MXPA06005589A - Hair relaxing composition comprising at least one non-hydroxide polyguanidine - Google Patents
Hair relaxing composition comprising at least one non-hydroxide polyguanidineInfo
- Publication number
- MXPA06005589A MXPA06005589A MXPA/A/2006/005589A MXPA06005589A MXPA06005589A MX PA06005589 A MXPA06005589 A MX PA06005589A MX PA06005589 A MXPA06005589 A MX PA06005589A MX PA06005589 A MXPA06005589 A MX PA06005589A
- Authority
- MX
- Mexico
- Prior art keywords
- bis
- guanidine
- dimethyl
- ethyl
- ylidene
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 81
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxyl anion Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 title claims abstract description 13
- 210000004209 Hair Anatomy 0.000 title claims description 51
- 230000002040 relaxant effect Effects 0.000 title abstract description 4
- 102000011782 Keratins Human genes 0.000 claims abstract description 34
- 108010076876 Keratins Proteins 0.000 claims abstract description 34
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 33
- 239000000835 fiber Substances 0.000 claims abstract description 26
- 239000002537 cosmetic Substances 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 366
- -1 for example Chemical group 0.000 claims description 96
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 81
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 63
- 150000004679 hydroxides Chemical class 0.000 claims description 39
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 36
- 150000003254 radicals Chemical class 0.000 claims description 36
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 claims description 33
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 33
- 150000001875 compounds Chemical class 0.000 claims description 26
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 26
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 18
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 17
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 16
- 230000015572 biosynthetic process Effects 0.000 claims description 12
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 claims description 12
- UQBOJOOOTLPNST-UHFFFAOYSA-N 2-aminoprop-2-enoic acid Chemical compound NC(=C)C(O)=O UQBOJOOOTLPNST-UHFFFAOYSA-N 0.000 claims description 11
- 238000007068 beta-elimination reaction Methods 0.000 claims description 11
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 11
- 238000005755 formation reaction Methods 0.000 claims description 11
- DWPCPZJAHOETAG-IMJSIDKUSA-N Lanthionine Chemical compound OC(=O)[C@@H](N)CSC[C@H](N)C(O)=O DWPCPZJAHOETAG-IMJSIDKUSA-N 0.000 claims description 10
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 10
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 10
- LEVWYRKDKASIDU-IMJSIDKUSA-N cystine group Chemical group C([C@@H](C(=O)O)N)SSC[C@@H](C(=O)O)N LEVWYRKDKASIDU-IMJSIDKUSA-N 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 229940106189 Ceramides Drugs 0.000 claims description 4
- JNPMPOVEGDEKFH-UHFFFAOYSA-N N-[[3-[[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]methyl]phenyl]methyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCC1=CC=CC(CN=C2N(CCCN2C)C)=C1 JNPMPOVEGDEKFH-UHFFFAOYSA-N 0.000 claims description 4
- 150000001783 ceramides Chemical class 0.000 claims description 4
- 238000009499 grossing Methods 0.000 claims description 4
- 125000005842 heteroatoms Chemical group 0.000 claims description 4
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 4
- 239000002304 perfume Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 239000002562 thickening agent Substances 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- XFNJVJPLKCPIBV-UHFFFAOYSA-N 1,3-Diaminopropane Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 3
- KVQKYRKHCCNIFG-UHFFFAOYSA-N CN1C(N(CC1)C)=NC=1C(=CC=CC=1)N Chemical compound CN1C(N(CC1)C)=NC=1C(=CC=CC=1)N KVQKYRKHCCNIFG-UHFFFAOYSA-N 0.000 claims description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N Methyl radical Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 3
- RAJZNDKWXVBEDF-UHFFFAOYSA-N N-[2-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]ethyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCCN=C1N(C)CCCN1C RAJZNDKWXVBEDF-UHFFFAOYSA-N 0.000 claims description 3
- 235000010290 biphenyl Nutrition 0.000 claims description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 230000035515 penetration Effects 0.000 claims description 3
- 230000002335 preservative Effects 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 239000003352 sequestering agent Substances 0.000 claims description 3
- 230000000475 sunscreen Effects 0.000 claims description 3
- 239000000516 sunscreening agent Substances 0.000 claims description 3
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 239000001993 wax Substances 0.000 claims description 3
- DJVZKLSXUJRPCY-UHFFFAOYSA-N 2-[(1,3-dimethylimidazol-2-ylidene)amino]-N-[2-[(1,3-dimethylimidazol-2-ylidene)amino]ethyl]-N-methylethanamine Chemical compound CN1C=CN(C)C1=NCCN(C)CCN=C1N(C)C=CN1C DJVZKLSXUJRPCY-UHFFFAOYSA-N 0.000 claims description 2
- OBBAETGNLDVFKA-UHFFFAOYSA-N 2-[N'-[12-[[amino-[bis(dimethylamino)methylamino]methylidene]amino]dodecyl]carbamimidoyl]-1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(N(C)C)NC(N)=NCCCCCCCCCCCCN=C(N)N=C(N(C)C)N(C)C OBBAETGNLDVFKA-UHFFFAOYSA-N 0.000 claims description 2
- SIGKBWWZAKJANL-UHFFFAOYSA-N CN(C)C(N(C)C)=C(C(N)N)CC Chemical compound CN(C)C(N(C)C)=C(C(N)N)CC SIGKBWWZAKJANL-UHFFFAOYSA-N 0.000 claims description 2
- PRQCNWJWMSGZDN-UHFFFAOYSA-N CN1C(N(CC1)C)=C(CN)N Chemical compound CN1C(N(CC1)C)=C(CN)N PRQCNWJWMSGZDN-UHFFFAOYSA-N 0.000 claims description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N Cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 claims description 2
- MCGYNMRNKLIUNI-UHFFFAOYSA-N N-[2-[2-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]ethyldisulfanyl]ethyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCCSSCCN=C1N(C)CCCN1C MCGYNMRNKLIUNI-UHFFFAOYSA-N 0.000 claims description 2
- QNWQZAGMMIYLDM-UHFFFAOYSA-N N-[2-[2-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]ethylsulfanyl]ethyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCCSCCN=C1N(C)CCCN1C QNWQZAGMMIYLDM-UHFFFAOYSA-N 0.000 claims description 2
- PDBBKFXTGQFTSL-UHFFFAOYSA-N N-[3-[(1,3-dimethylimidazol-2-ylidene)amino]-2,2-dimethylpropyl]-1,3-dimethylimidazol-2-imine Chemical compound CN1C=CN(C)C1=NCC(C)(C)CN=C1N(C)C=CN1C PDBBKFXTGQFTSL-UHFFFAOYSA-N 0.000 claims description 2
- GRRYCHBROWDNBV-UHFFFAOYSA-N N-[3-[(1,3-dimethylimidazol-2-ylidene)amino]propyl]-1,3-dimethylimidazol-2-imine Chemical compound CN1C=CN(C)C1=NCCCN=C1N(C)C=CN1C GRRYCHBROWDNBV-UHFFFAOYSA-N 0.000 claims description 2
- YUNCJLWJROCWLV-UHFFFAOYSA-N N-[4-[(1,3-dimethylimidazolidin-2-ylidene)amino]butyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCCCCN=C1N(C)CCN1C YUNCJLWJROCWLV-UHFFFAOYSA-N 0.000 claims description 2
- 229940101267 Panthenol Drugs 0.000 claims description 2
- 229940029983 VITAMINS Drugs 0.000 claims description 2
- 229940021016 Vitamin IV solution additives Drugs 0.000 claims description 2
- 239000002535 acidifier Substances 0.000 claims description 2
- 230000000240 adjuvant Effects 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000002280 amphoteric surfactant Substances 0.000 claims description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- 239000004202 carbamide Substances 0.000 claims description 2
- 125000005518 carboxamido group Chemical group 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 238000004140 cleaning Methods 0.000 claims description 2
- 230000003750 conditioning Effects 0.000 claims description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 150000001261 hydroxy acids Chemical class 0.000 claims description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 239000003921 oil Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Chemical group 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical group O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 235000020957 pantothenol Nutrition 0.000 claims description 2
- 239000011619 pantothenol Substances 0.000 claims description 2
- 229910052710 silicon Chemical group 0.000 claims description 2
- 239000010703 silicon Chemical group 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000003457 sulfones Chemical group 0.000 claims description 2
- 150000003462 sulfoxides Chemical group 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 230000000576 supplementary Effects 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- 235000013343 vitamin Nutrition 0.000 claims description 2
- 239000011782 vitamin Substances 0.000 claims description 2
- 229930003231 vitamins Natural products 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- VQYHYSCJNMSHQS-UHFFFAOYSA-N 2-[3-[3-[bis(dimethylamino)methylideneamino]propyl-methylamino]propyl]-1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(N(C)C)=NCCCN(C)CCCN=C(N(C)C)N(C)C VQYHYSCJNMSHQS-UHFFFAOYSA-N 0.000 claims 1
- PDEITRQKDBBUAQ-UHFFFAOYSA-N 2-[4-[[4-[bis(dimethylamino)methylideneamino]phenyl]methyl]phenyl]-1,1,3,3-tetramethylguanidine Chemical compound C1=CC(N=C(N(C)C)N(C)C)=CC=C1CC1=CC=C(N=C(N(C)C)N(C)C)C=C1 PDEITRQKDBBUAQ-UHFFFAOYSA-N 0.000 claims 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 1
- UZEKTDVGUQCDBI-UHFFFAOYSA-N 2-propan-2-ylguanidine Chemical compound CC(C)NC(N)=N UZEKTDVGUQCDBI-UHFFFAOYSA-N 0.000 claims 1
- IYRVBEVODGJJIZ-UHFFFAOYSA-N 3-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]-N-[3-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]propyl]-N-methylpropan-1-amine Chemical compound CN1CCCN(C)C1=NCCCN(C)CCCN=C1N(C)CCCN1C IYRVBEVODGJJIZ-UHFFFAOYSA-N 0.000 claims 1
- PZPWYULYAALXJC-UHFFFAOYSA-N CN(C)NC(N=C)=O Chemical compound CN(C)NC(N=C)=O PZPWYULYAALXJC-UHFFFAOYSA-N 0.000 claims 1
- WWUOJLLIDDRKSQ-UHFFFAOYSA-N CN1C(N(CC1)C)=NC1=CC=CC2=CC=CC(=C12)N Chemical compound CN1C(N(CC1)C)=NC1=CC=CC2=CC=CC(=C12)N WWUOJLLIDDRKSQ-UHFFFAOYSA-N 0.000 claims 1
- 206010008415 Chediak-Higashi syndrome Diseases 0.000 claims 1
- 241001024304 Mino Species 0.000 claims 1
- IXDXDXFEXQSDRF-UHFFFAOYSA-N N-[2-[(1,3-dimethylimidazolidin-2-ylidene)amino]ethyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCCN=C1N(C)CCN1C IXDXDXFEXQSDRF-UHFFFAOYSA-N 0.000 claims 1
- XSWATIMYSDZYDL-UHFFFAOYSA-N N-[2-[2-[(1,3-dimethylimidazolidin-2-ylidene)amino]ethyldisulfanyl]ethyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCCSSCCN=C1N(C)CCN1C XSWATIMYSDZYDL-UHFFFAOYSA-N 0.000 claims 1
- VSPGYHXNBRSIMC-UHFFFAOYSA-N N-[4-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]butyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCCCCN=C1N(C)CCCN1C VSPGYHXNBRSIMC-UHFFFAOYSA-N 0.000 claims 1
- RBQHKWDDDZTLPK-UHFFFAOYSA-N N-[4-[(1,3-dimethylimidazol-2-ylidene)amino]butyl]-1,3-dimethylimidazol-2-imine Chemical compound CN1C=CN(C)C1=NCCCCN=C1N(C)C=CN1C RBQHKWDDDZTLPK-UHFFFAOYSA-N 0.000 claims 1
- UPMFWXLXJUDGIE-UHFFFAOYSA-N N-[5-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]pentyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCCCCCN=C1N(C)CCCN1C UPMFWXLXJUDGIE-UHFFFAOYSA-N 0.000 claims 1
- RARSSBPOUZAOLV-UHFFFAOYSA-N N-[5-[(1,3-dimethylimidazolidin-2-ylidene)amino]pentyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCCCCCN=C1N(C)CCN1C RARSSBPOUZAOLV-UHFFFAOYSA-N 0.000 claims 1
- UEBBHPIJNFNNBO-UHFFFAOYSA-N N-[6-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]hexyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCCCCCCN=C1N(C)CCCN1C UEBBHPIJNFNNBO-UHFFFAOYSA-N 0.000 claims 1
- IPXVZIMWNSTKLH-UHFFFAOYSA-N N-[6-[(1,3-dimethylimidazol-2-ylidene)amino]hexyl]-1,3-dimethylimidazol-2-imine Chemical compound CN1C=CN(C)C1=NCCCCCCN=C1N(C)C=CN1C IPXVZIMWNSTKLH-UHFFFAOYSA-N 0.000 claims 1
- TUNYZOBXYCLXJW-UHFFFAOYSA-N N-[6-[(1,3-dimethylimidazolidin-2-ylidene)amino]hexyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCCCCCCN=C1N(C)CCN1C TUNYZOBXYCLXJW-UHFFFAOYSA-N 0.000 claims 1
- IXKPXWWDTIXSTB-UHFFFAOYSA-N N-[8-[(1,3-dimethylimidazolidin-2-ylidene)amino]naphthalen-1-yl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NC1=CC=CC2=CC=CC(N=C3N(CCN3C)C)=C12 IXKPXWWDTIXSTB-UHFFFAOYSA-N 0.000 claims 1
- NNSHFIIAFHLJPQ-UHFFFAOYSA-N N-[[3-[[(1,3-dimethylimidazol-2-ylidene)amino]methyl]phenyl]methyl]-1,3-dimethylimidazol-2-imine Chemical compound CN1C=CN(C)C1=NCC1=CC=CC(CN=C2N(C=CN2C)C)=C1 NNSHFIIAFHLJPQ-UHFFFAOYSA-N 0.000 claims 1
- 230000003064 anti-oxidating Effects 0.000 claims 1
- RGTXVXDNHPWPHH-UHFFFAOYSA-N butane-1,3-diamine Chemical compound CC(N)CCN RGTXVXDNHPWPHH-UHFFFAOYSA-N 0.000 claims 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical group C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 claims 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims 1
- 238000007669 thermal treatment Methods 0.000 claims 1
- QXTIBZLKQPJVII-UHFFFAOYSA-N triethylsilicon Chemical group CC[Si](CC)CC QXTIBZLKQPJVII-UHFFFAOYSA-N 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 25
- 239000002585 base Substances 0.000 description 10
- 239000003638 reducing agent Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- OFZKYQYOBLPIPO-UHFFFAOYSA-N guanidine;hydrate Chemical compound O.NC(N)=N OFZKYQYOBLPIPO-UHFFFAOYSA-N 0.000 description 8
- 235000011121 sodium hydroxide Nutrition 0.000 description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 6
- CWERGRDVMFNCDR-UHFFFAOYSA-N Thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 6
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- 150000003573 thiols Chemical class 0.000 description 6
- 150000001408 amides Chemical group 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 210000004761 Scalp Anatomy 0.000 description 4
- 210000003491 Skin Anatomy 0.000 description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical class OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 125000002091 cationic group Chemical group 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 239000006071 cream Substances 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000005358 mercaptoalkyl group Chemical group 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 230000001603 reducing Effects 0.000 description 4
- 238000005096 rolling process Methods 0.000 description 4
