1,3:2,4-Bis-O-(3,4-dimethylbenzylidene)-D-sorbitol

• CAS: 135861-56-2
• Catalog Number: ACM135861562-4
• Category: Main Products
• Molecular Weight: 414.5g/mol
• Molecular Formula: C24H30O6
• Description: DryPowder
• IUPAC Name: (1R)-1-[(4R,4aR,8aS)-2,6-bis(3,4-dimethylphenyl)-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-yl]ethane-1,2-diol
• Canonical SMILES: CC1=C(C=C(C=C1)C2OCC3C(O2)C(OC(O3)C4=CC(=C(C=C4)C)C)C(CO)O)C
• InChI: InChI=1S/C24H30O6/c1-13-5-7-17(9-15(13)3)23-27-12-20-22(30-23)21(19(26)11-25)29-24(28-20)18-8-6-14(2)16(4)10-18/h5-10,19-26H,11-12H2,1-4H3/t19-,20+,21-,22-,23?,24?/m1/s1
• InChI Key: YWEWWNPYDDHZDI-JJKKTNRVSA-N
• Melting Point: 275 °C (lit.)
• Complexity: 558
• Covalently-Bonded Unit Count: 1
• EC Number: 413-110-2;603-934-2
• Exact Mass: 414.204239g/mol
• Formal Charge: 0
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Heavy Atom Count: 30
• Monoisotopic Mass: 414.204239g/mol
• Rotatable Bond Count: 4
• UNII: ZR857KD5X9
• XLogP3: 2.8

Case Study

1,3:2,4-Bis-O-(3,4-dimethylbenzylidene)-D-sorbitol for the Modification of Isotactic Polypropylene

Dobrzyńska-Mizera, Monika, et al. European Polymer Journal, 2016, 85, 62-71.

1,3:2,4-Bis-O-(3,4-dimethylbenzylidene)-D-sorbitol (DMDBS) is a common clarifying agent for isotactic polypropylene (iPP). In this work, a molecular adduct produced by the synergistic interaction between siloxane-silsesquioxane resin (SiOPh) containing phenyl functional groups and DMDBS was used to modify iPP. The results showed that the addition of SiOPh could control the nucleation efficiency of sorbitol derivatives and adjust the crystallization rate of iPP to obtain a transparent formulation suitable for extrusion process.
Preparation of modified iPP samples
· Polypropylene pellets were ground into a fine powder using a high-speed grinder. The polymer was then combined with a sorbitol derivative and SiOPh in a rotary mixer for 3 minutes at a speed of 3000 rpm.
· To achieve homogenization of the premixed mixtures, which contained varying amounts of SiOPh (ranging from 0.1 to 1.5 wt%) along with a constant sorbitol concentration of 0.25 wt%, molten state extrusion was performed using a corotating twin screw extruder set at 190 °C and 70 rpm.
· The extruded rod was subsequently pelletized in a water bath. Various iPP/DMDBS/SiOPh composites were prepared.

1,3:2,4-Bis-O-(3,4-dimethylbenzylidene)-D-sorbitol as a Nucleating Agent for High-Pressure Crystallization of Ipp

Sowinski, Przemyslaw, et al. Polymers, 2021, 13(1), 145.

This work investigates the effect of 1,3:2,4-Bis-O-(3,4-dimethylbenzylidene)-D-sorbitol (DMDBS) on the nucleation of high-pressure crystallization of isotactic polypropylene (iPP). PP containing 0.2-1.0 wt.% DMDBS was crystallized at high pressures up to 300 MPa under different thermal conditions.
Procedure for high-pressure crystallization of iPP
· PP was combined with DMDBS in a batch mixer at 195 °C, running at 60 rpm for 10 minutes. High-pressure crystallization was performed in a custom cell.
· Initially, a low pressure of 1.3 MPa was applied to ensure proper thermal contact inside the cell. Then, the specimens were heated to 250 °C and maintained at that temperature for 5 minutes before the pressure was raised to between 50 and 300 MPa, and the specimens were cooled to 50 °C under this pressure (protocol I).
· Low-pressure experiments at 1.3 MPa were also conducted for comparison. Additionally, some specimens were cooled from 250 to 200 °C, then the pressure was increased to 200 or 300 MPa, and they were held under these conditions for either 1 hour, 4 hours, or 15 minutes, before cooling to 50 °C (protocol II). Once 50 °C was reached, the pressure was released.
· Under high pressure, DMDBS promoted the crystallization of iPP in the orthorhombic γ-form. This led to an increase in crystallization temperature (Tc) and γ-form content for the nucleated iPP, along with a decrease in the size of polycrystalline aggregates. Nucleation of the α-form required a lower DMDBS content under lower pressure compared to the significant increases in Tc and decreases in grain size observed at pressures of 200-300 MPa.