US 11,692,077 B2
Polymer composition containing a phosphonate flame retardant
Niklas Ackermann, Mainz-Kostheim (DE); Birgit Faßbender, Mainz (DE); Thomas Futterer, Ingelheim (DE); Christoph Ramsey, Ingelheim (DE); Herbert Weiss, Vaihingen an der Enz (DE); and Hendrik Wermter, Eltville (DE)
Assigned to Chemische Fabrik Budenheim KG, Budenheim (DE)
Appl. No. 17/268,108
Filed by Chemische Fabrik Budenheim KG, Budenheim (DE)
PCT Filed Aug. 12, 2019, PCT No. PCT/EP2019/071616
§ 371(c)(1), (2) Date Feb. 12, 2021,
PCT Pub. No. WO2020/035458, PCT Pub. Date Feb. 20, 2020.
Claims priority of application No. 10 2018 119 835.3 (DE), filed on Aug. 15, 2018.
Prior Publication US 2021/0309831 A1, Oct. 7, 2021
Int. Cl. C08K 5/5357 (2006.01); C08J 9/14 (2006.01); C08K 5/5353 (2006.01); C08L 67/00 (2006.01); C08L 75/04 (2006.01); C08G 18/00 (2006.01); C08G 63/00 (2006.01); C08K 5/00 (2006.01)
CPC C08K 5/5357 (2013.01) [C08G 18/00 (2013.01); C08G 63/00 (2013.01); C08J 9/141 (2013.01); C08K 5/0066 (2013.01); C08K 5/5353 (2013.01); C08L 67/00 (2013.01); C08L 75/04 (2013.01); C08J 2375/04 (2013.01)] 14 Claims
OG exemplary drawing
 
1. A composition which comprises a polymer material and with a halogen-free flame retardant contained and/or bonded therein in a quantity of 1 to 40% by weight with respect to the total composition, wherein the flame retardant is a compound with formula (I), its corresponding ammonium salt, its corresponding phosphonate salt or a mixture of the above:

OG Complex Work Unit Chemistry
wherein
(i) R1 and R2 are identical or different substituents and are selected from the group consisting of linear, branched or cyclic alkyls, alkenyls and alkinyls, unsubstituted and alkyl-substituted phenyls, mononuclear and multinuclear aromatics containing up to 4 nuclei, mononuclear or multinuclear heteroaromatics containing up to 4 nuclei, silyls, allyl, alkyl or aryl alcohols, or
(ii) R1 and R2 together, including the N atom, form a saturated or monounsaturated or multiple-unsaturated heterocycle containing 4-8 ring atoms which are selected from carbon, oxygen, sulphur, phosphorus, silicon and nitrogen, wherein on the heterocycle, when it comprises nitrogen atoms as the ring atoms, these nitrogen atoms are substituted with H, an alkyl, an aryl or a methyl bisphosphonate group with the following structure (II):

OG Complex Work Unit Chemistry
and wherein on the heterocycle, when it comprises carbon, phosphorus or silicon as the ring atoms, these atoms may have substituents selected from the group consisting of H, alkyl, aryl, —NH2, —NHR, —NR2, —OH, —OR, ═O, —I, —Cl, —Br, in which R=alkyl, aryl,
and wherein —X— is an oxygen atom, —O—, or —X— is a single bond, and wherein
(i) R3, R4, R5 and R6 of the structures (II) and (III) are identical or different substituents and are selected from the group consisting of H, linear, branched or cyclic alkyls, alkenyls and alkinyls, unsubstituted and alkyl-substituted phenyls, multinuclear aromatics containing up to 4 nuclei, mononuclear or multinuclear heteroaromatics containing up to 4 nuclei, silyls, allyl, alkyl or aryl alcohols, cations, wherein the cation is Na+, K+, Mg2+, Ca2+, B3+, Al3+, Zn2+, NH4+ or the ammonium ion of an amine com-pound selected from the group consisting of melamine or its condensation products, wherein
(ia) when R1 and R2 are equal to methyl, R3, R4, R5 and R6 of structures (I) and (II) are identical or different substituents and are selected from the group consisting of linear, branched or cyclic alkyls, alkenyls and alkinyls, unsubstituted and alkyl-substituted phenyls, multinuclear aromatics containing up to 4 nuclei, mononuclear or multinuclear heteroaromatics containing up to 4 nuclei, silyls, allyl, alkyl or aryl alcohols, cations, wherein the cation is Mg2+, Ca2+, B3+, Al3+, Zn2+, or the ammonium ion of an amine compound selected from the group consisting of melamine or its condensation products, and/or
(ii) when —X— is an oxygen atom, —O—, —OR3 and —OR4 together and/or —OR5 and —OR6 together, including the P atom of the phosphonate group, form a cyclic phosphonic acid ester with a ring size of 4-10 atoms, and/or
(iii) when —X— is a single bond, R3 and —OR4 together, including the P atom of the phosphinate group, form a cyclic phosphinic acid ester with a ring size of 4-10 atoms and/or —OR5 and —OR6 together, including the P atom of the phosphonate group, form a cyclic phosphonic acid ester with a ring size of 4-10 atoms,
wherein, when the composition comprises the polymer material with the halogen-free flame retardant bonded therein, the halogen-free flame retardant is a co-condensation component or a co-addition component of the polymer material, which is used in the production of the polymer material by polycondensation or polyaddition.