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N Ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 description 3
- 229940075861 Ammonium thioglycolate Drugs 0.000 description 3
- 229960003067 Cystine Drugs 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 150000001342 alkaline earth metals Chemical class 0.000 description 3
- 230000004075 alteration Effects 0.000 description 3
- 239000000470 constituent Substances 0.000 description 3
- 238000007688 edging Methods 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 235000019645 odor Nutrition 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 description 3
- DOGJSOZYUGJVKS-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-sulfanylacetate Chemical compound OCC(O)COC(=O)CS DOGJSOZYUGJVKS-UHFFFAOYSA-N 0.000 description 2
- PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 description 2
- JZVLDLKUNVNJKG-UHFFFAOYSA-N CN1C(N(CCC1)C)=C(CCN)N Chemical compound CN1C(N(CCC1)C)=C(CCN)N JZVLDLKUNVNJKG-UHFFFAOYSA-N 0.000 description 2
- HUCVOHYBFXVBRW-UHFFFAOYSA-M Caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L Calcium hydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 2
- UFULAYFCSOUIOV-UHFFFAOYSA-N Cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 description 2
- 229940119025 Cysteamine Drugs 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N Dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- XUJNEKJLAYXESH-REOHCLBHSA-N L-cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 2
- 229960003151 Mercaptamine Drugs 0.000 description 2
- YNQPSFBRTURHSH-UHFFFAOYSA-N N-[[3-[[(1,3-dimethylimidazolidin-2-ylidene)amino]methyl]cyclohexyl]methyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCC1CC(CN=C2N(CCN2C)C)CCC1 YNQPSFBRTURHSH-UHFFFAOYSA-N 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N Oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- CPRMKOQKXYSDML-UHFFFAOYSA-M Rubidium hydroxide Chemical compound [OH-].[Rb+] CPRMKOQKXYSDML-UHFFFAOYSA-M 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000000920 calcium hydroxide Substances 0.000 description 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atoms Chemical group C* 0.000 description 2
- 239000008139 complexing agent Substances 0.000 description 2
- 235000018417 cysteine Nutrition 0.000 description 2
- 230000004059 degradation Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- 150000002829 nitrogen Chemical group 0.000 description 2
- 150000007530 organic bases Chemical class 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011252 protective cream Substances 0.000 description 2
- 230000002829 reduced Effects 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 229910052723 transition metal Inorganic materials 0.000 description 2
- 150000003624 transition metals Chemical class 0.000 description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 2
- LTMQZVLXCLQPCT-UHFFFAOYSA-N 1,1,6-trimethyltetralin Chemical compound C1CCC(C)(C)C=2C1=CC(C)=CC=2 LTMQZVLXCLQPCT-UHFFFAOYSA-N 0.000 description 1
- GOSNVSCLYLPFGQ-UHFFFAOYSA-N 1-[bis(dimethylamino)methylidene]-3-[3-[[bis(dimethylamino)methylidenecarbamoylamino]methyl]-3,5,5-trimethylcyclohexyl]urea Chemical compound CN(C)C(N(C)C)=NC(=O)NCC1(C)CC(NC(=O)N=C(N(C)C)N(C)C)CC(C)(C)C1 GOSNVSCLYLPFGQ-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N 2-(2-Ethoxyethoxy)ethanol Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-Ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N 2-Pyrrolidone Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- VONSERZDACRCBX-UHFFFAOYSA-N 2-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]-N-[2-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]ethyl]-N-methylethanamine Chemical compound CN1CCCN(C)C1=NCCN(C)CCN=C1N(C)CCCN1C VONSERZDACRCBX-UHFFFAOYSA-N 0.000 description 1
- IIYWIGIXLOAJPO-UHFFFAOYSA-N 2-hydroxypropyl 2-sulfanylacetate Chemical compound CC(O)COC(=O)CS IIYWIGIXLOAJPO-UHFFFAOYSA-N 0.000 description 1
- 229960004308 ACETYLCYSTEINE Drugs 0.000 description 1
- 206010001488 Aggression Diseases 0.000 description 1
- 229940045714 Alkyl sulfonate alkylating agents Drugs 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K Aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 229960005261 Aspartic Acid Drugs 0.000 description 1
- WPJWIROQQFWMMK-UHFFFAOYSA-L Beryllium hydroxide Chemical compound [Be+2].[OH-].[OH-] WPJWIROQQFWMMK-UHFFFAOYSA-L 0.000 description 1
- 229960003563 Calcium Carbonate Drugs 0.000 description 1
- 210000001736 Capillaries Anatomy 0.000 description 1
- UNJPQTDTZAKTFK-UHFFFAOYSA-K Cerium(III) hydroxide Chemical compound [OH-].[OH-].[OH-].[Ce+3] UNJPQTDTZAKTFK-UHFFFAOYSA-K 0.000 description 1
- 210000003467 Cheek Anatomy 0.000 description 1
- ASKVAEGIVYSGNY-UHFFFAOYSA-L Cobalt(II) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 description 1
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 1
- RCJVRSBWZCNNQT-UHFFFAOYSA-N Dichlorine monoxide Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 210000000720 Eyelashes Anatomy 0.000 description 1
- 210000000744 Eyelids Anatomy 0.000 description 1
- 229960002989 Glutamic Acid Drugs 0.000 description 1
- 229940100242 Glycol Stearate Drugs 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N Glycol stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N Hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229940039717 Lanolin Drugs 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L Magnesium hydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- WNZWVZCUFRJIBG-UHFFFAOYSA-N N-(2-sulfanylethyl)propanamide Chemical compound CCC(=O)NCCS WNZWVZCUFRJIBG-UHFFFAOYSA-N 0.000 description 1
- IMPKHFKUGFXVPI-UHFFFAOYSA-N N-[2-[2-[(1,3-dimethylimidazol-2-ylidene)amino]ethyldisulfanyl]ethyl]-1,3-dimethylimidazol-2-imine Chemical compound CN1C=CN(C)C1=NCCSSCCN=C1N(C)C=CN1C IMPKHFKUGFXVPI-UHFFFAOYSA-N 0.000 description 1
- MEZAWGUVQHRDFZ-UHFFFAOYSA-N N-[3-[(1,3-dimethyl-1,3-diazinan-2-ylidene)amino]-2,2-dimethylpropyl]-1,3-dimethyl-1,3-diazinan-2-imine Chemical compound CN1CCCN(C)C1=NCC(C)(C)CN=C1N(C)CCCN1C MEZAWGUVQHRDFZ-UHFFFAOYSA-N 0.000 description 1
- RDGZRCNMCTZFMQ-UHFFFAOYSA-N N-[3-[(1,3-dimethylimidazolidin-2-ylidene)amino]-2,2-dimethylpropyl]-1,3-dimethylimidazolidin-2-imine Chemical compound CN1CCN(C)C1=NCC(C)(C)CN=C1N(C)CCN1C RDGZRCNMCTZFMQ-UHFFFAOYSA-N 0.000 description 1
- AXFZADXWLMXITO-UHFFFAOYSA-N N-acetylcysteamine Chemical compound CC(=O)NCCS AXFZADXWLMXITO-UHFFFAOYSA-N 0.000 description 1
- 229940055726 Pantothenic Acid Drugs 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N Putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N Sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- UUCCCPNEFXQJEL-UHFFFAOYSA-L Strontium hydroxide Chemical compound [OH-].[OH-].[Sr+2] UUCCCPNEFXQJEL-UHFFFAOYSA-L 0.000 description 1
- ACTRVOBWPAIOHC-UHFFFAOYSA-N Succimer Chemical compound OC(=O)C(S)C(S)C(O)=O ACTRVOBWPAIOHC-UHFFFAOYSA-N 0.000 description 1
- KZNICNPSHKQLFF-UHFFFAOYSA-N Succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 1
- NJRXVEJTAYWCQJ-UHFFFAOYSA-N Thiomalic acid Chemical compound OC(=O)CC(S)C(O)=O NJRXVEJTAYWCQJ-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L Zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- CWQSNJSRIUPVNR-UHFFFAOYSA-M [OH-].[Fr+] Chemical compound [OH-].[Fr+] CWQSNJSRIUPVNR-UHFFFAOYSA-M 0.000 description 1
- FXNGTWJQBRAZDM-UHFFFAOYSA-K [OH-].[OH-].[OH-].[Ac+3] Chemical compound [OH-].[OH-].[OH-].[Ac+3] FXNGTWJQBRAZDM-UHFFFAOYSA-K 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000003213 activating Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 210000000077 angora Anatomy 0.000 description 1
- 230000003656 anti-hair-loss Effects 0.000 description 1
- 230000000111 anti-oxidant Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- 125000004429 atoms Chemical group 0.000 description 1
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
- 229910001863 barium hydroxide Inorganic materials 0.000 description 1
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229910001865 beryllium hydroxide Inorganic materials 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- XIYPBSADJSJKMF-UHFFFAOYSA-N cadmium;dihydrate Chemical compound O.O.[Cd] XIYPBSADJSJKMF-UHFFFAOYSA-N 0.000 description 1
- FAPWYRCQGJNNSJ-UBKPKTQASA-L calcium D-pantothenic acid Chemical compound [Ca+2].OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O.OCC(C)(C)[C@@H](O)C(=O)NCCC([O-])=O FAPWYRCQGJNNSJ-UBKPKTQASA-L 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229960002079 calcium pantothenate Drugs 0.000 description 1
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 125000000151 cysteine group Chemical group N[C@@H](CS)C(=O)* 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- 229940008099 dimethicone Drugs 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002019 disulfides Chemical class 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 239000008387 emulsifying waxe Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 229940075529 glyceryl stearate Drugs 0.000 description 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 239000003676 hair preparation Substances 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002427 irreversible Effects 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- YXEUGTSPQFTXTR-UHFFFAOYSA-K lanthanum(3+);trihydroxide Chemical compound [OH-].[OH-].[OH-].[La+3] YXEUGTSPQFTXTR-UHFFFAOYSA-K 0.000 description 1
- 230000000670 limiting Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- IPJKJLXEVHOKSE-UHFFFAOYSA-L manganese(2+);dihydroxide Chemical compound [OH-].[OH-].[Mn+2] IPJKJLXEVHOKSE-UHFFFAOYSA-L 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- GDXTWKJNMJAERW-UHFFFAOYSA-J molybdenum(4+);tetrahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[Mo+4] GDXTWKJNMJAERW-UHFFFAOYSA-J 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 230000000269 nucleophilic Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative Effects 0.000 description 1
- ZNXZGRMVNNHPCA-VIFPVBQESA-N pantetheine Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCS ZNXZGRMVNNHPCA-VIFPVBQESA-N 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- GHOKWGTUZJEAQD-ZETCQYMHSA-N pantothenic acid Natural products OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 1
- 230000036961 partial Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 229920000059 polyethylene glycol stearate Polymers 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 230000002035 prolonged Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 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
- 238000000746 purification Methods 0.000 description 1
- 229910052904 quartz Inorganic materials 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N rac-1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 230000000284 resting Effects 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 229910001866 strontium hydroxide Inorganic materials 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- JDVPQXZIJDEHAN-UHFFFAOYSA-N succinamic acid Chemical class NC(=O)CCC(O)=O JDVPQXZIJDEHAN-UHFFFAOYSA-N 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002522 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 229940071127 thioglycolate Drugs 0.000 description 1
- SFKTYEXKZXBQRQ-UHFFFAOYSA-J thorium(4+);tetrahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[Th+4] SFKTYEXKZXBQRQ-UHFFFAOYSA-J 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
Abstract
The present disclosure relates to a ready-to-use cosmetic composition for relaxing keratin fibers in a cosmetically acceptable medium comprising, as an active relaxing agent, a polyguanidine not belonging to the hydroxide family. The present disclosure is also directed to a multi-compartment kit comprising at least two compartments to be placed in contact to form the ready-to-use composition. Another aspect of the present disclosure relates to a process for using the presently disclosed composition.
Description
COMPOSITION OF HAIR PURIFICATION CONTAINING AT LEAST ONE HYDROXIDE-FREE MULTIGUANIDINE
DESCRIPTION OF THE INVENTION The subject of the invention is a ready-to-use cosmetic straightening composition for the keratin fibers which contains, as an active curing agent, a multiguanidine which does not belong to the hydroxide family. It also contemplates a kit containing compartments for contacting and forming the composition ready for use, as well as a method using this composition. The term "mul tiguanidine that does not belong to the family of hydroxides" encompasses multiguanidines and their organic or mineral salts that do not contain in their chemical formula hydroxide ions. By "keratin fibers", it is understood according to the invention fibers of human or animal origin such as hair, hair, eyelashes, wool, angora, cashmere or skin. Although the invention is not limited to particular keratin fibers, however, reference will be made more particularly to hair. The term "straightening" encompasses, according to the invention, the straightening, smoothing or unraveling of Caucasian, Asian, North African or African hair. REF .: 173062 The term "multiguanidine that does not belong to the family of hydroxides" represents any organic compound that contains in its formula at least 2 times the following group: a carbon atom doubly bound to another nitrogen atom and simply attached to two other atoms of nitrogen and that does not contain hydroxide ions in its chemical formula. Advantageously, according to the invention, the muitiguanidines contain at least 2 times the guanidine group and preferably 2 or 3 times. In this text, the expression "between x% and y%" means that it goes from x to y%, with the limits x and y being included. Two techniques are used to obtain permanent hair deformation. They are based on a breakdown of the disulfide bonds present in the keratin (cystine): - The first consists, in a first time, in carrying out this opening of the disulfide bonds with the aid of a composition containing a reducing agent and then, preferably after having rinsed the hair, in reconstituting said disulfide bonds in a second time by applying the hair previously tensed by means of curlers or others, or to which it has been shaped or smoothed by other means, an oxidizing composition also called a fixative, in a manner that the desired form is given to the hair.
