• 238000006266 etherification reaction Methods 0.000 description 1
• 239000000194 fatty acid Substances 0.000 description 1
• 229930195729 fatty acid Natural products 0.000 description 1
• 150000004665 fatty acids Chemical class 0.000 description 1
• 239000000945 filler Substances 0.000 description 1
• 239000000706 filtrate Substances 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthrene Natural products C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 description 1
• 239000006260 foam Substances 0.000 description 1
• HDNHWROHHSBKJG-UHFFFAOYSA-N formaldehyde;furan-2-ylmethanol Chemical compound O=C.OCC1=CC=CO1 HDNHWROHHSBKJG-UHFFFAOYSA-N 0.000 description 1
• 239000007849 furan resin Substances 0.000 description 1
• 239000000499 gel Substances 0.000 description 1
• 239000003292 glue Substances 0.000 description 1
• 229920000588 gutta-percha Polymers 0.000 description 1
• 210000004209 hair Anatomy 0.000 description 1
• 150000008282 halocarbons Chemical class 0.000 description 1
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
• 239000012760 heat stabilizer Substances 0.000 description 1
• 239000011487 hemp Substances 0.000 description 1
• VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
• 229930195733 hydrocarbon Natural products 0.000 description 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
• 238000005470 impregnation Methods 0.000 description 1
• 238000001746 injection moulding Methods 0.000 description 1
• 239000004413 injection moulding compound Substances 0.000 description 1
• 229910010272 inorganic material Inorganic materials 0.000 description 1
• 239000011147 inorganic material Substances 0.000 description 1
• 150000002500 ions Chemical class 0.000 description 1
• 238000010409 ironing Methods 0.000 description 1
• 238000002955 isolation Methods 0.000 description 1
• 150000002576 ketones Chemical class 0.000 description 1
• 229920000126 latex Polymers 0.000 description 1
• 239000004611 light stabiliser Substances 0.000 description 1
• 229910052744 lithium Inorganic materials 0.000 description 1
• 125000005395 methacrylic acid group Chemical class 0.000 description 1
• 230000005012 migration Effects 0.000 description 1
• 238000013508 migration Methods 0.000 description 1
• KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
• PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
• 125000001624 naphthyl group Chemical group 0.000 description 1
• 150000005002 naphthylamines Chemical class 0.000 description 1
• 239000000025 natural resin Substances 0.000 description 1
• 229920001220 nitrocellulos Polymers 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• 239000004745 nonwoven fabric Substances 0.000 description 1
• 229920003986 novolac Polymers 0.000 description 1
• 239000003921 oil Substances 0.000 description 1
• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
• 150000002894 organic compounds Chemical class 0.000 description 1
• 239000001301 oxygen Substances 0.000 description 1
• 229910052760 oxygen Inorganic materials 0.000 description 1
• ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 1
• 239000003973 paint Substances 0.000 description 1
• 239000000123 paper Substances 0.000 description 1
• 239000011087 paperboard Substances 0.000 description 1
• QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
• 229920001568 phenolic resin Polymers 0.000 description 1
• 239000005011 phenolic resin Substances 0.000 description 1
• 229940081310 piperonal Drugs 0.000 description 1
• 229920003023 plastic Polymers 0.000 description 1
• 239000004033 plastic Substances 0.000 description 1
• 239000003495 polar organic solvent Substances 0.000 description 1
• 239000004417 polycarbonate Substances 0.000 description 1
• 229920000515 polycarbonate Polymers 0.000 description 1
• 229920000647 polyepoxide Polymers 0.000 description 1
• 229920000570 polyether Polymers 0.000 description 1
• 229920000139 polyethylene terephthalate Polymers 0.000 description 1
• 239000005020 polyethylene terephthalate Substances 0.000 description 1
• 229920002959 polymer blend Polymers 0.000 description 1
• 229920006324 polyoxymethylene Polymers 0.000 description 1
• 229920006295 polythiol Polymers 0.000 description 1
• 229920002635 polyurethane Polymers 0.000 description 1
• 239000004814 polyurethane Substances 0.000 description 1
• 150000003141 primary amines Chemical class 0.000 description 1
• 235000018102 proteins Nutrition 0.000 description 1
• 102000004169 proteins and genes Human genes 0.000 description 1
• 108090000623 proteins and genes Proteins 0.000 description 1
• 150000003222 pyridines Chemical class 0.000 description 1
• 239000002994 raw material Substances 0.000 description 1
• 239000000376 reactant Substances 0.000 description 1
• 239000012429 reaction media Substances 0.000 description 1
• 239000004627 regenerated cellulose Substances 0.000 description 1
• 238000007142 ring opening reaction Methods 0.000 description 1
• 229910052701 rubidium Inorganic materials 0.000 description 1
• 229920006395 saturated elastomer Polymers 0.000 description 1
• 239000011265 semifinished product Substances 0.000 description 1
• 229920002050 silicone resin Polymers 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• 239000011734 sodium Substances 0.000 description 1
• 239000008107 starch Substances 0.000 description 1
• 235000019698 starch Nutrition 0.000 description 1
• PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
• 150000003440 styrenes Chemical class 0.000 description 1
• 125000005504 styryl group Chemical group 0.000 description 1
• IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
• 239000013589 supplement Substances 0.000 description 1
• YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
• 239000004408 titanium dioxide Substances 0.000 description 1
• 125000005425 toluyl group Chemical group 0.000 description 1
• 239000000606 toothpaste Substances 0.000 description 1
• 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 description 1
• 235000013311 vegetables Nutrition 0.000 description 1
• 229920001567 vinyl ester resin Polymers 0.000 description 1
• NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
• 239000002699 waste material Substances 0.000 description 1
• 239000001993 wax Substances 0.000 description 1
• 230000002087 whitening effect Effects 0.000 description 1
• 239000002023 wood Substances 0.000 description 1
• 210000002268 wool Anatomy 0.000 description 1
• 239000002759 woven fabric Substances 0.000 description 1
• 125000005023 xylyl group Chemical group 0.000 description 1