This technique allows indifferently to perform either the curling of the hair, either its straightening or de-straightening or its straightening. - The second is to perform an operation called lanthionization with the help of a composition containing a base belonging to the family of hydroxides. It leads to the substitution of the disulfide bonds (-CH2-S-S-CH2-) by lanthionine bonds (-CH2-SCH2-). This operation of lanthionization involves two consecutive chemical reactions: • The first reaction consists of a beta-elimination on cystine caused by a hydroxide ion, which leads to the breakdown of this union and the formation of dehydroalanine.
cystine dehydroalanine The second reaction is a reaction of dehydroalanine with a thiol group. In effect, the double bond of the dehydroalanin formed is a reactive double bond. It can react with the thiol group of the cysteine residue that has been released to form a new union, called a bridge or union or lanthionine residue.
dehydroalanine lanthionine With respect to the first technique that uses a reducing agent, this lanthionization technique does not need a fixation stage, since the formation of lanthionine bridges is irreversible. It is therefore carried out in a single step and indifferently allows the hair to be undulated, or to be straightened, or to be de-straightened, or smoothed. Nevertheless, it is mainly used for the straightening of naturally curly hair. For the first technique, the reducing compositions generally used for the first stage of a permanent or rolling operation contain thiols or sulfites or bisulfites as the reducing agent. These agents are generally used in essentially aqueous medium at concentrations of 0.5 to 1M to obtain a good opening of the disulfide bonds. Among the thiols, the commonly used are thioglycolic acid, cysteamine, glycerol monothioglycolate, thiolactic acid and cysteine. Thioglycolic acid is particularly effective in reducing the disulfide bonds of keratin at alkaline pH, especially in the form of ammonium thioglycolate, and is the most widely used permanent product ("hair waving"). It has been found, however, that thioglycolic acid must be used in a sufficiently basic medium (in practice, at a pH of 8.5 to 9.5) if a curling satisfactory in terms of intensity is to be obtained. In addition to the drawback of giving off an unpleasant odor that requires the use of more or less effective perfumes to mask the odors, the use of a thiol at alkaline pH also leads to degradations of the fiber and very particularly to the alteration of the artificial colorations. Sulfites or bisulfites are mainly used for the straightening. They have drawbacks similar to thiols, with less efficiency. Thiols and sulfites (or bisulfites) also have the disadvantage of having poor stability in aqueous solution. In general, the durability of the effects of deformations obtained with thiols and sulphites by reduction of disulfides and subsequent fixation, is judged to be much lower than that which can be obtained by the lanthionization technique. For the second technique, the compositions generally used to effect lanthionization contain, as a base, a hydroxide, such as sodium hydroxide, guanidinium hydroxide and lithium hydroxide. These active lanthionization agents that allow the disulfide bonds to be opened by a beta-elimination mechanism are generally employed in water-in-oil emulsion at concentrations of 0.4 to 0.6M, leaving them to react generally for 10 to 15 minutes at room temperature. Sodium hydroxide is the most commonly used agent. Guanidinium hydroxide is now the preferred compound for numerous compositions. These two hydroxides, sodium and guanidinium, are the two main agents used for the straightening or descreasing of naturally frizzy hair. They have several advantages over ammonium thioglycolate and sulphites, in particular an absence of unpleasant odor, the need for a single stage of use (shorter treatment duration) and a much more significant durability and efficacy of the deformation of the hair. However, these hydroxides have the major drawback of being caustic. This causticity affects the scalp causing irritations sometimes severe. It can be partially remedied by prior application on the scalp of a fat protective cream frequently called "base" or "base cream", the word "base" here not having the meaning of basic agent in the chemical sense. When the protective cream is associated with the hydroxide in a single composition, it is generally called "non-base" as opposed to the previous name. This "non-base" technology is preferred. The causticity of the hydroxides also affects the state of the hair, making it on the one hand rough to the touch and on the other much more fragile, being able to go this fragility until the collapse, even the rupture or also the dissolution of the hair if the treatment is prolonged. The hydroxides in some cases also cause discoloration of the natural hair color. The formulas that contain sodium hydroxide are generally called in English "lye relaxers" and those that do not contain it are called "no-lye relaxers". The main de-icing formulas called "no-lye" use guanidinium hydroxide. The guanidinium hydroxide is unstable, this is generated extemporaneously by mixing guanidine carbonate and a very poorly soluble hydroxide source, such as calcium hydroxide. The reaction between these two compounds leads to the formation of guanidinium hydroxide and calcium carbonate, which precipitates in the composition. The presence of this precipitate makes the final rinsing of the hair much more difficult and leaves on the hair and scalp mineral particles that give it a rough touch and a non-aesthetic appearance, which resembles films. The recent success of guanidinium hydroxide ("no-lye") over sodium hydroxide ("lye") seems to come from a better dermal efficiency and better skin tolerance. However, these technologies that use bases of the family of hydroxides turn out to be very aggressive for the hair and the scalp and demand a very strict control of the duration of application to avoid too strong irritations and the alteration of the hair, which can go to the break. This aggressiveness from the causticity of the hydroxides justifies that these compositions for the lanthionization of the hair are not used for the permanent ("hair waving"), but are reserved for the straightening ("hair straightening" or "hair relaxing"). In addition, hydroxides are known to be good hydrolysis agents of the amide functions (see, for example, March's Advanced Organic Chemistry, 5th ed., Wiley Interscience, New York, "Hydrolysis of Amides", pages 474 et seq.) , which lead, then, to the breaking of the peptide bonds by direct nucleophilic attack. It is thus likely that the alterations observed at the level of the hair and the keratin materials are in a broad sense due in large part to a partial hydrolysis of the amide bonds of the keratin. There is, therefore, a real need for the straightening of less aggressive compositions for hair and skin.
Several studies have been carried out with a view to remedying at the same time the disadvantages of reducing agents (first technique) and / or hydroxides (second technique). Thus, to replace thioglycolic acid, numerous reducing agents have been proposed, but thioglycolic acid in the form of ammonium thioglycolate is both the reference compound and the most widely used in cosmetic formulations, both for shaping and for straightening and smooth. In order to replace sodium or guanidinium hydroxides and to improve cutaneous tolerance, it has been proposed, in the patent US4530830, to use a composition based on quaternary ammonium hydroxides. However, these compositions have not given complete satisfaction, neither in terms of curling nor in terms of cosmetics. More generally, numerous publications describe the joint use of hydroxides that serve as an active agent of lanthionization, with certain additives that generally serve to protect the hair. Indeed, without using new active agents of lanthionization, the proposed improvements concern mainly the use of additives to improve the damage caused to the hair by the hydroxides. The following will be mentioned, as an example: - the application WO2002 / 003937, which describes a composition containing C3-C5 monosaccharides; the application WO2001 / 064171, which describes a composition containing complexing agents; - the patent US5641477, which describes a composition containing a hydrogenated starch hydrolyzate; - the application WO02085317, which describes a composition containing organic nucleophiles that react in the second stage with dehydroalanine formed with hydroxides to give rise to new bridges; - US Pat. No. 5,679,327, which describes a rolling composition that necessarily contains three active constituents for the straightening, namely, an alkaline hydroxide, an alkaline earth metal hydroxide and a nitrogenous organic base, each of the constituents in the composition being present in a proportion that would be insufficient to effect the straightening if they were used at this same concentration without the other two active agents. In other words, this patent describes a synergy between three constituents, these together leading to the straightening of the keratin fibers. If all these proposals lead to more or less marked improvements, they do not allow a sufficient reduction in the damages linked to the causticity of the hydroxides themselves.
With respect to the use of the hydroxides for the straightening, also disclosed in the patent US 4,524,787, a composition ready for use made from an almost "anhydrous" activating part consisting of an organic base in a solvent of polyhydroxylated alkane type and an aqueous part consisting of at least 20% water. However, this last type of composition does not yet give satisfaction, neither in terms of the quality of the straightening, nor in terms of mechanical and cosmetic properties of the hair that has undergone this treatment. As indicated above, the use of reducing agents leads to a mediocre durability for the straightening or de-creasing and the use of hydroxides, due to its causticity, limits its use in the field of the straightening. After important studies, it has now been discovered, in a totally surprising and unexpected way, that the first step of the lanthionization process could be carried out with multiguanidines which do not belong to the hydroxide family. In this way, excellent results are obtained in terms of straightening and of the cosmetic and mechanical properties of the hair. The subject of the present invention is a cosmetic composition containing, in a cosmetically acceptable medium, at least one muitiguanidine which does not belong to the family of hydroxides, the cosmetically acceptable medium and muitiguanidine being selected in such a way that the multiguanidine which does not belong to the family of hydroxides react on the cystines of the keratin fibers by a beta-elimination reaction that produces dehydroalanine and which leads to the formation of lanthionine, to relax the keratin fibers in less than 60 minutes. Advantageously, the duration of the rolling is less than 40 minutes and more advantageously less than 30 minutes. By "multiguanidines not belonging to the family of hydroxides" usable as active agents of beta-elimination leading to lanthionization, is meant any organic compound containing in its formula at least 2 times the following group: a double-bonded carbon atom to another nitrogen atom and simply attached to two other nitrogen atoms; It does not contain hydroxide ions in its formula and it is capable of accepting a proton. The multiguanidines according to the invention are mainly selected from the group of compounds corresponding to the following general formula (I):
(i) where: • Rl, R'l, R2, R'2, R3, R'3, R4 and R'4, identical or different, represent a radical selected from: - a hydrogen atom; - a saturated or unsaturated Cl a C6 alkyl group, linear, such as, for example, methyl or ethyl, or branched, such as, for example, isopropyl or tert-butyl, or also cyclic, such as, for example, cyclopentyl or cyclohexyl, said alkyl group being optionally substituted by the following radical:
where R5, R '5, R6 and R' 6 have the same meanings as the radicals R1 to R4 previously designated; • R1 and R2 and / or R3 and R4 can also together form a divalent radical (CH2) 2 or (CH2) 3 or CH = CH; A represents a linear or cyclic, saturated or unsaturated C2 to C12 divalent hydrocarbon radical, which may be optionally interrupted by one or more groups such as imino, carboxamido, sulfoxide and sulfone and / or by: - one or more heteroatoms selected from sulfur, oxygen, nitrogen and silicon and optionally substituted by: a linear or branched Cl to C4 alkyl radical optionally interrupted by one or more heteroatoms such as those defined above and optionally substituted by the following radical:
where R5, R'5, R6 and R '6 have the same meanings as the Rl to R' 4 radicals designated above. The compounds of general formula (I) are prepared according to the following reaction schemes: Reaction Scheme 1: The Vislmeyer 1 salt (prepared by the action of phosgene or a substitute such as oxalyl chloride or oxychloride of phosphorus on tetraalkylurea) is reacted with diamine 2 (or triamine 3) in a polar aprotic solvent, such as acetonitrile, in the presence of a tertiary organic base, such as, for example, triethylamine, to obtain the compounds of formula (I ).
Reaction scheme 2:
The dihalogenated derivative 4 is made to react with a large excess of tetraalkylguanidine 5 at a temperature close to 100 ° C. The excess tetraalkylguanidine is removed by evaporation under reduced pressure and the residue is treated with a base such as, for example, sodium ethylate in ethanol.
The salt is removed by filtration and the expected derivative of formula (I) is then obtained and purified generally by distillation under reduced pressure.
Useful reference may be made to the operating modes described in the following references: -1) Z. anorg. Allg. Chem. , 2000, 626, 1583-1590; -2) Inorg. Chem. 2001, 40, 6964-6971; -3) J. Org. Chem. 2003, 68, 8790-8797; -4) J. Chem. Soc. , Dalton Trans. , 2000, 3473-3479. Preferred compounds of formula (I) are the following: N, N-bis (1,3-dimethyl-2-imidazolidinylidene) -1,2-benzenediamine (RN: 774610-65-0) , N- [bis (dimethylamino) ethylene] -3- (dimethylamino) -5-imino-2-methyl-2,4,6-9-tetraazaeicosan-20-imidamide (RN: 791543-84-5), N, '-bis (tetrahydro-1,3-dimethyl-2 (1H) -pyrimidinyl-deno) -l, 3-propanediamine (RN: 752232-69-2), 1, 1', ", 1 '' '~ [ 1-propanediylbis (nitrilomethane-trail)] tetrakispiperidine (RN: 752232-68-1), - poly (oxy-1,2-ethanediyl) -α- [2- [(1,3-dimethyl-2-imidazolium-dinylidene) amino] ] ethyl] -? - [2- [(1,3-dimethyl-2-imidazo-lidinylidene) amino] ethoxy] (RN: 742679-23-8), N ", N '' '' '-1,2 -etanodiilbis [?,?,? ' ,? ' -tetrakis- (1- ethylethyl) uanidine (R ?: 676488-06-5),?,? ' -bis (1,3-dihydro-l, 3-dimethyl-2H-imidazol-2-ylidene) -1,8-naphthalenediamine (RN: 634192-99-7), -?,? ' -bis (1,3-dimethyl-2-imidazolidinylidene) -1,8-naphthalendia ina (R ?: 501931-38-0), -? ",? '' '' '-l, 8-biphenylenediylbis [? ?,? ' ,? ' -tetramethylguanidine] (R ?: 495408-66-7), -? ",? "'' '-benzo [c] phenanthrene-1, 12-diylbis [?,?,?' ,? ' - tetramethylguanidine] (RN: 495408-58-7), -? ",? '' '' '-4, 5-phenantrenodiilbis [?,?,?' ,? ' -tetramethylguanidine] (R ?: 495408-50-9), -? ",? '' '' - (9,10-dihydro-4,5-phenanthrenodiyl) bis- [?,?,? ' ,? '- tetramethylguanidine] (R ?: 495408-44-1), -? ",? '' '' '-1,2-phenylenebis [?,?,? ' ,? ' -tetramethylguanidine] (R ?: 495408-35-0), -hydrochloride of? ",? '' '' '-1, 8-naphthalenediylbis- [?,?,?' ,? '- tetramethylguanidine] (R ?: 443892-20-4), - ",? '' '' '-9H-flurene-4,5-diylbis- [?,?,?' ,? '- tetramethylguanidine] (RN: 443892-12-4), -?' - (tetrahydro-1,3-dimethyl-2- (1H) -pyrimidinylidene) -?,? - bis [2- [(tetrahydro-1,3-dimethyl-2 (1H) -pyrimidinidene) amino ] ethyl] -1,2-ethanediamine (R ?: 395640-62-7), -? ",? ' '' '',? ' '""' '- (nitrilotri-2, l-ethanediyl) tris- [?,?,?' ,? '- tetramethylguanidine] (R ?: 368866-05-1), - N ", N' '' '' - [2- [[[(bis (dimethylamino) methylene] -amino] -methyl] -2- methyl-l, 3-propanediyl] bis [N, N, N ', N' -tetramethylguanidine] (RN: 289474-30-2), -? ",? '" "- (2, 2-dimethyl-l, 3-propanediyl) -bis- [?,?,? ',?' -tetramethylguanidine] (RN: 289474-29-9), -? ",?" "'-1,3-propanediylbis [?,?,? ',?' -tetramethylguanidine] (R ?: 289474-28-8), -? "," '' '' '-1,2-ethanediylbis [?,?,?',? '-tetramethylguanidine] (R? : 289474-25-5), -?,? '-bis (1,3-dihydro-l, 3-dimethyl-2H-imidazol-2-ylidene) -1, 2-ethanediamine (R ?: 216873-26- 6), -?,? '' '-1,2-ethanediylbis [?',? ',? ",?" -diethylguanidine] (R ?: 211869-99-7), -? ",' '' ' '- [(methylimino) di-3, 1-propanediyl] bis] -?,?,?',? '-tetramethylguanidine] (R ?: 196405-86-4), -? ",?' '<; > • - [oxobis (2, l-ethanediyloxy-3, 1-propane-diyl)] bis [?,?,? ' ,? ' -tetramethylguanidine] (RN: 190442-53-6), -? ",? '' '' '- [[1, 1,3, 3-tetramethyl-l, 3-disiloxanediyl] di-3, 1-propanediyl] bis [?,?,? ' ,? ' -tetramethylguanidine] (R ?: 175989-14-7), -? ",? "" '- [[1,3-dimethyl-l, 3-bis (trimethyl-silyl) oxy] -1,3-disyloxanediyl] di-3,1-propanediyl] bis- [?,?,?' ,? ' -tetramethylguanidine] (RN: 172283-48-6), -?,? "-1, 6-hexanediylbis [? ' - [bis (dimethylamino) methylene-rea (RN: 157362-45-3), [bis (dimethylamino) methylene] - [3- [[[[[bis (dimethylamino) methylene] amino] carbonyl] amino] methyl] - 3,5, 5-tri-methylcyclohexyl] urea (RN: 157362-44-2), - N ", N '" "- [i, 1-biphenyl] -2, 2'-diilbis- [N, N , N ', N' -tetramethylguanidine] (RN: 144576-63-6), -4,4'-sulphonylbis [N- (1,3-dimethyl-2-imidazolidinyl-deno) benzenamine (RN: 129346-76- 5), -N, N'-bis (1,3-dimethyl-2-imidazolidinylidene) -2,8-dibenzothiophenodiamine-5, 5-dioxide (RN: 128169-35-7), -N, N'-bis (1,3-dimethyl-2-imidazolidinylidene) -4,6-dibenzothiophenediamine-5, 5-dioxide (RN: 127330-56-7), -N, N'-bis (1,3-dimethyl-2-imidazolidinylidene) ) -1,2-ethanediamine (RN: 126620-51-7), -N ", N '' '' '-1,3-phenylenebis [N, N, N', N '-tetramethyl-guanidine] (RN) : 121648-84-8), -N, N'-bis [bis (dimethylamino) methylene] butanediamine (RN: 114491-72-4), -N ", N '' '' '-1,4-phenylenebis [ N, N, N ', N' -tetramethylguanidine] (RN 113551-45-4), -N ", N '' '' '- [[1,3-dimethyl-l- [(pentamethyldi-siloxanyl) -oxi] -3- [(trimethylsilyl) oxy] -1,3-disyloxane-diyl]] di-3,1-propanediyl] bis [N, N, N ', N' -tetramethylguanidi- Na] (RN: 109956-31-2), -N, N "-bis [(dimethylamino) - (dipentylamino) methylene] -1,4-piperazineadicarboximidamide (R ?: 97983-93-2), -N, N "-bis [(dimethylamino) - (hexylpropylamino) methylene] -1,4-piperazinadicarboximidamide (RN: 97983-92-1), -N, N" -bis [(hexylmethylamino) -methylpropyl-amino) methylene] -1, 4-piperazinadicarboximidamide (RN: 97983-91-0), - N, N "-bis [(butylmethylamino) - (hexylmethylamino) methylene] -1, -piperazinadicarboximidamide (RN: 97983-90-9), -N, N" -bis [(dimethylamino) - (heptylmethylamino) methylene] -1,4-piperazinadicarboximidamide (RN: 97963-91-2), -N ", N" "'- [(1, 1, 3,3-tetramethoxy-1) , 3-disiloxanediyl) di-3, 1-propanediyl] bis [N, N, N7, N '-tetramethylguanidine] (RN: 69755-28-8), -N ", N' '' '' -l , 6-hexanediylbis [N, N, N ', N' -tetramethylguanidine] (RN: 64933-93-3), -N ", N '' '" - (methylene-4,1-phenylene) bis [N, N, N ', N' -tetramethylguanidine] (RN: 57414-23-0), -N, N "- (methylphenylene) bis [N '- [bis (dimethylamino) -methylene] urea (RN) : 39529-23-2) and -2.2'- (sulfonyldiethylene) bis [1,1,3,3-tetramethylguanidine] (RN: 13998-89-5). The compounds of general formula (I) which are more particularly preferred are the following: N- [bis (dimethylamino) methylene] -3- (dimethylamino) -5-imino-2-methyl-2,4,6, 19-tetraazaeicosan-20 -imidamide (RN: 791543-84-5), - N, N, '-bis (tetrahydro-1,3-dimethyl-2 (1H) -pyrimidinylidene) -1,3-propanediamine (RN: 752232-69 -2), -poly (oxy-1, 2-ethanediyl) -a- [2- [(1,3-dimethyl-2-imidazo-lidinylidene) amino] ethyl] -? - [2- [(1, 3 -dimethyl-2-imidazoli ~ dinylidene) amino] ethoxy] (RN: 742679-23-8), -N ", N '' '' '-1,2-ethanediylbis [N, N, N', N '- tetrakis (1-methylethyl) uanidine (RN: 676488-06-5), -N, N '-bis (1,3-dihydro-l, 3-dimethyl-2H-imidazol-2-yl-dene) -1, 8-naphthalenediamine (RN: 634192-99-7), -N, N'-bis (1,3-dimethyl-2-imidazolidinylidene) -1,8-naphthalene diamine (RN: 501931-38-0), N ", N '' '' '-1,2-phenylenebis [N, N, N', N '-tetramethylguanidine] (RN: 495408-35-0), N ", N' '' '' hydrochloride -1, 8 -naphthalene-diilbis- [N, N, N ', N' -tetramethylguanidine] (RN: 443892-20-4), - N ", N '" ", N" '"" "- (nitrilotri-2, l-ethanediyl) tris- [N, N, N', N '-tetramethylguanidine] (RN: 368866-05-1), -N",' '' '' - [2- [[(bis (dimethylamino) methylene] amino] ethyl] -2-methyl-1,3-propanediyl] bis [N, N, N ', N' -tetramethylguanidine] (RN: 289474-30 -2), - N ", N '' '' '- (2,2-dimethyl-l, 3-propanediyl) -bis- [N, N, N', N '-tetramethylguanidine] (RN: 289474-29 -9), N ", N '' '' '-1,3-propanediylbis [N, N, N', N '-tetramethylguanidine] (RN: 289474-28-8), N, N' -bis (1, 3- dihydro-l, 3-dimethyl-2H-imidazol-2-ylidene) -1, 2-ethanediamine (RN: 216873-26-6), - N, N '"-l, 2-ethanediylbis [N', N ' , N ", N" -diethylguanidine] (RN: 211869-99-7),? ",? ' '' '' [(methylimino) di-3, 1-propanediyl] -bis- [?,?,? ' ,? ' -tetramethylguanidine] (R ?: 196405-86-4), -? ",? ' '' '' - [oxybis (2, l-ethanediyloxy-3, 'l-propanediyl)] bis [?,?,?' ,? ' -tetramethylguanidine] (R ?: 190442-53-6,? ",? '' '' '- [[1,1,3,3-tetramethyl-l, 3-disiloxanediyl] di-3, l-propanediyl] bis [?,?,? ',?' -tetramethylguanidine] (R ?: 175989-14-7), -?,? "- 1,6-hexanediylbis [? '- bis (dimethylamino) methyleneurea (R ?: 157362- 45-3),? ",? '' '' '- [1,1'-biphenyl] -2, 2'-diilbis- [?,?,?',? '- tetramethylguanidine] (R ?: 144576- 63-6), -?,? '-bis (1,3-dimethyl-2-imidazolidinylidene) -1, 2-ethanediamine (RN: 126620-51-7),? ",?' '' '' -1 , 4-phenylenebis [?,?,? ',?' -tetramethylguanidine] (R ?: 113551-45-4),? ",? '' '' '- [(1, 1, 3,3-tetramethoxy-) l, 3-disi-loxanediyl) -di-3, 1-propanediyl] bis [?,?,? ',?' -tetramethylguanidine] (R ?: 69755-28-8),? ",?" '' '~ 1, 6-hexanediylbis [?,?,?',? '-tetramethylguanidine] (R ?: 64933-93-3) and 2,2'- (sulfonyldiethylene) bis [1, 1,3,3 -tetra-methylguanidine] (R ?: 13998-89-5).
The invention also relates to the new compounds of general formula (II):
i ") where: • Rl, R'l, R2, R'2, R3, R'3, R4 and R'4, identical or different, represent a group selected from: - a hydrogen atom and - a methyl radical , ethyl, propyl or isopropyl, Rl and R2 and / or R3 and R4 can also together form a divalent radical (CH2) 2 or (CH2) 3 or CH = CH; • B represents a radical selected from:
• when R '1 = R' 2 = R '3 = R' = CH3 and when R1 / R2 and R3 / R4 respectively form the divalent radical (CH2) 2, B also represents a divalent radical (CH2) 2 or (CH2) 5 or (CH2) 6 or a radical:
• when R '1 = R' 2 = R '3 = R' 4 = CH3 and when R1 / R2 and R3 / R4 respectively form the divalent radical (CH2) 3, B represents (CH2) 2 or (CH2) 3 or (CH2) 4 or (CH2) 5 or (CH2) 6 or a radical:
• when R '1 = R' 2 = R '3 = R' = CH3 and when R1 / R2 and R3 / R4 form respectively and simultaneously the divalent radical CH = CH, B represents (CH2) 3 or (CH2) 4 or (CH2) 5 or (CH2) 6 or a radical:
• when Rl, R'l, R2, R'2, R3, R'3, R4 and RM represent an ethyl or isopropyl radical, B represents a radical (CH2) 3 or (CH2) 4 or (CH2) 5 or ( CH2) 6 or a radical: • when Rl, R'l, R2, R'2, R3, R'3, R4 and RM represent a methyl radical, B represents a radical (CH2) 4 or (CH2) 5. The preferred compounds of general formula (II) are:
• N, N, N ', N'-tetraisopropyl-N "- [3- (N', N ', N", N "-tetraiso-propylguanidino) propyl] guanidine, • N, N, N', N ' ~ tetraisopropyl ~ N "- [4- (N ', N', N", N "-tetraiso-propylguanidino) butyl] guanidine, • N, N, N ', N'-tetraisopropyl-N" - [5- ( N ', N', N ", N" -tetraiso-propylguanidino) pentyl] guanidine, • N, N, N ', N'-tetraisopropyl-N "- [6- (N', N ', N", N "-tetraiso-propylguanidino) hexyl] guanidine, • N, N, N ', N'-tetraisopropyl-N" - (3. {methyl- [3- (N', N ', N ", N" - tetraisopropylguanidino) propyl] amino.}. propyl) guanidine, • N, N, N ', N'-tetraethyl-N "- [3- (N', N ', N", N "-tetraethylgua-nidino] propyl] guanidine, • N, N, N ', N'-tetraethyl-N "- [4- (N', N ', N", N "-tetraethylgua-nidino) butyl] guanidine, • N, N, N', N'-tetraethyl-N "- [5- (N ', N', N", N "-tetraethylgua-nidino) pentyl] guanidine, • N, N, N ', N'-tetraethyl-N" - [6 - (N ', N', N ", N" -tetraethylgandine) hexyl] guanidine, • N, N, N ', N' -tetraethyl-N "- (3-. {Methyl- [3- ( N ', N', N ", N" - tetraisopropylguanidino) propyl] amino.}. Propyl) guanidine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) butane-l, 4-diamine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) pentane-l, 5-diamine , • N, N'-bis (1,3-dimethylimidazolidin-2-ylidens) hexane-l, 6-diamine, • N- (1,3-dimethylimidazolidin-2-ylidene) ~ N '- [3- (1 , 3-dimethyldimidazolidin-2-ylideneamino) propyl] -N'-methylpropane-1,3-diamine, • N, N'-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) pro -pane-1,3-diamine, • N, N'-bis (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidene) butane-1,4-diamine, • N, N'-bis (1 , 3-dimethyl-l, 3-dihydroimidazol-2-ylidene) pentane-1,5-diamine, • N, N'-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) he-xano -1, 6-diamine, • N- (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) -N '- [3- (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidenamino ) propyl] -N '-methylpropane-1,3-diamine, • N, N' -bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) ethane-1,2-diamine, • N, N'-bis (1 , 3-dimethyltetarhydropyrimidin-2-ylidene) propane-1,3-diamine, • N, N'-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) butane-1, -diamine, • N, N'-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) entano-1,5-diamine, •?,? '-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) hexane-1,6-diamine, •? - (1,3-dimethyltetrahydropyrimidin-2-ylidene) -?' - [3- (1, 3-dimethyltetrahydropyrimidin-2-ylidenamino) propyl] -? '-methylpropane-1,3-diamine, •?,?,?',? '-tetramethyl-? "- [4- (?',? ',?" ,? "-tetra-ethyl-guanidino) butyl] guanidine, •?,?,? ',?' -tetramethyl-?" - [5- (? ',?', W,? "-tetramethyl-guanidino) pentyl] guanidine, • N,?,? ',?' -tetramethyl-? "- [3- (? ',?',?",? "- tetramethyl-guanidino ethyl) cyclohexylmethyl] guanidine, •?,?,? ' ,? '- tetraethyl -? "- [3- (?',? ',?",? "-tetraethylgandidinomethyl) cyclohexylmethyl] guanidine, •?,?,?' ,? ' -tetrapropyl -? "- [3- (? ',?',?",? "- tetrapropyl-guanidinomethyl) cyclohexylmethyl] guanidine, •?,?,? ' , N '-tetraisopropyl-? "- [3- (?',? '-?",? "-tetraiso-propylguanidinomethyl) cyclohexylmethyl] guanidine, • N, N, N', N '-tetraethyl-N" - [ 3- (N ', N', N ", N" -tetraethylgua-nidinomethyl) benzyl] guanidine, • N, N, N ', N'-tetrapropyl-N "- [3- (N', N ', W , N "-tetrapropyl-guanidinomethyl) benzyl] guanidine, • N, N, N ', N' -tetraisopropyl-N" -3- (N ', N', N ", N" -tetraiso-propylguanidinomethyl) benzyl] guanidine , • N "- [2,2-dimethyl-3- (N ', N', N", N "-tetraethylguanidino) -propyl] -N, N, N ', N' -tetraethylguanidine, • N" - [ 2,2-dimethyl-3- (N ', N', N ", N" -tetrapropylguanidino) -propyl] -N, N, N ', N' -tetrapropylguanidine, • N "- [2,2-dimethyl- 3- (N ', N', N ", N" -tetraisopropylguanidi-no) propyl] -N, N, N ', N' -tetraisopropylguanidine, • N, N, N ', N.' -tetramethyl-N "-. {2- [2- (N ', N', N", N "-tetra-ethyl-guanidino) ethoxy] ethyl} guanidine, • N, N, N ', N' -tetraethyl-N "-. { 2- [2- (N ', N', N ", N" -tetraethylguanidino) ethoxy] ethyl} guanidine, • N, N, N ', N' -tetrapropyl-N "-. {2- [2- (N ', N', N", N "-tetrapropylguanidino) ethoxy] ethyl} guanidine, • N, N, N ', N'-tetraisopropyl-N "-. { 2- [2- (N ', N', N ", N" -tetra-isopropylguanidino) ethoxy] ethyl} guanidine, • N, N, N ', N' -tetramethyl-N "-. {2- [2- (N ', N', N", N "-tetramethyl-guanidino) ethylsulfanyl] ethyl} guanidine , • N, N, N ', N' -tetraethyl-N "-. { 2- [2- (N ', N', N ", N" -tetraethylguanidino) ethylsulfanyl] ethyl} guanidine, • N, N, N ', N'-tetrapropyl-N "-. {2- [2- (N', N ', N", N "-tetrapro-pylguanidino) ethylsulfanyl] ethyl} guanidine , • N, N, N ', N' -tetraisopropyl-N "-. { 2- [2- (N ', N', N ", N" -tetra-isopropylguanidino) ethylsulfanyl] ethyl} guanidine, • N, N, N ', N'-tetramethyl-N "-. {2- [2- (N', N ', N", N "-tetramethyl-guanidino) ethyldisulfanyl] ethyl} guanidine , • N, N, N ', N' -tetraethyl-N "-. { 2- [2- (N ', N', N ", N" -tetraethyl-guanidino) ethyldisulfanyl] ethyl} guanidine, • N, N, N ', N' -tetrapropyl-N "-. {2- [2- (N ', N', N", N "-tetrapro-pylguanidino) ethyldisulfanyl] ethyl} guanidine , • N, N, N ', N' -tetraisopropyl-N "-. { 2- [2- (N ', N', N ", N" -tetra-isopropylguanidino) ethyldisulfanyl] ethyl} guanidine, • N, N, N ', N' -tetramethyl-N "- [2-methyl-5- (N ', N', N", N "-tetra-methylguanidino) pentyl] guanidine, • N, N , N ', N' -tetraethyl-N "- [2-methyl-5- (N ', N', N", N "-tetra-ethylguanidino) pentyl] guanidine, • N, N, N ', N' -tetrapropyl-N "- {2-methyl-5- (N ', N', N", N "-tetra-propylguanidino) pentyl] guanidine, • N, N, N ', N' -tetraisopropyl-N "- [2-methyl-5- (N ', N', N", N "-te-traisopropylguanidino) pentyl} guanidine, • N, N, N ', N' -tetramethyl-N "- { 3- [3- (N ', N', N", N "-tetramethyl-guanidino) propoxy] propyl.} guanidine , • N, N, N ', N' -tetraethyl-N "-. { 3- [3- (N ', N', N ", N" -tetraethyl-guanidino) propoxy] propyl} guanidine, • N, N, N ', N' -tetrapropyl-? "- { 3- [3- (? ',?',?",? "-tetrapro-pilguanidino) propoxy] propyl.} guanidine , • N,?,? ' ,? ' -tetraisopropyl -? "-. { 3- [3- (? ',?',? ",?" -tetra-isopropylguanidino) propoxy] propyl} guanidine, •?, N,? ' ,? ' -tetramethyl-? "- (2- { methyl [2- (? ',?',?",? "- tetra-methylguanidino) ethyl] amino.} ethyl) uanidine, •?,?,? ' ,? ' -tetraethyl-? "- (2- { methyl [2- (N ',?',?",? "-tetra-ethylguanidino) ethyl] amino.} ethyl) guanidine, •?,?,? ' ,? ' -tetrapropyl-? "- (2- {methyl [2- (? ',?',?",? "- te-trapro-pylguanidino) ethyl] amino.} ethyl) guanidine, •?,?,? ' ,? ' -tetraisopropyl-? "- (2- { methyl [2- (? ',?',?",? "- tetraisopropylguanidino) ethyl] amino.} ethyl) guanidine, •?,?,? ' ,? ' -tetramethyl-? "- (2- { 2- [2- (? ',?',?",? "- tetra-methylguanidino) ethoxy] ethoxy.} ethyl) guanidine, •?,?,? ' ,? '-tetraethyl-? "- (2- { 2- [2- (?',? ',?",? "-tetra-ethylguanidino) ethoxy] ethoxy.} ethyl) guanidine, •?, ?,? ' , N '-tetrapropyl-? "- (2- { 2- [2- (?',? ',?",? "- tetra-propylguanidino) ethoxy] ethoxy.} Ethyl) guanidine, •?, ?,? ' , N '-tetraisopropyl-? "- (2- { 2- [2- (?',? ',?",? "- te-traisopropylguanidino) ethoxy] ethoxy.} Ethyl) guanidine, • 2- . { 3- [(1,3-dimethylimidazolidin-2-ylidenamino) methyl] cyclohexylmethylimino} -1, 3-dimethylimidazolidine, • 2-. { 3- [(1,3-dimethylimidazolidin-2-ylidenamino) methyl] benzylamino} -!, 3-dimethylimidazolidine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) -2,2-dimethylpropane-1,3-diamine, • 2-. { 2- [2- (1, 3-dimethylimidazolidin-2-ylidenamino) ethylsulphonyl] ethylimino} -l, 3-dimethylimidazolidine, • 2-. { 2- [2- (1, 3-dimethylimidazolidin-2-ylidenamino) ethyldisulfanyl] ethylimino} - !, 3-dimethylimidazolidine, • Nl, N5-bis (1,3-dimethylimidazolidin-2-ylidene) -2-methyl-pentane-1,5-diamine, • N- (1,3-dimethylimidazolidin-2-ylidene ) -N '- [2- (1,3-dimethyladimidazolidin-2-ylidenamino) ethyl] -N'-methylethane-1,2-diamine, • Nl, N5-bis (1,3-dimethyl-1, 3-dihydroimidazol-2-ylidene) -2-methylpentane-1,5-diamine, • N- (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) -N '- [2- (1, 3 -dimethyl-1,3-dihydroimidazol-2-ylidenamino) ethyl] -N'-methylethane-1,2-diamine, • 2-. { 3- [(1,3-dimethyl-l, 3-dihydroimidazol-2-ylidenamino) -methyl] cyclohexylmethylimino} -1, 3-dimethyl-2,3-dihydro-1H-imidazole, • N, N'-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) -2,2-dimethylpropane-1, 3-diamine, • 2-. { 3- [(1,3-dimethyl-l, 3-dihydroimidazol-2-ylidenamino) -methyl] benzylimino} -1, 3-dimethyl-2,3-dihydro-lH-imidazole,
• 2- . { 2- [2- (1, 3-dimethyl-1,3-dihydroimidazol-2-ylidenamino) ethyldisulfanyl] ethylimino} -1, 3-dimethyl-2,3-dihydro-lH-imidazole, • 2-. { 2- [2- (1, 3-dimethyl-1,3-dihydroimidazol-2-ylidenami-no) ethylsulfanyl] ethylimino} -!, 3-dimethyl-2,3-dihydro-lH-imidazole, • Nl, N5-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) -2-methylpentane-1,5-diamine, • N- (1 , 3-dimethyltetrahydropyrimidin-2-ylidene) -N '- [2- (1,3-dimethyltetrahydropyrimidin-2-ylidenamino) ethyl] -N'-methylethane-1,2-diamine, • 2-. { 3- [(1,3-dimethyltetrahydropyrimidin-2-ylidenamino) ethyl] cyclohexylmethylimino} -1, 3-dimethylhecahydropyrimidine,
• N, N'-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) -2,2-dimethylpropane-1,3-diamine, • 2-. { 3- [(1,3-dimethyltetrahydropyrimidin-2-ylidenamino) methyl] benzylimino} -1, 3-dimethylhexahydropyrimidine, • 2-. { 2- [2- (1,3-dimethyltetrahydropyrimidin-2-ylidenamino) -ethyldisulfanyl] ethylimino} -1, 3-dimethylhexahydropyrimidine and
• 2- . { 2- [2- (1, 3-dimethyltetrahydropyrimidin-2-ylidenamino) -ethylsulfanyl] ethylimino} -1, 3-dimethylhexahydropyrimidine. Particularly preferred compounds of general formula (II) are: • N, N, N ', N'-tetraisopropyl-N "- [3- (N', N ', N", N "-tetraiso-propylguanidino) propyl] guanidine, • N, N, N ', N' -tetraisopropyl-N "- [4- (N ', N', N", N "-tetraiso-propylguanidino) butyl] guanidine, • N, N, N ', N '-tetraethyl-N "- [3- (N', N ', N", N "-tetraethylgua-nidino) propyl] guanidine, • N, N, N', N'-tetraethyl-N" - [4 - (N ', N', N ", N" -tetraethylguandine) butyl] guanidine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) butane-1,4-diamine, • N - (1,3-dimethylimidazolidin-2-ylidene) -N '- [3- (1,3-dime-tilimidazolidin-2-ylidenamino) propyl] -N' -methylpropane-1,3-di-mina, • N, N '-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) propane-1,3-diamine, • N, N' -bis (1,3-dimethyl-1,3-dihydroimidazole-2) -ylidene) bu-tano-1,4-diamine, • N- (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidene) -N '- [3- (1,3-dimethyl-l, 3 -dihydroimidazol-2-ylidenamino) propyl] - N 'methylpropane-1,3-diamine, • N, N' -bis (1 , 3-dimethyltetrahydropyrimidin-2-ylidene) ethane-1,2-diamine, • N, '-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) propane-1,3-diamine, • N, N, N', N '-tetramethyl-N "- [4- (N', N ',", N "-tetra-ethylgua-nidino) butyl] guanidine, • N, N, N', N '-tetramethyl-N" - [3 - (N ', N', N ", N" -tetramethyl-nidinomethyl) cyclohexylmethyl] guanidine, • N, N, N ', N' -tetraethyl-N "- [3- (N ', N', N" , N "~ tetraethylguane-nidinomethyl) benzyl] guanidine, • N" - [2,2-dimethyl-3- (N ', N', N ", N" -tetraethylguanidino) propyl] -N, N, N ', N '-tetraethylguanidine, • N, N, N', N '-tetramethyl-N "-. { 2- [2- (N ', N', N ", N" -tetramethylguanidino) ethoxy] ethyl} guanidine, • N, N, N ', N' -tetramethyl-N "-. {2- [2- (N ', N', N", N "-tetramethyl-guanidino) ethylsulfyl] ethyl]. guanidine, • N, N, N ', N' -tetramethyl-N "-. { 2- [2- (N ', N', N ", N" -tetramethylguanidino) ethyldisulfanyl] ethyl} guanidine, • N, N, N ', N' -tetramethyl-N "- [2-methyl-5- (N ', N', N", N "-tetramethylguanidino) pentyl] uanidine, • N, N, N ', N' -tetramethyl-N "-. { 3- [3- (N ', N', N ", N" -tetramethyl-guanidino) propoxy] propi1} guanidine, • N, N, N ', N' -tetramethyl-N "- (2-. {methyl [2- (N ', N', N", N "-tetra-methylguanidino) ethyl] amino. ethyl) guanidine, • N, N, N ', N' -tetramethyl-N "- (2- { 2- [2- (N ', N', N", N "-tetrame-tilguanidino) ethoxy ] ethoxy.} ethyl) guanidine, 2- 2-. { 3- [(1,3-dimethylimidazolidin-2-ylidenamino) methyl] cyclohexylmethylimino} -1, 3-dimethylimidazolidine, 2- 2-. { 2- [2- (1, 3-dimethylimidazolidin-2-ylidenamino) ethylsul-fa il] ethylimino} -!, 3-dimethylimidazolidine, • N- (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidene) -N '- [2- (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidenamino ) ethyl] -N'-methylethane-1,2-diamine, • 2-. { 2- [2- (1, 3-dimethyl-1,3-dihydroimidazol-2-ylidenami-no) ethyldisulfanyl] ethylimino} -1, 3-dimethyl-2,3-dihydro-lH-imidazole, • Nl, N5-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) -2-methylpentane-1,5-diamine and • 2-. { 3- [(1,3-dimethyltetrahydropyrimidin-2-ylidenamino) methyl] benzylimino} -1, 3-dimethylhexahydropyrimidine. The new compounds of general formula (II) are prepared following the synthesis schemes described for the compounds of general formula (I). The invention is also related to the use in cosmetics, especially in hair cosmetics and especially in straightening, of the compounds of formula (II), as well as with a cosmetic process, especially capillary cosmetics and especially for straightening, using at least one compound of formula (II). The compounds of formula (II) can be used for any keratin material, especially for hair and skin, as a care, makeup protection or maintenance product. For example, they can be used in lipsticks, body or hand creams, eyelid shadows, mascaras, eyeliners for eyes or blushes for the cheeks. In the compositions according to the invention intended for a method of straightening, de-straightening or straightening the hair, the multiguanidine which does not belong to the hydroxide family is advantageously present at a molar concentration comprised between 0.1M and 2M, which corresponds to concentrations comprised between 1.4% and
80% by weight with respect to the total weight of the composition, and more advantageously at a concentration comprised between 0.2M and 1M, which corresponds to concentrations comprised between 2.8% and 40% by weight with respect to the total weight of the composition . In cosmetic compositions, especially edging compositions, the molar and weight concentrations of the compounds of general formula (II) are the same as for the compounds of general formula (I). The pH of the compositions according to the invention is preferably between 9.6 and 14 and more particularly between 11 and 13. Advantageously, in the compositions of the invention, the multiguanidine that does not belong to the family of hydroxides constitutes the only active agent of the invention. Uprising. The compositions according to the invention may also contain known reducing agents, such as, for example, thioglycolic acid or thiolactic acid and its ester and amide derivatives, especially glycerol monothioglycolate, cysteamine and its C1-C4 acylated derivatives, such as N-acetylcysteamine or N-propionylcysteamine, cysteine, N-acetylcysteine, thiomalic acid, pantetheine, 2,3-dimercaptosuccinic acid, sulphites or bisulfites of an alkaline or alkaline earth metal, N- (mercaptoalkyl) -? - hydroxyalkylamides described in patent application EP-A-354,835, the N-mono- or N, N-dialkylmercapto-4-butyramides described in the patent application EP-A 368,763, the aminomercaptoalkylamides described in the application EP-A-432,000, the derivatives of the N- (mercaptoalkyl) succinamic acids and of the N- (mercaptoalkyl) succinimides described in the patent application EP-A-465-342, the alkylaminomercaptoalkyl amides described in patent application EP-A-514,282, the azeotropic mixture of 2-hydroxypropyl thioglycolate and (2-hydroxy-1-methyl) ethyl thioglycolate described in patent application FR-A-2,679,448, the mercaptoal-quilaminoamides described in patent application FR-A-2,692,481, the N-mercaptoalkylalkane amides described in the patent application EP-A-653,202, as well as the derivatives of the amidinesulfinic acid described in the application PCT / US01 / 43124, filed by the Applicant. When the compositions according to the invention contain at least one reducing agent, it is advantageously present at a maximum concentration of 20% by weight and preferably comprised between 0.1 and 10% by weight, based on the total weight of the composition. The compositions according to the invention can also contain known hydroxides preferably selected from the hydroxides of alkali metals or alkaline earth metals or transition metals or organic, such as sodium hydroxide, potassium hydroxide, lithium hydroxide, rubidium hydroxide, cesium hydroxide, francium hydroxide, beryllium hydroxide, magnesium hydroxide, calcium hydroxide, strontium hydroxide, barium hydroxide, molybdenum hydroxide, manganese hydroxide, zinc hydroxide, cobalt hydroxide, cadmium hydroxide, cerium hydroxide, lanthanum hydroxide, actinium hydroxide, thorium hydroxide, aluminum hydroxide, guanidinium hydroxide and the hydroxides of quaternary ammoniums. When the compositions of the invention contain at least one hydroxide, it is advantageously present at a concentration of 0.01% to 3.5% by weight and preferably comprised between 0.05 and 1.5% by weight, based on the total weight of the composition. According to a particularly advantageous embodiment of the compositions according to the invention, the latter contain a 0% base belonging to the family of hydroxides, selected in particular from the hydroxides of alkali metals or alkaline earth metals or transition metals or organic. Advantageously, the compositions of the invention contain between 0 and 50% water, preferably between 0 and 30% and more preferably between 0 and 20%. According to a preferred embodiment, the basic compositions also contain a surfactant of the nonionic, anionic, cationic or amphoteric type and among these may be mentioned the alkyl sulfates, the alkylbenzenesulfates, the alkyl ether sulphates, the alkylsulfonates, the quaternary ammonium salts, the alkylbetaines , the oxyethylenated alkylphenols, the fatty acid alkanolamides and the oxyethylenated fatty acid esters, as well as other nonionic surfactants of the hydroxypropyl ether type. When the basic compositions contain at least one surfactant, it is generally present at a maximum concentration of 30% by weight and preferably comprised between 0.5 and 10% by weight with respect to the total weight of the composition. In order to improve the cosmetic properties of the hair, or also to attenuate them or to prevent their degradation, the basic composition may also contain a cationic, anionic, nonionic or amphoteric treatment agent. Particularly preferred treatment agents include those described in French patents No. 2,598,613 and No. 2,470,596. Volatile or non-linear, cyclic or volatile silicones and their mixtures can also be used as treatment agents; polydimethylsiloxanes; quaternized polyorganosiloxanes, such as those described in French Patent Application No. 2,535,730; polyorganosiloxanes with aminoalkyl groups modified by alkoxycarbonylalkyl groups, such as those described in U.S. Pat. No. 4,749,732; polyorganosiloxanes such as the polydimethylsiloxane-polyoxyalkyl copolymer of the dimethicone copolyol type; a polydimethylsiloxane with stearoxi (stearoxydimethicone) end groups; a copolymer of polydimethylsiloxane-dialkylammonium acetate or a copolymer of polydimethylsiloxane-polyalkylbetaine, described in British Patent No. 2,197,352, and organo-modified polysiloxanes by mercapto or mercaptoalkyl groups, such as those described in French Patent No. 1,530. 369 and in European Patent Application No. 295,780, as well as silanes such as stearoxitrimethylsilane. The basic compositions according to the invention can also contain other treatment ingredients, such as cationic polymers, such as those used in the compositions of French patents No. 79,32078 (2,472,382) and 80,26421 (2,495,931), or else cationic polymers of the ionene type, such as those used in the compositions of the Luxembourg patent No. 83703, basic amino acids (such as lysine and arginine) or acids (such as glutamic acid and aspartic acid), peptides and their derivatives, hydrolysates of proteins, waxes, swelling and penetration agents or that allow the efficiency of the reductant to be reinforced, such as the SiO2 / PDMS (polydimethylsiloxane) mixture, dimethylisosorbitol, urea and its derivatives, pyrrolidone, N-alkylpyrrolidones, thiamorpholinone , alkylene glycol or dialkylene glycol alkyl ethers, such as, for example, propylene glycol monomethyl ether, monomethyl ether and dipropylene glycol, ethylene glycol monoethyl ether and diethylene glycol monoethyl ether, and 2-imidazolidinone, as well as other compounds, such as fatty alcohols, lanolin derivatives, active ingredients such as pantothenic acid, anti-hair loss agents, anti-film agents, thickeners, suspending agents, sequestering or complexing agents, opacifying agents and sunscreens, as well as perfumes and preservatives. Advantageously, in the compositions according to the invention, the multiguanidine which does not belong to the family of the hydroxides relaxes keratin fibers without first coming into contact with an organic solvent.
The compositions according to the invention are essentially in the form of a thick cream to keep the hair as tight as possible. These creams are made in the form of "heavy" emulsions, for example, based on glyceryl stearate, glycol stearate, self-emulsifying waxes or fatty alcohols. It is also possible to use liquids or gels containing thickening agents, such as polymers or carboxyvinyl copolymers which "stick" the hair and keep it in the smooth position during the resting time. The compositions according to the invention may also contain at least one adjuvant selected from silicones in soluble, dispersed or microdispersed form; nonionic, anionic, cationic and amphoteric surfactants; ceramides, glycoceramides and pseudoceramides; vitamins and provitamins, including panthenol; vegetable, animal, mineral and synthetic oils; waxes other than ceramides, glycoceramides and pseudoceramides; water-soluble and liposoluble, silicone or non-siliconized sunscreens; pearlizing and opacifying agents; sequestering agents; plasticizing agents; solubilizing agents; acidifying agents; mineral and organic thickeners, antioxidants; hydroxy acids; penetration agents; perfumes, and preservatives. Among the solubilizing agents, there may be mentioned, for example, lower alcohols, such as, for example, ethanol, propanol or isopropanol. The invention also relates to a kit consisting of at least two compartments, containing one of the compartments (i), in a cosmetically acceptable medium, at least one multiguanidine not belonging to the family of hydroxides capable of reacting on the cystines of keratin fibers by a beta-elimination reaction that produces dehydroalanin and that leads to the formation of lanthionine, to relax the keratin fibers in less than 60 minutes. Preferably, the kit according to the invention also contains a supplementary composition (ii) of care, conditioning, make-up, de-makeup, protection, cleaning or washing of the keratin fibers. The compositions of the kits according to the invention are packaged in separate compartments or containers or devices, optionally accompanied by appropriate, identical or different application means, such as brushes, brushes or sponges. Another object of the invention is related to a method of straightening keratin materials using a cosmetic composition containing, in a cosmetically acceptable medium, at least one multiguanidine not belonging to the family of hydroxides, the cosmetically acceptable medium being selected and the multiguanidine in such a way that the multiguanidine not belonging to the family of hydroxides reacts on the cystines of the keratin fibers by a beta-elimination reaction that produces dehydroalanine and that leads to the formation of lanthionine, to relax the keratin fibers in less 60 minutes Advantageously, in the method according to the invention, the duration of the rolling is less than 40 minutes and more advantageously less than 30 minutes. In the hair straightening or de-straightening or straightening procedure according to the invention, the basic composition according to the invention is applied to the hair and then the hair is subjected to a mechanical deformation which allows it to be given a new shape by means of a smoothing operation of the hair. hair with a large tooth comb, with the back of the comb or with the hand. After an exposure time of 5 to 60 minutes, in particular from 5 to 40 minutes, the hair is then re-smoothed and the hair is then thoroughly rinsed. According to the present invention, it is advantageous to subject, after application of the composition according to the invention, the hair to a heat treatment by heating at a temperature of 30 to 60 ° C. In practice, this operation can be conducted by means of a hairdressing helmet, a hair dryer, an infrared ray dispenser and other classic heating devices. A heating iron at a temperature of 60 to 220 ° C and preferably 120 to 200 ° C can be used at the same time as a heating and smoothing means for the hair. Still another object of the invention relates to the use of a multiguanidine not belonging to the family of hydroxides as an active agent for restoring the keratin fibers. The invention also relates to an active agent for restoring the keratin fibers by means of a beta-elimination reaction which produces dehydroalanine and which leads to the formation of lanthionine, which includes at least one multiguanidine not belonging to the family of hydroxides . The invention may be better understood with the aid of the non-limiting examples which follow and which constitute preferential embodiments of the compositions according to the invention. EXAMPLE 1 A simplified edging composition containing N ", N '' '' '-1,3-propanediylbis [N, N, N', N '-tetramethylguanidine] is made (RN: 289474-28-8 ) at a concentration of 0.5M in water as an active de-rhizating agent.This composition is applied to naturally curly African hair for 20 minutes at a temperature of 30 ° C. The hair is effectively straightened, is easy to comb and submit to a hairstyle and are soft to the touch EXAMPLE 2: A simplified edging composition is made containing N ", N" "'- N" "" "- (nitrilotri-2, 1-ethanediyl) tris [N, N, N ', N' -tetramethylguanidine] (RN: 368866-05-1) at a concentration of 0.25 M in water as an active rennetting agent. This composition is applied on naturally curly African hair for 25 minutes at a temperature of 30 ° C. The hair is effectively straightened, is easy to comb and submit to a hairstyle and are soft to the touch. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.
Claims (22)
- CLAIMS Having described the invention as above, the content of the following claims is claimed as property: 1. Composition, characterized in that it contains, in a cosmetically acceptable medium, at least one multiguanidine not belonging to the family of hydroxides, the cosmetically acceptable medium and the multiguanidine being selected in such a way that the multiguanidine not belonging to the family of hydroxides reacts on the the cystines of the keratin fibers by a beta-elimination reaction that produces dehydroalanine and that leads to the formation of lanthionine, to relax the keratin fibers in less than 60 minutes. Composition according to claim 1, characterized in that the duration of the straightening is less than 40 minutes and more advantageously less than 30 minutes. 3. Composition according to any of the preceding claims, characterized in that the multiguanidine is advantageously not belonging to the family of hydroxides at a molar concentration comprised between 0.1 M and 2 M and more advantageously at a concentration comprised between 0.
- 2 M and 1 M. 4. Composition according to any of the preceding claims, characterized in that the pH comprises between 9.6 and 14 and more, particularly between 11 and 13. 5. Composition according to any of the preceding claims, characterized in that it contains a 0% base belonging to the family of hydroxides. Composition according to any of the preceding claims, characterized in that it contains 0 to 50% water, preferably 0 to 30% and more preferably still 0 to 20%. 7. Composition according to any of the preceding claims, characterized in that the multiguanidine is selected from the group of compounds that correspond to the following general formula (I): (Or where: • Rl, R'l, R2, R'2, R3, R'3, R4 and RM, identical or different, represent a radical selected from: - a hydrogen atom, - a Cl to C6 alkyl group saturated or unsaturated, linear, such as, for example, methyl or ethyl, or branched, such as, for example, isopropyl or tert-butyl, or also cyclic, such as, for example, cyclopentyl or cyclohexyl, said group being alkyl optionally substituted by the following radical: where R5, R'5, R6 and R '6 have the same meanings as the radicals R1 to RM previously designated; • R1 and R2 and / or R3 and R4 can also together form a divalent radical (CH2) 2 or (CH2) 3 or CH = CH; • A represents a linear or cyclic, saturated or unsaturated C2 to C12 divalent hydrocarbon radical, which may be optionally interrupted by one or more groups such as imino, carboxamido, sulfoxide and sulfone and / or by: - one or more heteroatoms selected from sulfur, oxygen, nitrogen and silicon and optionally substituted by: - a straight or branched Cl to C4 alkyl radical optionally interrupted by one or more heteroatoms such as defined above and optionally substituted by the following radical: R5, R'5, R6 and R '6 have the same meanings as the Rl to RM radicals designated above. 8. Composition according to any of the preceding claims, characterized in that the compounds of formula (I) are selected from: - N, N-bis (1,3-dimethyl-2-imidazolidinylidene) -1, 2-benzenediamine (RN) : 774610-65-0), N- [bis (dimethylamino) methylene] -3- (dimethylamino) -5-imino-2-methyl-2,4,6,6-tetraazaeicosan-20-imidamide (RN: 791543- 84-5), - N, N '-bis (tetrahydro-1,3-dimethyl-2 (1 H) -pyrimidinyl-deno) -1,3-propanediamine (RN: 752232-69-2), 1' , 1", 1 '' '- [1-propanediylbis (nitrilomethane-trail)] tetrakispiperidine (RN: 752232-68-1), - poly (oxy-1,2-ethanediyl) -α- [2- [(1 , 3-dimethyl-2-imidazoli-dinylidene) amino] ethyl] -? - [2- [(1,3-dimethyl-2-imidazo-lidinylidene) amino] ethoxy] (RN: 742679-23-8), N ", N '' '' '-l, 2-ethanediylbis [N, N, N', N '-tetrakis- (1-methylethyl) guanidine (RN: 676488-06-5), N,' -bis (1,3-dihydro-l, 3-dimethyl-2H-imidazol-2-ylidene) -l, 8-naphthalenediamine (RN: 634192-99-7), N, N'-bis (1,3-dimethyl- 2-imidazolidinylidene) -1,8-naphthalenediamine (RN: 501931-38-0), - N ", N" '' '-1,8-biphenylenediylbis [N, N, N', N '-tetramethylguanidine] (RN : 495408-66-7), - N ", N" "'-benzo [c] phenanthrene-1, 12-diylbis [N, N, N', N '-tetramethylguanidine] (RN: 495408-58-7) , - N ", N" '"-4-, 5-phenanthrenodiylbis [N, N, N', N '-tetramethylguanidine] (RN: 495408-50-9), -N", N' '' '' - (9,10-dihydro-4,5-phenanthrenodiyl) bis- [N, N, N ', N' -tetramethylguanidine] (RN: 495408-44-1), - N ", N '' '' '-1 , 2-phenylenebis [N, N, N ', N' -tetramethylguanidine] (RN: 495408-35-0), -? ",? '' '' '-1, 8-naphthalenediylbis- [?,? ,? ' ,? '- tetramethylguanidine] (R ?: 443892-20-4), -? ",? "'' '-9H-flurene-4,5-diylbis- [?,?,?' ,? ' -tetramethylguanidine] (RN: 443892-12-4), -? ' - (tetrahydro-1,3-dimethyl-2- (1H) -pyrimidinylidene) -?,? - bis [2- [(tetrahydro-1,3-dimethyl-2 (1H) -pyrimidini-lideno) amino] ethyl] -1, 2-ethanediamine (RN: 395640-62-7), -? " ,? ' '' '',? ' '' '' '' '- (nitrilotri-2, l-ethanediyl) tris- [?,?,?' ,? ' -tetramethylguanidine] (R ?: 368866-05-1), -? ",? ' '' '' - [2- [[[(bis (dimethylamino) methylene] -amino] -methyl] -2-methyl-1,3-propanediyl] bis [?,?,? ',?' -tetramethylguanidine] ( R ?: 289474-30-2), -? "," "'' '- (2,2-dimethyl-1,3-propanediyl) -bis- [N, N, N', N'-tetramethylguanidine] ( RN: 289474-29-9), - N ", N '' '' '-1,3-propanediylbis [N, N, N', N '-tetramethylguanidine] (RN: 289474-28-8), -? ",? '' '' '-1,2-ethanediylbis [?,?,?',? '-tetramethylguanidine] (RN: 289474-25-5), -?,?' -bis (1, 3 -dihydro-l, 3-dimethyl-2H-imidazol-2-ylidene) -1, 2-ethanediamine (R ?: 216873-26-6), -?,? '' '-1,2-ethanediylbis [?' ,? ',? ",?" -diethylguanidine] (R ?: 211869-99-7), -? ",?' '' '' - [(methyloxy) di-3, 1-propanediyl] bis] - ?,?,? ',?' -tetramethylguanidine] (RN: 196405-86-4), -? ",? '' '' '- [oxobis (2, l-ethanediyloxy-3, 1-propanediyl)] a [?,?,? ',?' -tetramethylguanidine] (R ?: 190442-53-6), -? ",? '" "- [[1,1,3,3-tetramethyl-l, 3-disiloxanediyl ] di-3, 1-propanediyl] bis [?,?,? ',?' -tetramethylguanidine] (R ?: 175989-14-7), -? ",? '' '' '- [[1,3-dimethyl-l, 3-bis (tri-ethyl-silyl) oxy] -1,3-disyloxanediyl] di-3, 1-propanodiyl] is- [?,?,? ' ,? ' -tetramethylguanidine] (R ?: 172283-48-6), -?,? "- 1,6-hexanediylbis [? ' - [bis (dimethylamino) methylene-rea (R ?: 157362-45-3), [bis (dimethylamino) methylene] - [3- [[[[(bis (dimethylamino) methylene] amino] carbonyl] amino] methyl] -3,5, 5-tri-methylcyclohexyl] urea (RN: 157362-44-2), -? ",? ' '' '' - [1,1'-biphenyl] -2, 2 '-diilbis- [?,?,?' ,? ' - tetramethylguanidine] (RN: 144576-63-6), -4,4'-sulphonylbis [N- (1,3-dimethyl-2-imidazolidinyl-deno) benzenamine (RN: 129346-76-5), - ?, ? ' -bis (1,3-dimethyl-2-imidazolidinylidene) -2,8-dibenzothiophenodiamine-5, 5-dioxide (R ?: 128169-35-7), -?,? ' bis (1,3-dimethyl-2-imidazolidinylidene) -4,6-dibenzothiophenodiamine-5, 5-dioxide (R ?: 127330-56-7), -N,? ' -bis (1,3-dimethyl-2-imidazolidinylidene) -1, 2-ethanediamine (RN: 126620-51-7), -? ",? '' '' '-1, 3-phenylenebis [?,?,?' ,? ' -tetramethylguanidine] (R ?: 121648-84-8), -?,? ' -bis [bis (dimethylamino) methylene] butanediamine (R ?: 114491-72-4), -? ",? '"' '-1, 4-phenylenebis [?,?,?' ,? ' -tetramethylguanidine] (R? 113551-45-4), -? ",? '"' '- [[1,3-dimethyl-l- [(pentamethyldi-siloxanyl) -oxy] -3- [( trimethylsilyl) oxy] -1,3-disyloxane-diyl)] di-3,1-propanediyl] is [?,?,? ' ,? ' -tetramethylguanidi-na] (RN: 109956-31-2), -?,? "-bis [(dimethylamino) - (dipentylamino) methylene] -1,4-piperazineadicarboximidamide (R ?: 97983-93-2), - ?,? "- bis [(dimethylamino) - (hexylpropylamino) methylene] -1,4-piperazinadicarboximidamide (R ?: 97983-92-1), -?,?" - bis [(hexylmethylamino) -methylpropyl-amino) methylene ] -1,4-piperazinadicarboximidamide (R ?: 97983-91-0), - N, N "-bis [(butylmethylamino) - (hexylmethylamino) methylene] -1, -piperazineadicarboximidamide (RN: 97983-90-9), -N, N "-bis [(dimethylamino) - (heptymethylamino) methylene] -1, -piperazinadicarboximidamide (RN: 97963-91-2), -N", N '' '' '- [(1,1,3 , 3-tetramethoxy-l, 3-disiloxanediyl) di-3, 1-propanediyl] bis [N, N, N ', N' -tetramethylguanidine] (RN: 69755-28-8), -N ", N '' '' '-1,6-hexanediylbis [N, N, N', N '-tetramethylguanidine] (RN: 64933-93-3), -N ", N' '' '' - (methylenedi-4, 1-phenylene) bis- [N, N, N ', N' -tetramethylguanidine] (RN: 57414-23-0), -N, N "- (ethylphenylene) bis [N '- [bis (dimethylamino) -methylene] urea (RN: 3 9529-23-2) and -2.2'- (sulfonyldiethylene) is [1,1,3,3-tetramethylguani-dine] (RN: 13998-89-5). Composition according to any of claims 7 or 8, characterized in that the compounds of formula (I) are selected from: N- [bis (dimethylamino) methylene] -3- (dimethylamino) -5-imino-2-methyl -2,4, 6, 19-tetraazaeicosan-20-imidamide (RN: 791543-84-5), N, N, '-bis (tetrahydro-l, 3-dimethyl-2 (1H) -pyrimidinyl-deno) - 1,3-propanediamine (RN: 752232-69-2), -poly (oxy-1,2-ethanediyl) -a- [2- [(1,3-dimethyl-2-imidazo-lidinylidene) amino] ethyl] -? - [2- [(1,3-dimethyl-2-imidazolidinylidene) mino] ethoxy] (RN: 742679-23-8), -N ", N '' '' '-1,2-ethanediylbis [N, N, N ', N' -tetrakis (1-methylethyl) guanidine (RN: 676488-06-5), -N, N'-bis (1,3-dihydro-l, 3-dimethyl-2H- imidazol-2-yl-deno) -1,8-naphthalenediamine (RN: 634192-99-7), -N, N'-bis (l, 3-dimethyl-2-imidazolidinylidene) -1,8-naphthalenediamine (RN : 501931-38-0), N ", N '"' '-1, 2-phenylenebis [N, N, N', N '-tetramethylguanidine] (RN: 495408-35-0), - N-hydrochloride , N '' '' '-1, 8-naphthalene-diilbis- [N, N, N', N ' -tetramethylguanidine] (RN: 443892-20-4), N ", N '' '' ', N' '' '' '' '- (nitrilotri-2, l-ethanediyl) tris- [N, N, N ', N' -tetramethylguanidine] (RN: 368866-05-1), -N ", N '' '' '- [2- [[(bis (dimethylamino) methylene] amino] methyl] -2-methyl-1 , 3-propanediyl] bis [N, N, N ', N' -tetramethylguanidine] (RN: 289474-30-2), ", N '' '' '- (2,2-dimethyl-1,3-propanediyl) ) -bis- [N, N, N ', N'-tetramethylguanidine] (RN: 289474-29-9), N ", N' '' '' -1,3-propanediylbis [N, N, N ', N '-tetramethylguanidine] (RN: 289474-28-8), N, N'-bis (1,3-dihydro-l, 3-dimethyl-2H-imidazol-2-ylidene) -1, 2-ethanediamine (RN: 216873-26-6), - N, N '' '-1,2-ethanediylbis [N', N ', N ", N" -diethylguanidine] (RN: 211869-99-7), - N ", N' '' '' [ (methylimino) di-3, 1-propanediyl] -bis- [N, N, N ', N' -tetramethylguanidine] (RN: 196405-86-4), N ", N '' '' '- [oxybis ( 2, l-ethanediyloxy-3, l-propanediyl)] bis [N, N, N ', N' -tetramethylguanidine] (RN: 190442-53-6, - N ", N '' '' '- [[1 , 1,3, 3-tetramethyl-l, 3-disiloxanediyl] di-3, 1-propanediyl] bis [N, N, N ', N' -tetramethylguanidine] (RN: 175989-14-7), - N, N "-1,6-hexanediylbis [N '-bis (dimethylamino) methyleneurea (RN: 157362-45-3), - N", N' '' '' - [1,1'-biphenyl] -2,2 '-diilbis- [N, N, N', N '-tetramethylguanidine] (RN: 144576-63-6), N, N' -bis (1,3-dimethyl-2-imidazolidinylidene) -1, 2-ethanediamine (RN: 126620-51-7), N ", N '' '' '-1, 4-phenylenebis [N, N, N', N'-tetra-methylguanidine] (RN: 113551-45-4), N ", N '' '' '- [(1,1,3,3-tetramethoxy-1,3-disyloxanediyl) -di-3,1-propanediyl] bis [N, N, N', N ' -tetramethylguanidine] (RN: 69755-28-8), N ", N '' '' '-1,6-hexanediylbis [N, N, N', N '- tetramethylguanidine] (RN: 64933-93-3) and 2,2'- (sulfonyldiethylene) bis [1,1,3,3-tetra-methylguanidine] (RN: 13998-89-5). 10. Compounds of general formula (II) useful) characterized by: • Rl, R'l, R2, R'2, R3, R'3, R4 and RM, identical or different, represent a group selected from: - a hydrogen atom and - a methyl, ethyl, propyl radical or isopropyl; R1 and R2 and / or R3 and R4 can also together form a divalent radical (CH2) 2 or (CH2) 3 or CH = CH; • B represents a radical selected from: CR,, 0. , CH, cp s', CHS, CHG * S CH. • when R'l = R'2 = R'3 = RM = CH3 and when R1 / R2 and R3 / R4 respectively form the divalent radical (CH2) 2, B also represents a radical (CH2) 2 or (CH2) ) 5 or (CH2) 6 or a radical: • when R'l = R'2 = R'3 = R'4 = CH3 and when R1 / R2 and R3 / R4 respectively form the divalent radical (CH2) 3, B represents (CH2) 2 or (CH2) 3 or (CH2) 4 or (CH2) 5 or (CH2) 6 or a radical: • when R'l = R'2 = R'3 = RM = CH3 and when R1 / R2 and R3 / R4 form respectively and simultaneously the divalent radical CH = CH, B represents (CH2) 3 or (CH2) 4 or ( CH2) 5 or (CH2) 6 or a radical: • when Rl, R'l, R2, R'2, R3, R'3, R4 and RM represent an ethyl or isopropyl radical, B represents a radical (CH2) 3 or (CH2) 4 or (CH2) 5 or ( CH2) 6 or a radical: • when Rl, R'l, R2, R'2, R3, R'3, R4 and RM represent a methyl radical, B represents a radical (CH2) 4 or (CH2) 5. 11. Compounds of the general formula (II) according to claim 10, characterized in that they are selected from: • N, N, N ', N'-tetraisopropyl-N "- [3- (N', Nr, N", N "-tetraiso-propylguanidino) propyl] guanidine, • N, N, N ', N'-tetraisopropyl-N" - [4- (N', N ', N ", N" -tetraiso-propylguanidino) butyl] guanidine , • N, N, N ', N'-tetraisopropyl-N "- [5- (N', N ',", N "-tetraiso-propylguanidino) pentyl] guanidine, • N, N, N', N ' -tetraisopropyl-N "- [6- (N ', N', N", N "-tetraiso-propylguanidino) hexyl] guanidine, • N, N, N ', N'-tetraisopropyl-N" - (3-. Methyl- [3- (N ', N', N ", N" -tetraisopropylguanidino) propyl] amino Jpropil) guanidine, • N, N, N ', N' -tetraethyl-N "- [3- (N ', N', N ", N" -tetraethylguaneidino] propyl] guanidine, • N, N, N ', N' -tetraethyl-N "- [4- (N ', N', N", N " -tetrathylguane-nidino) butyl] guanidine, • N, N, N ', N' -tetraethyl-N "- [5- (N ', N', N", N "-tetraethylguandino) pentyl] guanidine, • N, N, N ', N' -tetraethyl-N "- [6- (N ', N', N", N "-tetraethylguandine) hexyl] guanidi na, • N, N, N ', N' -tetraethyl-N "- (3-. { methyl- [3- (N ', N', N ", N" -tetraisopropylguanidino) propyl] amino} propyl) guanidine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) butane-1,4-diamine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) pentane-1, 5- diamine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) hexane-1,6-diamine, • N- (1,3-dimethylimidazolidin-2-ylidene) -N '- [3- ( 1,3-dimethyladimidazolidin-2-ylideneamino) propyl] -N'-methylpropane-1,3-diamine, • N, N'-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) propane-1,3-diamin, • N, N'-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) butane-1,4-diamine, • N, N'-bis (1, 3-dimethyl-1,3-dihydroimidazol-2-ylidene) pen-tane-1,5-diamine, • N, N '-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) hexane- 1, 6-diamin, • N- (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) -N '- [3- (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidenamino) propyl] -N'-methylpropane-1,3-diamine, • N, N '-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) ethane-1,2-diamine, • N, N'-bis (1, 3-dimethyltetrahydropyrimidin-2-ylidene) pro-cloth-1,3-diam ina, • N, N'-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) butane-1,4-diamine, • N, N'-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) pentane-1, 5-diamine, • N, N'-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) hexane-1,6-diamine, • N- (1,3-dimethyltetrahydropyrimidin-2-ylidene) -N '- [3 - (1,3-dimethyltetrahydropyrimidin-2-ylidenamino) propyl] -N'-methylpropane-1,3-diamine, • N, N, N ', N' -tetramethyl-N "- [4- (N ', N ', N ", N" -tetramethyl-guanidino) butyl] guanidine, • N, N, N', N '-tetramethyl-N "- [5- (N', N ', N", N "-tetramethyl- guanidino) pentyl] guanidine, • N, N, N ', N' -tetramethyl-N "- [3- (N ', N ', N ", N" -tetramethyl-guanidinomethyl) cyclohexylmethyl] guanidine, • N, N, N', N '-tetraethyl-N "- [3- (N', N ', N", N "- tetraethylamino-nidinomethyl) cyclohexylmethyl] guanidine, • N, N, N ', N' -tetrapropyl-? "- [3- (? ',?',?",? "-tetrapropyl-guanidinomethyl) cyclohexylmethyl] guanidine, • N , N, N ', N' -tetraisopropyl-? "- [3- (? ',?' -?",? "-tetraiso-propylguanidinomethyl) cyclohexylmethyl] guanidine, • N,?,? ' ,? ' -tetraethyl-? "- [3- (? ',?',?",? "-tetraethylgandinidomethyl) encyl] guanidine, •?,?,? ' ,? '- tetrapropyl -? "- [3- (?',? ',?",? "- tetrapropyl-guanidinomethyl) benzyl] guanidine, •?,?,?' ,? ' -tetraisopropyl-? " -3- (? ',?',? ",?" - tetraiso-propylguanidinomethyl) benzyl] guanidine, •? "- [2,2-dimethyl-3- (? ',?',?",? "- tetraethylguanidino) -propyl] -?,?,? ' ,? ' -tetraethylguanidine, •? "- [2,2-dimethyl-3- (? ',?',?",? "-tetrapropylguanidino) -propyl] -?,?,? ' ,? ' -tetrapropylguanidine, •? "~ [2,2-dimethyl-3- (? ',?',?",? "- tetraisopropylguanidi-no) propyl] -?,?,? ' ,? ' -tetraisopropylguanidine, •?,?,? ' ,? ' -tetramethyl-? " -. { 2- [2- (? ',?',? ",?" -tetramethyl-guanidino) ethoxy] ethyl} guanidine, •. ?,?,? ' ,? ' -tetraethyl-? "- { 2- [2- (? ',?',?",? ", -tetraethylguanidino) ethoxy] ethyl.}. guanidine, •?,?,? ' ,? ' -tetrapropyl-? " -. { 2- [2- (? ',?',? ",?" -tetrapro-pilguanidino) ethoxy] ethyl} guanidine, •?,?,? ' ,? ' -tetraisopropyl-? "- { 2- [2- (? ',?',?",? ", -tetraisopropylguanidino) ethoxy] ethyl.} guanidine, • N,?,? ' ,? ' -tetramethyl-? " -. { 2- [2- (? ',?',? ",?" -tetramethyl-guanidino) ethylsulfanyl] ethyl} guanidine, • N, N, N ', N' -tetraethyl-N "-. {2- [2- (N ', N', N", N "-tetraethyl-guanidino) ethylsulfanyl] ethyl} guanidine , • N, N, N ', N'-tetrapropyl-N "-. { 2- [2- (N ', N', N ", N" -tetrapro-pylguanidino) ethylsulfanyl] ethyl} guanidine, • N, N, N ', N' -tetraisopropyl-? "-. {2- [2- (? ',?',?",? "-tetraisopropylguanidino) ethylsulfanyl] ethyl} guanidine, • ?,?,? ' ,? ' -tetramethyl-? " -. { 2- [2- (? ',?',? ",?" -tetramethylguanidino) ethyldisulfanyl] ethyl} guanidine, •?,?,? ' ,? ' -tetraethyl-? "- { 2- [2- (? ',?',", "" -tetraethyl-guanidino) ethyldisulfanyl] ethyl.} guanidine, •?,?,? ' ,? ' -tetrapropyl -? "-. { 2- [2- (? ',?',? ",?" - tetrapro-pilguanidino) ethyldisulfanyl] ethyl} guanidine, •?,?,? ' ,? ' -tetraisopropyl-? "- { 2- [2- (? ',?',?",? "," -tetraisopropylguanidino) ethyldisulfanyl] ethyl.}. guanidine, •?,?,? ' ,? ' -tetramethyl-? "- [2-methyl-5- (? ',?',?",? "~ tetra-methylguanidino) pentyl] guanidine, •?, N,? ' ,? ' -tetraethyl-? "- [2-methyl-5- (? ',?',?",? "-tetra-ethylguanidino) pentyl] guanidine, •?,?,? ' ,? ' -tetrapropyl -? "-. { 2-methyl-5- (? ',?',? ",?" - tetra-propylguanidino) pentyl] guanidine, •?,?,? ' ,? ' -tetraisopr.opil -? "- [2-methyl-5- (? ',?',?",? "- te-traisopropylguanidino) pentyl.} guanidine, •?,?,? ' ,? ' -tetrametil -? "-. { 3- [3- (? ',?',? ",?" -tetramethyl-guanidino) propoxy] propyl} guanidine, • N, N, N ', N' -tetraethyl-N "-. {3- [3- (N ', N', N", N "-tetraethyl-guanidino) propoxy] propyl} guanidine , • N, N, N ', N' -tetrapropyl-N "-. { 3- [3- (N ', N', N ", N" -tetrapro-pylguanidino) propoxy] propyl} guanidine, • N, N, N ', N'-tetraisopropyl-N "-. {3- [3- (N', N ', N", N "-tetraisopropylguanidino) propoxy] propyl} guanidine, • N, N, N ', N' -tetramethyl-N "- (2- { Methyl [2- (N ', N', N", N "-tetra-methylguanidino) ethyl] amino.} Ethyl) guanidine, • N, N, N ', N' -tetraethyl-N "- (2-. {methyl [2- (N ', N',", N "-tetra-ethylguanidino) ethyl] amino.}. ethyl) guanidine, • N, N, N ', N' -tetrapropyl-N "- (2- { methyl [2- (N ', N', N", N "-te-trapropi-guanidino) ethyl] amino Ethyl) guanidine, • N, N, N ', N' -tetraisopropyl-N "- (2-. {methyl [2- (N ', N', N", N "-tetraisopropylguanidino) ethyl] amino.}. ethyl) guanidine, • N, N, N ', N' -tetramethyl-N "- (2- { 2- [2- (N ', N', N", N "-tetra- methylguanidino) ethoxy] ethoxy.} ethyl) guanidine, • N, N, N ', N' -tetraethyl-N "- (2-. {2- 2- [N ', N', N", N "-tetra-ethylguanidino) ethoxy] ethoxy.} ethyl) guanidine, • N, N, N ', N' -tetrapropyl-N" - (2-. {2- 2- [N ', N', N ", N" -tetra-propylguanidino) ethoxy] ethoxy.} Ethyl) guanidine, • N, N, N ', N' -tetraisopropyl-N "- (2-. { 2- [2- (N ', N', N ", N" -te-traisopropylguanidino) ethoxy] toxi} ethyl) guanidine, • 2- . { 3- [(1,3-dimethylimidazolidin-2-ylidenamino) methyl] cyclohexylmethylimino} - !, 3-dimethylimidazolidine, • 2-. { 3- [(1,3-dimethylimidazolidin-2-ylidenamino) methyl] benzylamino} -1, 3-dimethylimidazolidine, • N, N'-bis (1,3-dimethylimidazolidin-2-ylidene) -2, 2-dimethyl-1-propane-1,3-diamine, 2-. { 2- [2- (1, 3-dimethylimidazolidin-2-ylidenamino) ethylsul-fanyl] ethylimino} -1, 3-dimethylimidazolidine, 2- 2-. { 2- [2- (1, 3-dimethylimidazolidin-2-ylidenamino) ethyldisulfanyl] ethylimino} -1, 3-dimethylimidazolidine, • Nl, N5-bis (1,3-dimethylimidazolidin-2-ylidene) -2-methyl-pentane-1,5-diamine, • N- (1,3-dimethylimidazolidin-2-ylidene) ) -N '- [2- (1, 3-dimethyladimidazolidin-2-ylidenamino) ethyl] -N'-methylethane-1,2-diamine, • Nl, N5-bis (1,3-dimethyl-1, 3-dihydroimidazol-2-ylidene) -2-methylpentane-1,5-diamine, • N- (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) -N '- [2- (1, 3 -dimethyl-1,3-dihydroimidazol-2-ylideneamino) ethyl] -N'-methylethane-1,2-diamine, • 2-. { 3- [(1,3-dimethyl-l, 3-dihydroimidazol-2-ylidenamino) -methyl] cyclohexylmethylimino} -1, 3-dimethyl-2, 3-dihydro-1H-imidazole, • N, N'-bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) -2,2-dimethylpropane-1, 3-diamine, • 2-. { 3- [(1,3-dimethyl-1,3-dihydroimidazol-2-ylidenamino) -methyl] -benzylimino} -1, 3-dimethyl-2,3-dihydro-1H-imidazole, • 2- . { 2- [2- (1, 3-dimethyl-1,3-dihydroimidazol-2-ylidenami-no) ethyldisulfanyl] ethylimino} -1, 3-dimethyl-2,3-dihydro-lH-imidazole, • 2-. { 2- [2- (1, 3-dimethyl-1,3-dihydroimidazol-2-ylidenamino) ethylsulfanyl] ethylimino} -1,3-dimethyl-2,3-dihydro-lH-i idazole, • Nl, N5-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) -2-methylpentane-1,5-diamine, •? - ( 1,3-dimethyltetrahydropyrimidin-2-ylidene) -? - [2- (1,3-dimethyltetrahydropyrimidin-2-ylidenamino) ethyl] -? ' -methalene-1, 2-diamine, • 2-. { 3- [(1,3-Di-ethyltetrahydropyrimidin-2-ylidenamino) ethyl] cyclohexylmethylimino} -1, 3-dimethylhecahydropyrimidine, •?,? ' bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) -2,2-dimethylpropane-1,3-diamine, 2-. { 3- [(1,3-dimethyltetrahydropyrimidin-2-ylidenamino) methyl] benzylimino} -1, 3 -dimethylhexahydropyrimidine, 2- 2-. { 2- [2- (1,3-dimethyltetrahydropyrimidin-2-ylidenamino) -ethyldisulfanyl] ethylimino} -1,3-dimethylhexahydropyrimidine and • 2- . { 2- [2- (1, 3-dimethyltetrahydropyrimidin-2-ylidenamino) -ethylsulfanyl] ethylimino} -1, 3-dimethylhexahydropyrimidine. 12. Compounds of the general formula (II) according to any of claims 10 or 11, characterized in that they are selected from: • N, N, N ', N' -tetraisopropyl -? "- [3- (? ',? ',? ",?" -tetraisopropylguanidino) propyl] guanidine, •?,?,?' ,? ' -tetraisopropyl -? "- [4- (? ',?',?",? "-tetraiso-propylguanidino) util] guanidine, •?,?,? ' ,? ' -tetraethyl-? "- [3- (? ',?',?",? "-tetraetilgua-nidino) propyl] guanidine, •?,?,? ' ,? ' -tetraethyl-? "- [4- (? ',?',?",? "- tetraetilgua-nidino) butyl] guanidine, •?,? ' -bis (1,3-dimethylimidazolidin-2-ylidene) utane-1,4-diamine, •? - (1,3-dimethyl-imidazolidin-2-ylidene) -? - [3- (1,3-dime-tilimidazolidin-2-ylidenamino) propyl] -? ' -methylpropane-1,3-diamine, •?,? -bis (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidene) propane-1,3-diamine, •?,? -bis (1,3-dimethyl-1,3-dihydroimidazol-2-ylidene) utane-1,4-diamine, •? - (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidene) -? - [3- (1, 3-dimethyl-l, 3-dihydroimidazol-2-ylideneamino) propyl] -? ' methylpropane-1,3-diamine, •?,? -bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) ethane-1,2-diamine, •?,? bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) propane-1,3-diamine, • N, N, N ', N' -tetramethyl-N "- [4- (N ', N', N", N "-tetramethylguanidino) butyl] guanidine, • N, N, N ', N'-tetramethyl-N" - [3- (N', N ', N ", N" -tetramethyl-nidinomethyl) cyclohexylmethyl] guanidine , • N, N, N ', N' -tetraethyl-N "- [3- (N ', N', N", N "-tetraethylgua-nidino ethyl) benzyl] guanidine, • N" - [2,2 -dimethyl-3- (N ', N', N ", N" -tetraethylguanidino) propyl] -N, N, N ', N' -tetraethylguanidine, • N, N, N ', N' -tetramethyl-N " -. {2- [2- (N ', N', N ", N" -tetramethyl-guanidino) ethoxy] ethyl} guanidine, • N, N, N ', N' -tetramethyl-N "- . { 2- [2- (N ', N', N ", N" -tetramethylguanidino) ethylsulfanyl] ethyl} guanidine, • N, N, N ', N' -tetramethyl-N "-. {2- [2- (N ', N', N", N "-tetramethyl-guanidino) ethyldisulfanyl] ethyl} guanidine , • N, N, N ', N' -tetramethyl-N "- [2-methyl-5- (N ', N', N", N "-tetramethylguanidino) pentyl] guanidine, • N, N, N ' , N '-tetramethyl-N "- { 3- [3- (N', N ', N", N "-tetramethyl-guanidino) propoxy] propyl.} Guanidine, • N, N, N', N '-tetramethyl-N "- (2-. {Methyl [2- (N', N ', N", N "-tetramethylguanidino) ethyl] amino.} Ethyl) guanidine, • N, N, N' , N '-tetramethyl-N "- (2- { 2- [2- (N', N ', N", N "-tetrame-tilguanidino) ethoxy] ethoxy.} Ethyl) guanidine, • 2- {.3- [(1,3-dimethylimidazolidin-2-ylidenamino) methyl] cyclohexylmethylimino} -1, 3-dimethylimidazolidine, • 2- { 2- [2- (1,3-dimethylimidazolidin- 2-ylidenamino) ethylsulpholyl] ethylimino} -1, 3-dimethylimidazolidine, • N- (1,3-dimethyl-l, 3-dihydroimidazol-2-ylidene) -N '- [2- (1, 3 -dimethyl-l, 3-dihydroimidazol-2-ylidenamino) ethyl] -N'-methylethane-1,2-diamine, • 2- { 2- [2- (1,3-dimethyl-1,3-dihydroimidazol-2-ylidenami-no) ethyldisulfanyl] ethylimino} -1, 3-dimethyl-2,3-dihydro-1H-imidazole, • Nl, N5-bis (1,3-dimethyltetrahydropyrimidin-2-ylidene) -2-methylpentane-1,5-diamine and • 2-. { 3- [(1,3-dimethyltetrahydropyrimidin-2-ylidenamino) methyl] benzylimino} -1, 3-dimethylhexahydropyrimidine. 13. Composition according to any of the preceding claims, characterized in that it also contains at least one adjuvant selected from silicones in soluble, dispersed or microdispersed form; nonionic, anionic, cationic and amphoteric surfactants; ceramides, glycoceramides and pseudoceramides; vitamins and provitamins, including panthenol; vegetable, animal, mineral and synthetic oils; waxes other than ceramides, glycoceramides and pseudoceramides; water-soluble and liposoluble, silicone or non-siliconized sunscreens; pearlizing and opacifying agents; sequestering agents; plasticizing agents; solubilizing agents; acidifying agents; mineral and organic thickeners, antioxidizing agents; hydroxy acids; penetration agents; perfumes, and preservatives. 14. Kit, characterized in that it has at least two compartments, containing one of the compartments (i), in a cosmetically acceptable medium, at least one multiguanidine not belonging to the family of hydroxides capable of reacting on the cystines of the keratin fibers by beta-elimination reaction that produces dehydroalanin and that leads to the formation of lanthionine, to relax the keratin fibers in less than 60 minutes. 15. Kit according to any of the preceding claims, characterized in that it also contains a supplementary composition (ii) care, conditioning, make-up, make-up removal, protection, cleaning or washing of keratin fibers. 16. Process for straightening keratin materials, characterized in that it uses a cosmetic composition containing, in a cosmetically acceptable medium, at least one multiguanidine not belonging to the family of hydroxides, the cosmetically acceptable medium and the multiguanidine being selected in such a way that the multiguanidine not belonging to the hydroxide family reacts on the cystines of the keratin fibers by a beta-elimination reaction that produces dehydroalanine and that leads to the formation of lanthionine, to relax the keratin fibers in less than 60 minutes. Method for restoring the keratin materials according to claim 16, characterized in that the hair is subjected to a thermal treatment by heating at a temperature between 30 and 60 ° C after application of the composition. 18. Method for restoring the keratin materials according to claim 16 or 17, characterized in that it uses, at the same time as heating and smoothing means, a heating iron at a temperature of 60 to 220 ° C and preferably of 120 at 200 ° C. 19. Method for straightening keratin materials according to claim 16 to 18, characterized in that the duration of the straightening is less than 40 minutes and more advantageously less than 30 minutes. 20. Use of a multiguanidine not belonging to the family of hydroxides as an active agent for restoring keratin fibers. 21. Active agent for straightening the keratin fibers by means of a beta-elimination reaction that produces dehydroalanine and which leads to the formation of lanthionine, characterized in that it includes at least one multiguanidine not belonging to the hydroxide family. 22. Cosmetic use of the compounds of formula (II).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0551274 | 2005-05-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
MXPA06005589A true MXPA06005589A (en) | 2007-04-10 |
Family
ID=
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2826461B1 (en) | Method for straightening keratin fibres using a heating means and a denaturing agent | |
US20090194121A1 (en) | Hair shaping kit and process comprising at least one amine chosen from tertiary amines | |
EP2029095A2 (en) | Process for straightening keratin fibres with a heating means and denaturing agents | |
US20060269498A1 (en) | Hair shaping composition comprising at least one polyguanidine other than hydroxide | |
ES2249842T3 (en) | AGENT REDUCER OF VARIOUS COMPONENTS THAT INCLUDES AT LEAST A COMPOSITION IN THE FORM OF POWDER CONTAINING A REDUCER OF LINKS DISULFURING THE HAIR AND PROCEDURE OF PERMANENT DEFORMATION OF KERATINIC MATTERS. | |
US8313737B2 (en) | Hair treatment process for smoothing the hair | |
US10092490B2 (en) | Method for straightening keratinous fibres using heating means and an amide | |
US20060272107A1 (en) | Hair relaxing composition comprising at least one non-hydroxide polyguanidine | |
US20090194123A1 (en) | Hair relaxing kit and process comprising at least one tertiary amine | |
US20050186232A1 (en) | Hair-relaxing composition comprising tetramethylguanidine | |
US20090191143A1 (en) | Hair shaping kiet and process comprising at least one non-hydroxide base | |
US7875268B2 (en) | Dimercaptoamides, compositions comprising them as reducing agents, and processes for permanently reshaping keratin fibers therewith | |
US20060002877A1 (en) | Compositions and methods for permanently reshaping hair using elastomeric film-forming polymers | |
US20050002886A1 (en) | Dithiols comprising at least one amide functional group and their use in transforming the shape of the hair | |
US20070134185A1 (en) | Use of dithiols in a hair-perming composition | |
MXPA06005589A (en) | Hair relaxing composition comprising at least one non-hydroxide polyguanidine | |
US20050136016A1 (en) | Hair-relaxing composition comprising at least one base other than hydroxide | |
US7070770B1 (en) | Compositions for the permanent deformation of the hair comprising at least one formamidinesulphinic acid derivative | |
FR2862212A1 (en) | Use of tetramethylguanidine as an agent for straightening keratinic fibers, e.g. human hair | |
US20060134042A1 (en) | Hair shaping composition comprising at least one tetramethylguanidine | |
EP1723946A1 (en) | Composition for straightening the hair comprising at least one multi-guanidine not being a hydroxide | |
EP1723947A1 (en) | Hair waving composition comprising at least a multiguanidine | |
FR2862213A1 (en) | Use of a secondary or tertiary amine as an agent for straightening keratinic fibers, e.g. human hair | |
FR2862217A1 (en) | Use of a secondary or tertiary amine as an agent for perming keratinic fibers, e.g. human hair | |
WO2008059159A1 (en) | Specific polyoxyalkylenediguanidines, cosmetic composition containing them, hair-straightening process |